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Reagent Guide Bioscience& Analytical Science E PDF
Reagent Guide Bioscience& Analytical Science E PDF
Reagent Guide Bioscience& Analytical Science E PDF
Bioscience
& Analytical Science
We have reviewed our product line-ups and organized them according to the research areas of
bioscience and analytical science. We hope that this reagent guide will be of assistance to your
research and development laboratories.
However, this guide is not an inclusive list of all the reagents we deal in. Please be sure to
look up our catalog and visit our website as well to remain updated on the latest information in
the various fields of your interest.
Contents
The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
New Europium Fluorescent Labeling Reagent
O O
O Eu3 O
O N N O
Na
O N N O
N
R
R= NH2
A2083 ATBTA-Eu3+
ATBTA-Eu3+ is a europium chelate complex and can be used as a fluorescent labeling reagent. ATBTA-
Eu3+ is easily labeled to protein etc. after conversion to DTBTA-Eu3+.
Features
Long fluorescent life time (τ = 1.02ms)
For time-resolved fluorometry
Stable fluorescence in various aqueous buffers
Available in Tris, TE, PBS, etc.
ޓFor wide use
No cross talk of excitation light
λex, max 335nm*
λem, max 616nm*
Sharpened emission spectrum
Large Stokes shift (the difference in wavelength between
positions of the band maxima of the absorption and emission
spectra)
3+
* Data as DTBTA-Eu
Historically a wide variety of organic fluorescent reagents have been used as tags or labels, such as
fluorescein, rhodamine, and various cyanin dyes. Different from these organic reagents, certain lanthanide
complexes, especially those of Eu3+ and Tb3+, are also recognized as efficient fluorescent labels,
owing to their distinct properties specific to lanthanide complexes; they are excited in the UV region
(310-340nm) and emit fluorescence at ca. 615nm (Eu3+) and . 545nm (Tb3+), with the long lifetimes
of several hundred microseconds to more than 1 milliseconds. By taking advantage of these properties,
time-resolved fluorometric measurement can remove background fluorescence from the sample matrix
and often gives detectability better than one order of magnitude compared to those of conventional
fluorometric assays.
The other reagent, ATBTA-Eu3+, has an amino group instead of dichlorotriazinyl in DTBTA-Eu3+,
and is more stably stored, since it does not have the hydrolysable dichlorotriazinyl group. DTBTA-Eu3+
can be directly labeled to amino groups of biomolecules, whereas ATBTA-Eu3+ is used as a label after
conversion to DTBTA-Eu3+ by reacting with trichlorotriazene. Scheme 1 summarizes these reactions and
the labeling of DTBTA-Eu3+ to the primary amine groups of proteins and nucleic acids. Although ATBTA-
Eu3+ is not so strongly fluorescent as DTBTA-Eu3+, the fluorescence becomes strong after reaction with
trichlorotriazene. The fluorescence spectrum of ATBTA-Eu3+ is basically the same with that of DTBTA-
Eu3+.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 1
New Europium Fluorescent Labeling Reagent
Cl O O
O O Eu3
O O Eu3 O O
O Eu3 O N N O O
O N N O
O N N O
O N N O Na Na
Na Cl N Cl N N O N N O
O O N
O N N O Cyanuric Chloride N Protein NH2
N
Acetate Buffer (pH 4.9) / acetone
R Carbonate Buffer (pH 9) R
Cl Cl
R N N
R= NH N R= NH N
R= NH2 N N
Cl NH Protein
ATBTA-Eu3+ DTBTA-Eu3+
Scheme 1. Conversion of ATBTA-Eu3+ to DTBTA-Eu3+ and the labeling reaction to amino groups of
proteins and nucleic acids
Figure 1. Exitation and emission spectra of DTBTA-Eu3+ in 0.05M borate buffer at pH9.0 (1.5x10-6M)
The excitation spectrum is right and the emission spectrum is left.
The new lanthanide chelate reagent, DTBTA-Eu3+, has a high stability constant, and therefore the
problem of fluorescence intensity change in different buffers has been greatly reduced. DTBTA-Eu3+ has
also several advantages such as the intensity stability in water for a long period, and the stability against
photo-bleaching. The excitation and emission spectra are shown in Figure 1.
■Warning
This labeling reagent is deactivated by hydrolysis, especially in alkali solution. The reagent dissolved
in water should be used immediately. For temporary storage, the reagent should be dissolved in buffer
solution at acidic pH (pH∼5) and kept below 0℃ .
In order to examine the application of the product as a hapten-label, we supply the antibody.
Please refer to“Anti-Hapten Antibody”(page 3) for detail.
Related products
Product No. Product Name Unit Size
A2239 Anti-DTBTA-Eu3+ Rabbit Polyclonal Antibody [2.5mg/ml in PBS(-)] (Preservative : 0.1% NaN3) 0.5ml
A2181 Anti-DTBTA-Eu3+ Rabbit Antiserum (Preservative : 0.1% NaN3) 0.5ml
C0460 Cyanuric Chloride 25g 500g
References
T. Nishioka, J. Yuan, Y. Yamamoto, K. Sumitomo, Z. Wang, K. Hashino, C. Hosoya, K. Ikawa, G. Wang, K. Matsumoto,
2006, , 4088; Erratum in : 2006, , 8460; H. Kimura, M. Mukaida, K. Kuwabara, T. Ito, K. Hashino,
K. Uchida, K. Matsumoto, K. Yoshida, 2006, , 973; K. Hashino, K. Ikawa, M. Ito, C. Hosoya, T.
Nishioka, M. Makiuchi, K. Matsumoto, 2007, , 89; M.-J. Xie, K. Fukui, M. Horie, Y. Sakihama, K. Hashino, H.
Kimura, K. Matsumoto, 2008, , 278.
2 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Anti-Hapten Antibody
Anti-Hapten Antibody
Anti-DTBTA-Eu3+ Rabbit Antiserum
Various substances are recognized by antibodies as antigens. Antibodies are widely applied not only
for separation or analysis of cells in immunology and cell biology, but also for identification of substances
causing environmental pollution, etc. Antibodies, therefore, are essential reagents for life science
research.
This rabbit antiserum was obtained by immunization of DTBTA-Eu3+-Labeled KLH (keyhole limpet
hemocyanin) as an immunogen and can be recognized with DTBTA-Eu3+ as a hapten molecule. DTBTA-
Eu3+ is a fluorescent label for proteins and nucleic acids. With the combination of the antiserum, DTBTA-
Eu3+ is applicable as a tag molecule. DTBTA-Eu3+-labeled molecules can be immunologically detected
with ELISA and Western-blotting via the Tag. In addition, the tagged molecule can be monitored and
quantified by the fluorescence from DTBTA-Eu3+ (λex, max 335nm, λem, max 616nm). As shown in Figure 1,
the antiserum can also bind to ATBTA-Eu3+ (a), which is a precursor of DTBTA-Eu3+. The binding of the
antiserum to DTBTA-Eu3+-labeled protein is inhibited by ATBTA-Eu3+ (b).
3 2 For ELISA, a microtiter plate was coated
a b
2.5 with DTBTA-Eu3+-labeled OVA or ATBTA-Eu3+,
1.5 which is a precursor of DTBTA-Eu3+.
2 a : ATBTA-Eu3+ was coated onto the wells
Abs. 405nm
Abs. 405nm
1.5 1
and then reacted with anti DTBTA-Eu3+
serum. Anti-rabbit IgG-HRP conjugate was
1 used for detecting the antiserum bound to
0.5
0.5 ATBTA-Eu3+.
b : DTBTA-Eu3+ -labeled OVA was coated
0 0 onto the wells. Inhibition of Protein
With ATBTA- Eu3+
Coating with
ATBTA- Eu 3+
ATBTA- Eu3+
(50μM)
Without
coating
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 3
Anti-Hapten Antibody
[Application]
・With the combination of the antiserum, DTBTA-Eu3+
is applicable as a tag molecule.
・DTBTA-Eu3+ -labeled molecules can be immuno-
logically detected with ELISA and Western-blotting
via the Tag.
●About DTBTA-Eu3+
The DTBTA-Eu3+ is a europium fluorescent labeling reagent, whereas ATBTA-Eu3+ (TCI code: A2083)
is used as a label after conversion to DTBTA-Eu3+ by reacting with trichlorotriazene. DTBTA-Eu3+ can
be labeled onto proteins and nucleic acids. Different from other lanthanide chelate reagents, the DTBTA-
Eu3+ complex has a high stability constant, and therefore, the problem of fluorescence intensity change
in various buffers has been greatly reduced. DTBTA-Eu3+ also has several advantages such as intensity
stability in water for a long period, and the stability against photo-bleaching.
If further detailed information about DTBTA-Eu3+ is required, please refer to“New Europium
Fluorescent Labeling Reagent”(page 1).
Related products
Product No. Product Name Unit Size
A2083 ATBTA-Eu3+ [=Sodium [4'-(4'-Amino-4-biphenylyl)-2,2':6',2''-terpyridine-
6,6''-diylbis(methyliminodiacetato)]europate(III)] 100mg
C0460 Cyanuric Chloride 25g 500g
Reagents
・Antigen protein(10μg/mL)
・DTBTA-Eu3+-labeled antigen-specific antibody (1mg/mL):Antigen specific primary antibody, which
has been labeled with DTBTA-Eu3+
・Purified anti-DTBTA Eu3+ antibody:purified anti-DTBTA-Eu3+ rabbit antiserum with Protein A column
・Alkaline phosphatase-conjugated anti rabbit IgG :commercially available
・10mM diethanolamine buffer (pH9.5) containing 0.5mM MgCl2
・Chromogenic substrate: 1mg/mL pNPP in the diethanolamine buffer
・Stop solution:0.1M EDTA, pH7.5
・TBS:25mM Tris-HCl (pH7.2) containing 0.15M NaCl
・TBST:TBS containing 0.05% Tween-20
・Blocking solution:4% skim milk in TBST
・Antibody diluting solution:1% skim milk in TBST
4 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Anti-Hapten Antibody
Procedure
1. Place antigen protein into a 96-well plate (50μL/well) and incubate for 2 hours at room
temperature
2. Remove the antigen solution, add blocking solution (150μL/well) to the wells and incubate for 2
hours at room temperature
3. Wash the wells with 200μL TBST, twice
4. Add purified DTBTA-Eu3+-labeled antigen-specific antibody, which has been diluted at 1, 0.5, 0.25,
and 0.125μg/mL with antibody diluting solution, to the well (100μL/well) and incubate for 1 hour
at room temperature
5. Remove the antibody solution and wash the well with TBST, 3-times
6. Add purified anti-DTBTA-Eu3+ antibody (diluted at 1/1000, 100μL/well) to the wells and incubate
for 1 hour at room temperature
7. Remove the antibody solution and wash the well with TBST, 3-times
8. Add alkaline phosphatase-conjugated anti rabbit IgG (100μL/well) to the wells and incubate for 1
hour at room temperature
9. Remove the antibody solution and wash the well with TBST, 3-times and further wash with 10mM
diethanolamine buffer (pH9.5) containing 0.5mM MgCl2
10. Add the chromogenic substrate (100μL/well) to the wells and add stop solution (100μL/well) after
the incubation for 5-20 minutes at room temperature
11. Determine absorbance at 405nm
Antigen-coated well
Antigen-uncoated well The increase of absorbance
1 observed depending on the antibody
concentration. On the other hand,
antigen-uncoated wells gave low
Abs. 405nm
References
1) New luminescent europium(III) chelates for DNA labeling
T. Nishioka, J. Yuan, Y. Yamamoto, K. Sumitomo, Z. Wang, K. Hashino, C. Hosoya, K. Ikawa, G. Wang, K. Matsumoto,
2006, , 4088; Erratum in : 2006, , 8460.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 5
Anti-Influenza Virus Monoclonal Antibody
Neuraminidase (NA)
RNA Polymerase
(PB1, PB2, PA)
Nucleoprotein (NP)
Envelope
Influenza viruses are members of the family, and as such are enveloped viruses
that contain segmented genomes composed of negative-sense, single-stranded RNA1). There are three
genera of influenza viruses, types A, B and C. Type A influenza viruses are grouped into subtypes based
on antigenic properties of the viral-encoded hemagglutinin (HA) and neuraminidase (NA) envelope
glycoproteins.
Monoclonal antibodies are essential tools for many molecular immunology investigations. Especially,
anti-influenza virus monoclonal antibodies are useful for diagnosis and investigations of virus structure.
These monoclonal antibodies introduced here are suitable for use in ELISA and Western blot.
6 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Anti-Influenza Virus Monoclonal Antibody
■Typical Procedure
A B
M 1
5 HA kDa
Blocking
4 95.5▶
Absorbance 405nm
64.9▶ ◀HA
3
44.5▶
2
32.3▶
1
0
0 20 40 60 80 100
Antibody added per well (ng)
A. ELISA assay. Each well was coated by 50 ng Purified influenza hemagglutinin H3. 0-100 ng anti-Influenza A
virus Hemagglutinin H3 monoclonal antibody (TCI Product No. : I0779) was added to the well. After washing,
bound antibody was detected using goat-anti-mouse IgG-HRP conjugate. The signal was developed with ABTS
substrate (TCI Product No. : A2166).
B. Western Blot. Analysis was performed using anti-Influenza A virus Hemagglutinin H3 monoclonal antibody (I0779)
at 1 μg/ml. Goat-anti-mouse-HRP conjugate was used as the secondary antibody. The signal was visualized
using DAB-nickel as the chromogen. Molecular weight marker (M). Purified Hemagglutinin (Lane 1).
Figure. Reactivity of the anti-influenza A hemagglutinin monoclonal antibody
Related Product
Product No. Product Name Unit Size
A2166 ABTS [=2,2'-Azinobis(3-ethylbenzothiazoline-6-sulfonic Acid Ammonium Salt)] 1g 5g
References
1) P. F. Wright, R. G. Webster, Orthomyxoviruses, in , 4th ed., Lippincott Williams & Wilkins, Philadelphia,
2001, vol. 1.
Details of influenza A sydney/5/97
2) Phenotypic properties resulting from directed gene segment reassortment between wild-type A/Sydney/5/97 influenza
virus and the live attenuated vaccine strain
C. L. Parks, T. Latham, A. Cahill, R. E. O'Neill, C. J. Passarotti, D. A. Buonagurio, T. M. Bechert, G. A. D'Arco, G. Neumann, J.
DeStefano, H. E. Arendt, J. Obregon, L. Shutyak, S. Hamm, M. S. Sidhu, T. J. Zamb, S. A. Udem, 2007, , 275.
3) Accumulation of amino acid substitutions promotes irreversible structural changes in the hemagglutinin of human influenza
AH3 virus during evolution.
K. Nakajima, E. Nobusawa, A. Nagy, S. Nakajima, . 2005, , 6472.
4) Influenza research database: http://www.fludb.org/
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 7
Substrates for Enzymatic Detection
8 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Substrates for Enzymatic Detection
N N N Br
H H H
O
Cl
1 oxidation Blue precipitate
reduction
H H
N N NO2 O2N N N N N NO2 O2N N N
C C C C
N N N N N N N N
Reference
1)J. Sambrook, D. W. Russell, in , 3rd ed., Cold Spring Harbor Laboratory Press,
New York, 2001.
10 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Nucleosides, Nucleotides & Related Reagents
Pyrimidine Nucleosides
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 11
Nucleosides, Nucleotides & Related Reagents
OH OH OH OH N3 OH OH
CH3O C O O N
O O N HO O N HO O N
HO O N (CH3)2CH O
O Si O O
O (CH3)2CH
O
OH Si O OH
OH (CH3)2CH CH(CH3)2 OH OH OH
HO O N HO O N HO O N HO O N HO O N
HO
O O . HCl O O O
OH OH OH OH OH OH
HO O N . H2SO4 HO O N HO O N HO O N HO O N
O O O O O
. HCl . xH2O
OH OH 2 OH OH OH F OH
HO O N HO O N H3C O N HO O N HO O N
O O O O O
OH F OH OH OH OH OH
CH3O C O O N
HO O N HO O N
HO O N HO O N
O O O
O O
OH
OH OH OH OH
12 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Nucleosides, Nucleotides & Related Reagents
Purine Nucleosides
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 13
Nucleosides, Nucleotides & Related Reagents
CH3O C O N N
HO N N Cl HO N N HO N N
HO N N
O O O O
O . H2O
. xH2O . xH2O
OH
OH OH OH OH OH OH
CH2CH2OH
OH OH OH OH OH OH OH OH
X0008
O
N NH
HO N N O
H
O
. 2H2O
OH OH
Pyrimidine Nucleotides
14 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Nucleosides, Nucleotides & Related Reagents
N N N N
N
O O O O O
HO O N O N O
NaO P O P O O N HO P OCH2 N HO P O O N
O NaO P OCH2 O
ONa ONa O O O
OH OH
O ONa . xH2O
. xH2O HO P O OH
OH OH OH OH OH OH OH OH
Purine Nucleotides
Product No. Product Name Unit Size
A2112 Adenosine 3',5'-Cyclic Monophosphate Sodium Salt Hydrate 100mg 1g
A0626 Adenosine 5'-Diphosphate Disodium Salt Hydrate 100mg 1g
A2113 Adenosine 3'-Monophosphate Hydrate 100mg 500mg
A0157 Adenosine 5'-Triphosphate Disodium Salt Hydrate 1g 25g
A0159 Adenylic Acid Hydrate (2'- and 3'- mixture) from Yeast Price on request
A0158 5'-Adenylic Acid 1g 25g
G0172 Guanosine 5'-Monophosphate Disodium Salt Hydrate 25g 100g
G0173 Guanylic Acid Sodium Salt (2'-,3'- mixture) from Yeast 1g 5g
I0039 Inosine 5'-Monophosphate Barium Salt Hydrate 100mg
I0036 Inosine 5'-Monophosphate Disodium Salt Hydrate 1g 25g
I0038 Inosine 5'-Triphosphate Trisodium Salt Hydrate 100mg
I0038
HN N
O O O
HO P O P O P O N N
ONa ONa ONa O
. xH2O
OH OH
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 15
Nucleosides, Nucleotides & Related Reagents
Polynucleotides
Pyrimidine Nucleobases
16 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Nucleosides, Nucleotides & Related Reagents
O O OCH3 O NH2
F F I I CH3
NH . H2O NH NH N
O
N . HCl
HO C N O N O N OCH3 N O N O
H H H H
U0013
NH
N O
H
Purine Nucleobases
Product No. Product Name Unit Size
A1248 2-Acetamido-6-hydroxypurine 1g 5g
A0149 Adenine 25g 250g
A0150 Adenine Hydrochloride Hemihydrate 25g
A0151 Adenine Sulfate Dihydrate 25g
A0907 Allopurinol 25g 250g
A1407 2-Amino-6-chloropurine 1g 5g
A1111 2-Aminopurine 200mg 1g
A0625 8-Azaguanine 1g 5g
A0555 8-Azahypoxanthine 1g
A2069 Azathioprine 5g 25g
B3344 N 6-Benzoyladenine 5g 25g
B1088 N 6-Benzyladenine 5g 25g
B3355 6-Benzyloxypurine 5g 25g
B3456 8-Bromotheophylline 1g 5g
C2306 6-Chloro-7-deazapurine 1g 5g
C2221 6-Chloro-2-fluoropurine 1g
C0278 6-Chloropurine 5g 25g
C0293 8-Chlorotheophylline 25g 250g
D3604 N 2,9-Diacetylguanine 25g
D1625 2,6-Diaminopurine Hydrate 5g 25g
D2470 2,6-Dichloropurine 1g 5g 25g
D3894 6-(Dimethylamino)purine 1g 5g
F0647 2-Fluoroadenine 200mg 1g
G0169 Guanine 1g 25g 250g
G0170 Guanine Hydrochloride Hydrate 25g
G0168 Guanine Sulfate Dihydrate 1g 25g
H1290 9-(2-Hydroxyethyl)adenine 5g 25g
H0311 Hypoxanthine 25g
I0370 Isoguanine 100mg
K0009 Kinetin 1g 5g
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 17
Nucleosides, Nucleotides & Related Reagents
HN N N N N N N N
. H2SO4 N
O . HCl . 1/2 H2O
N N
. 2H2O N
CH3 C NH N N N N H N N N N
H H H 2 H
Cl CH3 NH2 O
N O
CH3
N N N N N N HN N HN N . HCl . xH2O
Cl N N F N N H2N N N H2N N N
H N N H H
H
H
18 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Nucleosides, Nucleotides & Related Reagents
O N N O N N
N N N N H H H2N N N
H H CH3 CH3 H
T0225 X0004
O O
HN N HN N
S N N O N N
H H H H
O O O O AcO OAc
OH OH NaO P O NaO P O O P ONa O P O
O 2
O
OH ONa O O ONa O ONa Ba O O
OH
HO O P ONa . xH2O
OH OH ONa OH OH OH OH OAc OAc
T2607 T2641
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 19
Nucleosides, Nucleotides & Related Reagents
HO O N HO O N HO O N HO O N H3C O N
HO
O O O O O
OH OH OH OH OH OH
20 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Nucleosides, Nucleotides & Related Reagents
V0098
NH2
N N
HO N N
HO
O . H2O
OH
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 21
Nucleosides, Nucleotides & Related Reagents
O CH3
O O O C Cl CH3 Si CH3
S
BF4 C O C N CH3
CH3 Cl S CH3 C O Si CH3
CH3
OCH3
O C Cl CH2Br O
CH3 NO2 O
Cl CH3O C Cl Cl
CH3
OCH3
O
O Cl
C O CBr N CBr C Br C Cl
3 Cl
O
3
22 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Nucleosides, Nucleotides & Related Reagents
O O
O
O
NCCH2CH2O P O Ba2+ O O O
S O P P
O S O Cl
. xH2O O O
P Cl
O Cl
Cl
S O O O
Cl O
CH3O P Cl O P O Cl P O P Cl CH3O P Cl
Cl CH3O P
OCH3 Cl Cl Cl Cl
P0209 P1223
O
Cl
O P O O
Cl
CH2O P O P OCH2
2 2
Condensing Agents
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 23
Nucleosides, Nucleotides & Related Reagents
N N NC
N O N N
N BF4 N C N
N C N
CH2S N N
H N N NC N
H CH2CN H
CH3 SO2Cl N
CH3
N C NH N N SO2Cl CH3 CH3 N
N N
CH3CH2S N SO2 CH3
H CH3 CH3
O SO2Cl CH3 CH3
References
1) H. Vorbrüggen, C. Ruh-Pohlenz, in , Wiley-Interscience, New York, 2001; H. Vorbrüggen, C.
Ruh-Pohlenz, in , ed. by L. A. Paquette ., John Wiley & Sons, 2000, Vol. 55; D. M. Huryn, M. Okabe,
. 1992, , 1745; E. Ichikawa, K. Kato, . . 2001, , 385.
2) Z. Liu, S. Liu, Z. Xie, W. Blum, D. Perrotti, P. Paschka, R. Klisovic, J. Byrd, K. K. Chan, G. Marcucci, .
2007, , e31; A. Alcázar Magaña, K. Wrobel, Y. Alvarado Caudillo, S. Zaina, G. Lund, K. Wrobel, . 2008,
, 378; M. Münzel, D. Globisch, T. Brückl, M. Wagner, V. Welzmiller, S. Michalakis, M. Müller, M. Biel, T. Carell,
. 2010, , 5375.
3) I. Okamoto, K. Shohda, K. Seio, M. Sekine, . 2003, , 9971; A. Misra, S. Mishra, K. Misra,
. 2004, , 638.; R. Gukathasan, M. Massoudipour, I. Gupta, A. Chowdhury, S. Pulst, S. Ratnam, Y. S. Sanghvi, S. A.
Laneman, . 2005, , 2603.
24 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Amino Acids
Amino Acids
Amino acids are molecules which contain both amino and carboxyl groups. In a generic sense the term
refers to α-amino acids which are the constituents of proteins. The stereochemistry of amino acids is
defined by D and L enantiomers. The 20 proteinogenic amino acids are L-isomers, and their enantiomeric
D-isomers are rarely found in nature. The estimated 100,000 or more different proteins in life consist from
the twenty different L-α-amino acids connected by peptide bonds between the carbonyl and amino groups
of amino acid residues. Although the so-called 20 proteinogenic amino acids are found in all forms of
life, D-amino acids and peptides containing them have been discovered to play an important part in a
range of biochemical systems.
Amino acids and their -protected derivatives, e.g. Boc and Fmoc amino acids, have vital roles in
technology since they are utilized to synthesize various bioactive substances from other molecules, for
example peptide sweeteners, nutritional supplements, cosmetic materials, surfactants, and synthetic
precursors of pharmaceuticals like insulin. Typical amino acids, their protected and biologically-modified
reagents, non-proteinogenic amino acids, and oligopeptides are shown as follows.
We use the following abbreviations of the -protective groups for the structures which appear in this
section.
O
O O O O
O
CH3 (CH3)3CO O
α-Amino Acids
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 25
Amino Acids
O O O NH O NH O
CH3 CH3 CH3
OH OH OH H2 N N OH H2N N OH
H H
NH2 NH2 NH2 NH2 NH2
NH O NH O O O O
H2N H2N H2N
H2N N OH H2N N OH OH OH OH
H H
NH2 . HCl NH2 . HCl O NH2 . H2O O NH2 . H2O O NH2 . H2O
O O O O O
HO HO HO
OH OH OH HS OH HS OH
O NH2 O NH2 O NH2 NH2 NH2 . HCl . H2O
26 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Amino Acids
O O O O O O O O
O O O O
O
H2N . HCl OH OH OH HN
OH
OH HN HN HN
N NH2 N NH2 N NH2 N NH2 . HCl . H2O
O O O O O
CH3 H2N H2N H2N H2N
OH OH OH OH OH
CH3 NH2 NH2 NH2 . HCl NH2 . HCl NH2 . HCl
O O O O O
H2N H2N CH3S CH3S CH3S
OH OH OH OH OH
NH2 . 2HCl NH2 . 2HCl NH2 NH2 NH2
O O O O O
O O
OH OH OH
OH N N N HO OH
H H H
NH2 O O O NH2
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 27
Amino Acids
OH O
O O OH O OH O
CH3 OH
HO OH HO OH CH3 OH CH3 OH
NH2
NH2 NH2 NH2 NH2
relative
O O O O O
OH OH OH OH OH
NH2 NH2 NH2 NH2 NH2
N N N
H H H HO HO
O O O O O O O
CH3
OH HS OH H2N OH HO OH OH
HN
HN HN HN HN N HN . H2O
Ac Ac Ac Ac Ac
28 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Amino Acids
O O O O O
CH3 CH3 CH3 H2N
OH OH OH OH OH
HN
N HN
Ac
. H2O CH3 HN
Ac
CH3 HN
Ac
CH3 HN
Ac
HN
Ac
O O O O O
CH3S CH3S
OH OH CH3 OH OH OH
HN HN HN HN HN
Ac Ac Ac Ac Ac
O O O O
O
OCH2CH3 OH OH OH OCH2CH3
HN HN HN
N Ac N Ac N Ac N
HN
Ac HO
HN
Ac
. H2O
H H
H H
O CH3 O CH3 O
OH CH3 OH CH3 OH
HN HN HN
HO Ac Ac Ac
Boc-Amino Acids
Product No. Product Name Unit Size
B1184 Boc-Ala-OH 5g 25g
B2175 Boc-D-Ala-OH 5g 25g
B1626 Boc-Arg-OH・HCl・H2O 5g
B2204 Boc-D-Arg-OH・HCl・H2O 1g 5g
B1497 Boc-Arg-pNA・HCl 100mg
B1627 Boc-Asn-OH 10g
B2964 Boc-D-Asn-OH 5g 25g
B1628 Boc-Asp(OBzl)-OH 5g 25g
B2270 Boc-Asp-OH 5g
B2965 Boc-D-Asp-OH 5g
B2293 Boc-(Boc-3-aminopropyl)Gly-OH 200mg
B1666 Boc-Cys(Bzl)-OH 5g
B1649 Boc-Gln-OH 10g 25g
B1864 Boc-Glu-OBzl 5g
B1633 Boc-Glu(OBzl)-OH 5g 25g
B2177 Boc-Glu-OH 25g
B2987 Boc-D-Glu-OH 5g 25g
B1185 Boc-Gly-OH 5g 25g
B1634 Boc-His-OH 5g 25g
B2066 Boc-His(Tos)-OH 5g 25g
B1635 trans-Boc-Hyp-OH 5g
B1186 Boc-Ile-OH・1/2H2O 5g 25g
B1187 Boc-Leu-OH・H2O 5g 25g
B3007 Boc-D-Leu-OH・xH2O 5g 25g
B2178 Boc-Lys(Boc)-OH・DCHA 5g 25g
B1669 Boc-Lys-OH 5g
B3083 Boc-D-Lys-OH 1g 5g
B1632 Boc-Lys(Z)-OH 5g 25g
B1636 Boc-Met-OH 10g
B2967 Boc-D-Met-OH 5g 25g
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 29
Amino Acids
O O NH O NH O
NO2
NH O
CH3 CH3 H2N N OH H2N
OH OH N OH H2N N N
H H H H . HCl
HN HN HN
HN HN
Boc Boc . HCl . H2O Boc . HCl . H2O Boc Boc
O O O O O
H2N H2N O HO HO
OH OH OH OH OH
O HN O HN O HN O HN O HN
Boc Boc Boc Boc Boc
O O O O O O O
Boc O
H S OH H2N OH HO O O OH
N N
Boc OH HN HN
HN HN Boc Boc
Boc Boc
O O O O O OH
SO2 N
O
H N HN
HO OH HO OH N OH Boc
HN
HN HN Boc OH N HN
Boc Boc Boc
CH3
30 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Amino Acids
O O O O O
H
H2N H2N N CH3S CH3S
OH OH Cbz OH OH OH
HN HN HN HN HN
Boc Boc Boc Boc Boc
O O O O O
O
CH3S N Cbz
O N OH OH OH OH
H
HN O HN HN HN HN
Boc Boc F Boc F Boc H 2N Boc
O O O O O
OH OH OH OH OH
HN HN HN HN HN
O2N Boc Boc Boc Boc Boc
O O O
OH OH O
N N N N O OH O OH
Boc O Boc O Boc O HN HN
O Boc Boc
O O O O
O
N HO OCH3
O O HO OH HO OH O O
HN O HN HN HN
Boc Boc Boc Boc CH3 OH
HN
Boc
O O O O O
O
N OH
O HN OH OH OCH3
HN O O Boc
N Boc HN HN HN
H HO Boc HO Boc HO Boc
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 31
Amino Acids
O CH3 O CH3 O
OH CH3 OH CH3 OH
HN HN HN
(CH3)3CO Boc Boc Boc
Dbs-Amino Acids
Product No. Product Name Unit Size
D1454 Dbs-Ala-OH 100mg
D1455 Dbs-Gly-OH 100mg
D1456 Dbs-Leu-OH 100mg
D1457 Dbs-Met-OH 100mg
D1458 Dbs-Pro-OH 100mg
D1459 Dbs-Trp-OH 100mg
D1460 Dbs-Val-OH 100mg
O O O
CH3 CH3 CH3S OH
OH OH OH OH
(CH3)2N N N SO2NH N
HN O H3C HN HN (CH3)2N N N SO2 O
SO2 N N N(CH3)2 SO2 N N N(CH3)2 SO2 N N N(CH3)2
D1459 D1460
O
OH CH3 O
HN
N SO2 N N CH3 OH
H
HN
SO2 N N N(CH3)2
N(CH3)2
Dns-Amino Acids
Product No. Product Name Unit Size
D1496 Dns-Ala-OH・Piperidinium 1g
D1501 Dns-Gly-OH 1g 5g
D1497 Dns-Ile-OH 100mg 1g
D1498 Dns-Leu-OH 1g
D1500 Dns-Phe-OH 1g 5g
D1502 Dns-Pro-OH・Piperidinium 1g 5g
D1503 Dns-Ser-OH・Piperidinium 1g
D1504 Dns-Thr-OH・Piperidinium 1g
D1505 Dns-Val-OH 1g
32 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Amino Acids
Dnp-Amino Acids
Product No. Product Name Unit Size
D1031 Dnp-Ala-OH 1g
D2135 Dnp-Ala-OMe 1g
D1040 Dnp-Arg-OH 1g
D1032 Dnp-Gly-OH 100mg 1g
D1033 Dnp-Leu-OH 100mg 1g
D1051 Dnp-Lys(Dnp)-OH 100mg 1g
D1023 Dnp-Lys-OH・HCl 100mg 1g
D1034 Dnp-Met-OH・DCHA 1g
D1035 Dnp-Phe-OH 100mg 1g
D1036 Dnp-Pro-OH 100mg 1g
D1037 Dnp-Ser-OH 100mg 1g
D1039 Dnp-DL-Thr-OH 100mg
D1043 Dnp-Val-OH 100mg 1g
O2N NO2
O2N NO2
O2N NO2 O2N NO2 O2N NO2
O2N NO2
O2N NO2 O2N NO2
relative
Fmoc-Amino Acids
Product No. Product Name Unit Size
F0305 Fmoc-Ala-OH・H2O 1g 5g
F0596 Fmoc-D-Ala-OH・xH2O 5g 25g
F0306 Fmoc-Asn-OH 1g 5g 25g
F0591 Fmoc-D-Asn-OH 1g 5g
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 33
Amino Acids
O O O O O
H
CH3 . H2O CH3 . xH2O H2N H2N Ph N
OH OH OH OH OH
Ph
HN HN O HN O HN Ph O HN
Fmoc Fmoc Fmoc Fmoc Fmoc
O O O O Ph O
Ph
HO HO HO (CH3)3CO
OH OH OC(CH3)3 OH Ph S OH
O HN O HN O HN O HN HN
Fmoc Fmoc Fmoc Fmoc Fmoc
34 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Amino Acids
O O O O O O O O O O
O CH3 O O O
O Ph CH3 CH3 CH3
H OH OH OH OH
N Ph N
Fmoc OH N HN HN CH3 HN CH3 HN
Ph Fmoc Fmoc Fmoc Fmoc
O O O O O
H
N H 2N H2N CH3S CH3S
Boc OH OH OH OH OH
HN HN HN HN HN
Fmoc . HCl Fmoc . HCl Fmoc Fmoc Fmoc
O O O O
OH OH
OH OH OH N
HN HN HN HN Fmoc O
O2N Fmoc Fmoc Fmoc Fmoc
N
OH O HO OH . xH2O HO OH HO OC(CH3)3
HO O
Fmoc O N3 HN HN HN
O OC(CH3)3 Fmoc Fmoc Fmoc
HN
Fmoc
O O O
(CH3)3CO O O
OH OH OH
CH3 OH OH
HN HN HN
HN N Fmoc N Fmoc N Fmoc HN
Fmoc H H HO Fmoc
Boc
O CH3 O CH3 O
OH CH3 OH CH3 OH
HN HN HN
(CH3)3CO Fmoc Fmoc Fmoc
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 35
Amino Acids
Nps-Amino Acids
Product No. Product Name Unit Size
N0414 Nps-Ala-OH・DCHA 1g
N0361 Nps-Cys(Bzl)-OH・DCHA 1g 5g
N0240 Nps-Ile-OH・DCHA 1g
N0415 Nps-Leu-OH 1g
N0164 Nps-Val-OH・DCHA 5g
PTH-Amino Acids
Product No. Product Name Unit Size
P0374 PTH-alanine 100mg 1g
P0731 PTH-arginine Hydrochloride 100mg
P0732 PTH-asparagine Price on request
P0364 PTH-aspartic Acid 100mg 1g
P0375 PTH-glutamic Acid 100mg 1g
P0661 PTH-glutamine 100mg 1g
P0376 PTH-glycine 100mg 1g
P0365 PTH-isoleucine (contains PTH-alloisoleucine) 100mg 1g
P0377 PTH-leucine 100mg 1g
P0366 PTH-methionine 100mg 1g
P0756 PTH-norleucine 100mg
P0367 PTH-phenylalanine 100mg 1g
P0729 PTH-proline 100mg 1g
P0625 PTH-(Nε-PTC)-lysine 100mg 1g
P0621 PTH-threonine 100mg
P0370 PTH-Δ-threonine 100mg 1g
P0378 PTH-tryptophan 100mg 1g
P0368 PTH-tyrosine 100mg 1g
P0379 PTH-valine 100mg
. HCl
36 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Amino Acids
Z-Amino Acids
Product No. Product Name Unit Size
D1197 (Z-Cys-OH)2 1g 5g 25g
D1179 α,ω-Di-Z-Arg-OH 1g
C0633 Z-Ala-OH 10g 25g
C0632 Z-DL-Ala-OH 10g
C0664 Z-D-Ala-OH 1g 5g 25g
C0757 Z-Arg-OH 1g 25g
C2131 Z-D-Arg-OH 5g
T0755 Z-Arg(Z)2-OH 1g
C0573 Z-Asn-OH 1g 10g
C0661 Z-DL-Asn-OH 1g 10g
C0666 Z-D-Asn-OH 100mg 1g 5g
C0629 Z-Asp-OH 5g 25g
C0631 Z-DL-Asp-OH 1g 10g
C0689 Z-D-Asp-OH 1g 5g
C2180 Z-Cys(Ph)-OH 25g
C0574 Z-Gln-OH 5g 25g
C0734 Z-Glu-OH 25g 100g
C0663 Z-D-Glu-OH 100mg 5g 25g
M1961 Z-Glu-OMe 1g 5g
C1715 Z-Glu(Ot Bu)-OH 5g
C0575 Z-Gly-OH 25g 500g
C0333 Z-Gly-ONp 1g
B0265 Z-His-OH 1g 5g 25g
C2133 Z-D-His-OH 1g 5g
C1354 Z-Ile-OH 10g
C0759 Z-Ile-OH・DCHA 1g
C0739 Z-Leu-OH 5g 25g
C0642 Z-DL-Leu-OH 1g 5g 25g
C2135 Z-D-Leu-OH・DCHA 1g 5g
C2353 Z-Leu-OSu 5g
B1862 Z-Lys(Boc)-OH 5g 25g
C1728 Z-Lys-OH 5g
C2136 Z-D-Lys-OH 1g 5g
C0737 Z-Met-OH 5g 25g
C0630 Z-DL-Met-OH 1g 10g
C0665 Z-D-Met-OH 100mg 5g 25g
C0760 Z-DL-Nle-OH 1g
C0752 Z-DL-Nva-OH 5g 25g
C0660 Z-Phe-OH 5g 25g
C0643 Z-DL-Phe-OH 10g 25g
C0662 Z-D-Phe-OH 1g 5g 25g
C0713 Z-Pro-OH 5g 25g
C1730 Z-D-Pro-OH 5g 25g
C1764 Z-Pro-Ot Bu 5g
C0635 Z-Ser-OH 5g 25g
C0637 Z-DL-Ser-OH 10g
C2137 Z-D-Ser-OH 1g 5g
C1403 Z-Ser-OMe 5g 25g
C1381 Z-Ser(t Bu)-OH 1g 5g
B1732 Z-Ser(t Bu)-OMe 5g
C2285 Z-Thr-OBzl 5g
C1351 Z-Thr-OH 10g
C0638 Z-Trp-OH 5g 25g
C0641 Z-DL-Trp-OH 1g 5g
C2130 Z-D-Trp-OH 1g 5g
C1729 Z-Tyr-OH 5g 25g
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 37
Amino Acids
Cbz NH O O O O
NH O
HO S Cbz CH3 CH3 CH3
S OH N N OH OH OH OH
H H
O HN HN HN HN HN
Cbz Cbz Cbz Cbz Cbz
NH O NH O NH O O O
Cbz H2N H2N
H2N N OH H2N N OH N N OH OH OH
H H H
HN HN Cbz HN O HN O HN
Cbz Cbz Cbz Cbz Cbz
O O O O O
H2N HO HO HO
OH OH OH OH S OH
O HN O HN O HN O HN HN
Cbz Cbz Cbz Cbz Cbz
O O O O O O O O O O
O O CH3 O
O NO2
H O CH3
N H OH OH OH
N HN HN
Cbz OH Cbz O N HN N HN HN
Cbz Cbz Cbz
O O O
CH3 O O O
CH3 CH3 CH3 CH3
OH
OH OH OH CH3 N
HN . NH CH3 HN . NH O
Cbz CH3 HN CH3 HN Cbz
2
Cbz Cbz
2 CH3 HN O
Cbz
O O O O O
H
N H2N H2N CH3S CH3S
Boc OH OH OH OH OH
HN HN HN HN HN
Cbz Cbz Cbz Cbz Cbz
38 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Amino Acids
O O O O O
CH3S CH3
OH CH3 OH OH OH OH
HN HN HN HN HN
Cbz Cbz Cbz Cbz Cbz
O O
OH OH OC(CH3)3
OH N N N HO OH
HN Cbz O Cbz O Cbz O HN
Cbz Cbz
O O O O O
OH O OH O O O O
CH3 O CH3 OH OH OH OH
HN HN HN HN HN
Cbz Cbz N Cbz N Cbz N Cbz
H H H
C2334
O
CH3 O
N
CH3 O
HN O
Cbz
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 39
Amino Acids
O O NH O NH O NH O
CH3 CH3 O2N
OCH3 OCH3 N N OCH3 H2N N OCH3 H2N N OCH3
H H H H
NH2 NH2 NH2
NH2
. HCl NH2 . HCl . HCl . 2HCl . 2HCl
O O O O O
HO CH3O CH3O
OCH3 OH OCH3 HS OCH3 HS OCH3
O NH2 O NH2 . HCl O NH2 . HCl NH2 . HCl NH2 . HCl
O O O O O O O O
O
HO OCH3 CH3O OCH3 CH3O OCH3 CH3O OCH3 H2N . HCl
OCH3
NH2 NH2 . HCl NH2 . HCl NH2 . HCl
O O CH3 O O O
CH3 CH3 CH3
OCH3 OCH3 OCH3 OCH3 OCH3
HN HN
N NH2 N NH2 CH3 NH2 . HCl
. 2HCl . 2HCl NH2 . HCl . HCl CH3 NH2
40 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Amino Acids
O O O O O
H2N H2N CH3S
OCH3 OCH3 OCH3 OCH3 OCH3
NH2 NH2 NH2 NH2
. 2HCl . 2HCl NH2 . HCl . HCl . HCl
O O O
OCH3 OCH3
N N BnO OCH3 HO OCH3 HO OCH3
H H
O . HCl O . HCl NH2 . HCl NH2 . HCl NH2 . HCl
O CH3 O O O O
CH3
(CH3)3CO OCH3 CH3 OCH3 OCH3 OCH3 OCH3
NH2 NH2 NH2
NH2 NH2 . HCl
. HCl N
H . HCl N
H . HCl HO . HCl
CH3 O CH3 O O O O
CH3CH2O OCH2CH3 O O NH O
HN O O
OCH2CH3 H2N N OCH2CH3 H
OCH2CH3 H N
HN HN Bzl OCH2CH3
N Ac
HO
HN
Ac
. H2O Bz . HCl
H
NH2
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 41
Amino Acids
O
Bzl O CH3 O
OCH2CH3 OCH2CH3
OCH2CH3 N N N N
HN Bzl OCH2CH3 CH3 OCH2CH3
HO Bz CH3CH2 O CH3CH2 O
O O O O O O
H
H N H2N CH3
HS OCH2CH3 CH3CH2O OCH2CH3 OCH2CH3 OCH2CH3
OCH2CH3
NH2
O NH2 . HCl . HCl . HCl CH3 NH2 . HCl
O O O
O O OH O O O
HO CH3 CH3
OC(CH3)3 HO OC(CH3)3 CH3 OC(CH3)3 OC(CH3)3 OC(CH3)3
O HN
Fmoc
HN
Fmoc
HN
Fmoc NH2 . HCl NH2 . HCl
CH3 O O OH O
O
CH3 CH3
H2N . HCl OC(CH3)3 OC(CH3)3 N
OC(CH3)3
CH3 OC(CH3)3
OC(CH3)3 H . HCl
NH2 . HCl CH3 NH2 . HCl O NH2 . HCl
42 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Amino Acids
(CH3)3CO O O
OC(CH3)3
CH3 OC(CH3)3 OC(CH3)3 N
NH2
NH2 HO Cbz O
CH3 SO3H
.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 43
Amino Acids
C2285
OH O
CH3 O
HN
Cbz
O O O2N O O
O O
CH2 HO BnO CH3O
S OH S OH N OH OH OH
H
NH2 O NH2 . H2O NH2 O NH2 O NH2 . HCl
O
O Ph O O O H O
Ph N H
Ac OH N
CH3S OH Ph S OH CH3O OH Boc OH
NH2
NH2 NH2 NH2 NH2
. HCl
O O O
O O O
H H
H N N . HCl
OH Cbz OH CH3 O OH O OH O OH
O NH2 NH2 NH2 NH2 NH2
O O 2N
(CH3)3CO O O
O
OH
OH
CH3 OH NH2
S OH
O
NH2
NH2 (CH3)3CO NH2
44 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Amino Acids
O O O
O O
I CH3S CH3S
OH HO HO OH OH
OH OH
NH2 HN H HN H
HO NH2 NH2
I
. 2H2O HO HO
O O
O
H HO HO O O
N
Ac OH HO I
OH OH OH OH
NH2 N N NH2
H H N NH2
. HCl O O H HO
O O O O O
O O
CH3 HO CH3 HO
OH OH HO OH OH P
HO O OH
HN O HN HN NH2
CH3 CH3 . xH2O CH3
N
H
NH2
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 45
Amino Acids
O O I O I O
HO I HO I
OH CH3Se CH3Se OH ONa
O N OH OH NH2 NH2
H I O I O
O NH2 NH2 I I . 5H2O
46 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Amino Acids
O O O O
O
CH2 CH2 HO
OH S OH OH OH
H2N OH
HN
Ac
NH2 NH2 . HCl O NH2
O O O O
O
HO
OH
Br
OH
. HBr CH3 OH H2N OH
OH
O NH2 NH2 NH2 NH
O O O O O
OH OH OH OH HO
HN HN HN HN N
Cl Boc Cl Boc F Boc F Boc Boc
O O NH O O
O
O
H 2N N OH
OH OH OH H OH
NH2
HN HN NH2
HN
Boc Boc Boc . H2SO4 . xH2O Cl . HCl
O O O O O O
OH H2 N N OH H2N N OH N
OH
H2N OH
. HCl
H H H
Cl
NH2 . HCl NH2 NH2 O NH2
O
O O
HO I O
H2N OH . HCl OH
CH2O
H
N
O
O
OH
OH O
NH2 CH3
O
NH2 CH3 O OH
NH2 I
N
H
O O
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 47
Amino Acids
F O F O O O O
F F
OH OH OH OH OH
NH2 NH2 NH2 NH2 NH2
F
O O O2N
O O
O O
F O
OH OH . H2O S
N OH H2N Zn2+ CH3 OH
H O
NH2 . xH2O NH2 . H2O NH2 2 NH2
F HO
O O O O O
H
H2N N HO HO
OH OH OH
OH OH
NH NH2 . HCl NH2 NH2
NH2 NH2
O O O (CH3)3CO O
O
O O O
CH3 O CH3 O
CH3 CH3
OH OH OH
CH3 OH CH3 OH
NH2 O NH2 NH2 O NH2 NH2
NH2 NH2
. xH2O . H2SO4 . xH2O
O O O O O
OH OH OH
OH OH
. HCl NH2
NH2 NH2 . HCl NH2 . HCl
NH2
O2N . xH2O
O O O SH O SH O
CH3 CH3
OH CH3 CH3
OH OH CH3 OH CH3 OH
NH2
O2N . xH2O NH2 NH2 NH2 NH2
SH O O O O O
CH3
CH3 OH OH OH CH3 N OH
H
NH2 NH2 NH2 NH2
48 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Amino Acids
Oligopeptides
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 49
Amino Acids
O O O
O O H H H
H H N N N
N N H2N OH H2N OH H2N OH
H2N OH H2N OH
O NH2 O NH2 O NH2
O CH3 O CH3
O O O
50 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Amino Acids
C1170
O
H
Cbz N
N OH
H
O
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 51
Peptide Synthesis
Peptide Synthesis
Peptides are chains of amino acid residues connected via amide linkages. Peptides composed up to
10 amino acid residues are referred to small peptides, while those with up to 100 residues are known
as (poly)peptides. A peptide moiety forms prime constituent of not only proteins but also aspartame, an
artificial non-saccharide sweetener. Peptides serve various functions in organisms, especially the peptide
hormones which play important roles in signal transductions. Some synthetic peptides can also be used
as reagents for biochemical research and in pharmacy.1)
Since the number of naturally occurring bioactive peptides is limited and the genes corresponding to
the peptides are usually unknown, peptide synthesis enables the further research for functional analysis
of the peptides. To date, peptides with several dozen of residues can be obtained by solid phase peptide
synthesis. Peptides with a small number of residues can also be prepared in a large scale by liquid phase
synthesis. This section shows reagents used in peptide synthesis.
Deprotection Condensation
R2
Fmoc OH
N O R1 1) Deprotection
R1 H 2) Condensation
N H
H O N O
Fmoc O
N Fmoc N
H H (Repeated)
O N PF6 R2 O
N
N N
O P N
N
N
N
N
OH
O Rk O R1 O Rk O R1
H H 1) Fmoc-deprotection H
N N O H2N N OH
Fmoc N N N N
H H 2) Cleavage & Side H H
Rn O R2 O Rn O n−3
R2 O
n−3 Chain Deprotection
k = 3, 4, ..., n−1
Sequential condensation reactions are followed by cleavage from the resin and removal of protective
groups of the side chain with cleavage cocktail and subsequently precipitation by diethyl ether.3) The
residue is generally further purified by HPLC to obtain the desired peptide.
【Reagents】
・Resin (preload type: C-terminus of the Fmoc-amino acid is linked)
・Fmoc-amino acids (Protection of the side chain is recommended)
・Condensation reagent:
1 -Hydroxybenzotriazol-1-yloxytripyrrolidinophosphonium Hexafluorophosphate
・Activating Agent: HOBt (1-Hydroxybenzotriazole)
・Solvent: DMF ( , -Dimethylformamide: low water content is preferable)
・Deprotecting Agent: Piperidine
・Solvents for washing the resin: Methanol, -Butyl Methyl Ether
・Cleavage cocktail (for removal from the resin and deprotection of the side-chain):
Trifluoroacetic acid, phenols, reducing agents (depending upon the residues)
・Isolation: Diethyl Ether
52 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Peptide Synthesis
For other amino acids, please refer to the Section“Amino Acids”in this Guide (p.25).
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 53
Peptide Synthesis
Condensation Reagents
54 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Peptide Synthesis
Cl
O N
N O N
O O
CH3 CH3 O N P N O N
CH2 N C N CH2 N C N Cl N PF6 N N
CH3 O O CH3 N(CH3)2
Cl O C
O O N(CH3)2 CH3O N OCH3
N N CH3
CH3 CH3 S O
CH3CH2 N C N (CH2)3N
N C N CH3 CH3 CH3
P Cl P
CH3O N N CH3
CH3 CH3 . HCl Cl
Cl
O
N CH3 CH3 N
O CH2CH3 N
N N O
CH3 CH3 PF6
N
N . H2O P
CH2NH C N
N NOH
OH
F OH
SO3 O
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 55
Peptide Synthesis
O O
NO2
O SCl
O O
NO2
CH2O C Cl CH2O C O N
56 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Peptide Synthesis
References
1) V. Marx, 2005, , 17; , ed. by A. J. Kastin, Academic Press,
Boston, 2006.
2) , ed. by W. C. Chan, P. D. White, Oxford University Press, New
York, 2000.
3) F. Dick, in , ed. by M. W. Pennington, B. M. Dunn,
Humana Press, Totowa, 1994, p. 63.
4) , ed. by N. L. Benoiton, Taylor and Francis, New York, 2005.
5) A. Isidro-Llobet, M. Álvarez, F. Albericio, . 2009, , 2455.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 57
Enzyme
Enzyme
Oxido-Reductase
Transferase
Hydrolase
58 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Sugars
Sugars
Oligosaccharides are third-order essential biopolymers like nucleic acids and proteins. Oligosaccharides
on the cell surface play important roles in biological phenomena such as cell differentiation, aging,
immune responses, diseases like cancer, viral infection and inflammation. There are great expectations
for the discovery of novel oligosaccharide functions at the molecular level and even greater anticipation
of the discovery of applications.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 59
Sugars
●Building Blocks
The use of versatile intermediates is very important for various oligosaccharide syntheses. Choices of
the suitable protective groups are important for regio- and stereo-selective oligosaccharides syntheses.
Synthetic strategy often determines whether the synthesis is successful or not. Protective groups must
hold up against a variety of reaction conditions to construct an organic molecule but each group must be
de-protected selectively for the following reaction. Thus, selective introduction and removal of protective
groups are important in organic chemistry.
We have selected -methoxyphenyl glycosides, which can be converted into the corresponding glycosyl
donors.
60 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Sugars
●Functional Saccharides
The participation of sugar chains in various life phenomena has been clarified. In particular, the
application of sugar chains to antibody medicines and regenerative medicines has attracted a lot of
interest. At our company, mass production of functional sugar chains is supported by employing various
building blocks and advanced technology.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 61
Sugars
These oligosaccharides can be used in the new field of sugar chains as sugar-conjugates (DDS,
analysis of interactions between proteins and oligosaccharides, affinity chromatography, removal of
viruses or toxins, etc.).
Applications of Oligosaccharides
62 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Sugars
6JGTGOQXCNQHCPCPVK#CPVKDQF[CPFVJGCPVK$CPVKDQF[
6JGUVWF[QHVJGCPVKIGPUGCUQPCNRQN[OQTRJKUO
6JGNKICPFFGPUKV[OGCUWTGOGPVD[VJGNGEVKPEQODKPCVKQP
6JGRWTKHKECVKQPQHVJGRNCUOCUCORNG
6JGTGHKPGOGPVQHVJGCPVKDQF[
)N[EQCHHKPKV[EJTQOCVQITCRJ[
Allose
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 63
Sugars
Arabinose
M1019
HO
HO O
OCH3
HO
Erythrose
O O
OH OH O O
HS HO
SH OH O O
OH OH HO OH
H3C CH3
Fructose
64 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Sugars
Fucose
HO OCH3
CH3 CH3 OH CH3 O OCH3 CH3 O SCH3
O
O OH CH3 O OH OAc
HO OH OH OAc
OH OH
HO OH HO AcO
HO HO
O NO2 OAc
HO
CH3 O SCH3 CH3 CH3 O SPh
OBn CH3 O OBn CH3 O
O OAc
OBn OH HO O NO2 OBn
BnO HO BnO OAc
OH AcO
HO
Galactose
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 65
Sugars
HO OH HO OH HO OH
HO OH AcO OAc O Cl O O
O O
HO O Br HO O Br HO O Br
AcO O N3
HO O NH2 O O
HO HO HO
AcO
HO N N Cl N
H H H
OH Ph
HO OH HO HO OH
OH COOH O
O O O O O
OH CH3
HO HO . xH2O HO S O
OH OH CH3 O O OCH3
HO HO HO HO OBn
OH
66 Availability, price or specification of the listed products are subject to change without prior notice.
Sugars
O
O OH CH3 AcO OAc BnO HO OBn
OBn
CH3
O O O O O O
CH3 CH3
O O OCH3 O AcO O OCH3 BnO O OCH3 BnO O OCH3
OH CH3 O O OCH3 OAc OBn OBn
OH
HO OH HO HO OBz HO
BnO OBn OH OH
O O O2N
HO
O
O OCH3 HO .H O 2
HO
O
OCH3 BzO HO
O
O
OBn HO HO BzO HO
OCH3 OCH3
HO OH
HO OH AcO OAc BnO OBn HO OH
O
O O O O
HO
HO O NO2 AcO OAc O SPh HO OPh
HO
O NO2 HO OAc OBn HO
Galactosamine
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 67
Sugars
Glucose
68 Availability, price or specification of the listed products are subject to change without prior notice.
Sugars
OH O
Ac OH OH OH O
O OH HOOC HO
HO O HO O HO O O
HO O HO
HO O OH HO OCH2CH2N3 HO O O
HO HO HO
OCH3 HO
HO OH
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 69
Sugars
CH2OH CH2OH 2
OH OH HO OH H OH
O O O OH O HO H
HO ONa HO O HO
HO O P HO HO OH HO OH
ONa OH H OH
HO HO HO HO
H OH
CH2OH
O OH O
O O O OK CONH2 COOH
O P Ba2 HO O P O
O HO OK OK O HO
O O P O . xH2O HO
HO .7H2O HO OK HO HO OH
HO OH
HO OH HO OH HO
HO .2H2O HO
HO
Ph O Ph O OH
OAc O O OH
O O HO O
O O
AcO
BnO O OCH3 HO BzO HO
HO
HO OCH3 . 1/2H O
2
OAc HO BzO HO HO
OCH3 OCH3 OCH3
OH OH
COOCH3 COOCH3 OAc
O O BzO O BnO O
AcO AcO AcO O
AcO SPh AcO OAc BzO BnO
AcO SCH3
OAc AcO BzO BnO
AcO OCH3 OCH3
70 Availability, price or specification of the listed products are subject to change without prior notice.
Sugars
OAc OAc OH
Ph O OH
AcO O O O HO O
AcO O HO O
AcO AcO OAc HO SPh HO HO OPh . xH O
2
AcO OAc HO HO HO
OAc OPh
CH2OH
OBz
OBn OBn OBn OBn
BzO O
BzO O O BnO O O
N CF3 BnO BnO BnO
BzO
O BnO BnO BnO BnO F
OH F
S CH2 CF3
BnO BnO BnO BnO
F
OBn
OBn
BnO O
BnO O OAc OAc OBn
BnO O
BnO
N CF3 O O O
BnO AcO AcO BnO
BnO O
AcO
O P N(CH3)2 S CH2 CF3 AcO OH BnO OH
N(CH3)2
T1859 G0277
COO
H OH
OBn
O HO H
BnO Zn2 . xH2O
BnO H OH
H OH
CH2OH 2
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 71
Sugars
Glucosamine
Ph O Ph O Ph O OH OAc
O O O HO O O
O O O H AcO
O N3 BnO N3 HO N3 HO N COOH AcO OAc
AcHN
NHAc NHAc NHAc O NHBoc AcHN
72 Availability, price or specification of the listed products are subject to change without prior notice.
Sugars
H OH O
CH2OH
Ph O Ph O
O OBn OBn O
O Ph O
O O OCH3 O BnO O OCH3
HO O O
O
HO O
O N O HO O OCH3 O N O
BnO O OCH3 BnO O OCH3
N3
NH2 N3
OH Ph OAc OH
OH O
O O AcO O O
O HO O HO
HO O SPh AcO SPh HO
HO O NO2 HO OH
N Bn NH C OCH2CCl3 HN C CH2CH3
AcHN AcHN
OPh O O O
Gulose
Product No. Product Name Unit Size
D2191 (-)-2,3:4,6-Di-O-isopropylidene-2-keto-L-gulonic Acid Monohydrate 25g
G0235 L-(+)-Gulonic Acid γ-Lactone 5g 25g
G0239 L-Gulose 1g 5g 25g
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 73
Sugars
Idose
I0724 I0725
CH2OH CH2OH
HO H H OH
H OH HO H
HO H H OH
H OH HO H
CH2OH CH2OH
Inositol
HO HO OH HO
OH HO HO OH OH OH OH
HO
HO HO HO HO
OH HO HO OH HO
OH OH HO HO
OH OH HO OH OH
OH OH OH OH
HO HO O HO HO HO
HO HO OH HO
HO OH HO OH HO OH HO OH HO
OH OH HO HO OH
Q0069
HO HO OH
OH OH
74 Availability, price or specification of the listed products are subject to change without prior notice.
Sugars
Lyxose
L0073 L0153
HO OH
O
O HO
HO
HO HO
OH OH
Mannose
O
HO HO O HO OH
HO HO OH Ba2 P O HO O
O O HO
HO OH OH O O HO
O O HO HO HO
HO HO OH
OH HO O OCH3
OH . xH2O
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 75
Sugars
RO OR
HO HO
AcO RO O AcO
HO O AcO AcO HO OAc
HO O RO OR O O
AcO AcO AcO
AcO OAc O AcO OAc AcO F
O NO2
R= C C(CH3)3
RO OR
SO2CF3 BzO RO O
BzO
AcO O O RO F
O BzO
AcO BzO
AcO OAc OH O
R= C C(CH3)3
Mannosamine
A2160 T1733
HO NHAc AcO N3
HO O O
AcO
HO OH AcO
. H2O OAc
Psicose
P1699 P1778
CH2OH CH2OH
C O C O
H OH HO H
H OH HO H
H OH HO H
CH2OH CH2OH
Rhamnose
76 Availability, price or specification of the listed products are subject to change without prior notice.
Sugars
R0013 S0091
O
O
OH H3C
CH3 OH HO
O HO
H
HO
H OH
HO
OH O
OH
CH3 O
HO . 8H2O
HO
OH
Ribose
O O O O
HO
OH OH NaO P O NaO P O O P ONa O P O
O O
OH OH ONa O O ONa O ONa Ba
2
O O
OH
HO O P ONa . xH2O
OH OH OH OH ONa OH OH OH OH
Sialic Acids
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 77
Sugars
OH OH HO OH COOH
HO OH OH HO OH COOH
HO HO OH HO
COOH AcHN
O O HO O O
HO AcHN
HO O COOH HO HO HOHOOH
O AcHN O COOCH3 HO OH HO
AcHN O HO O
AcHN O O
HO . xH2O HO O O NO2
HO O O NO2
HO HO HO AcHN
HO AcHN
OH OAc
HO OH AcO SPh OH HO OH COOH
HO OH HO
HOOC HO OH OH HOOC HO OH OH OH
O HO O HO O HO O O HO O O OH
HO O COOH AcO O COOCH3 AcHN
O O O O NO2 AcHN
O O OHO O NO2 AcHN O HO
O
O
O NO2
HOCH2 C NH HO HO HO
AcHN HO HO AcHN HO AcHN HO AcHN
HO AcO
M1707 A1822
Sorbose
78 Availability, price or specification of the listed products are subject to change without prior notice.
Sugars
S0390 S0066
O CH2OH
HO OH
HO
O OH
HO HO OH
CH2OH HO
Tagatose
T1501 T2535
CH2OH
HO C O
HO O H OH
HO
H OH
OH
OH HO H
CH2OH
Talose
Xylose
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 79
Sugars
O
O HO
O OH O2N
O HO O O O
CH3 HO HO
CH3 O HO OCH3 HO O HO O NO2
O CH3 HO
O CH3 HO HO
O CH3
CH3
Disaccharides
80 Availability, price or specification of the listed products are subject to change without prior notice.
Sugars
COOH
OH OAc Ph
O OH OAc O
HO OH O KOOC O
HO O HO O AcO HO O H
O AcO O O AcO O
HO CN HO O HO H
OAc
HO O HO AcO AcO O O O
HO OH KOOC
HO O CH HO AcO HO O O H . xH2O AcO O O OCH3
HO OAc HO OAc N3
HO
HO
HO OH
OH
HO OH HO OH
O O
HO BnO HO HO
OBn
OBn
OBn
OBn OH HO OH HO O OH
OH
O O O O HO AcHN O
BnO O O HO O O O HO O O
HO O O NO2 O
OBnBnO O OCH3 OBn BnO O OCH3 HO HO O OCH3
OBn OBn HO AcHN HO
CH3 OH
NH2
COOH OH
OAc BnO OBn HO O
O OH
AcO O O HOOC O OCH3 HO OH OH
AcO O O OCH3 HO O H CH3 O HO OH
O O
O N O OBn HO HO O O HO O
H HO OH HO O HO O HO O OCH3
HOOC OO HO
O NHAc NHAc
HO O H OH O HO
HO HO
HO OH
HO
HO
OH OH OH HO OH
OH OH OH OH OH OH
OH OH O OH OH HO OH O
O O O
O O
HO
O OCH3
OH HO O Ca2 O CH2OH
O HS COO HO O . H2O O
HO NHAc HO HO HO HO HO
COOH 2 HO OH
NHAc HO HO HO HO O
. xH2O
HO
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 81
Sugars
OH
OH OH
HO O O HO OH OAc
HO COOH AcO COOCH3
HO O O HO O OH OCH3 HO OH
COOH OH OH HO OH AcO O O
O O O O O AcHN BzO
HO O O AcHN
OH AcHN O OCH3 HO O AcO O
CH3 O CH O HO
OH O HO 3 OH O HO OH O OCH3 BnO O OCH3
HO
HO
. xH2O OH . xH2O OH OBz
OH OH
Trisaccharides
82 Availability, price or specification of the listed products are subject to change without prior notice.
Sugars
CH3 OH OH
HO OH
NH2 OH
HO
HO HO O
Tetrasaccharides
HO OH HO OH
O O
HO HO HO OH
OH OH OH OH HO OH HO O
O HO O O OH O OH
O HO O O O AcHN HO
HO O O O O O OH
HO O NO2 HO O O OH
HO AcHN HO HO HO O NO2 O
HO AcHN HO O
HO HO O
HO HO O NO2
HO
HO OH OH
O OH
HO2C OH HO2C OH
HO O O O
HO O HO O O HO O O OH
HO O OHO O OH HO HO OH
OH
HO HO
HO O O
HO O O
OH NHAc OH NHAc O(CH2)9CH3 HO
HO HO O HO OH
HO 3
HO
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 83
Sugars
N0571 S0397
OH HO OH
HO O
O
HO
HO
HO O HO
HO HO . 3H2O HO O
O O . xH2O
O HO
HO HO
HO O HO O
O O HO
HO HO HO
HO HO O HO O
HO O OH
OH
HO OH
Oligosaccharides
N R= OCH3
Me Me
84 Availability, price or specification of the listed products are subject to change without prior notice.
Sugars
HO2C OH HO2C OH OH OH OH
O HO O O HO O O O O
OH OH OH
HO HO O HO HO HO HO HO HO HO
O O OH O O O
HO HO HO
O HO
OH NHAc 2 OH NHAc 6 HO OH O 5 HO OH
O 4 OH
HO HO HO
Polysaccharides
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 85
Lectin, Fucose Specific
Lectins recognize oligosaccharides and specifically well reversibly binded ones. Thus, lectins are widely
utilized in cell biology related fields such as blood-type studies and binding studies of oligosaccharides
to cancer cell surfaces, and many other important studies.1) Lectins are widely distributed in nature and
found from almost all types of living beings organisms like plants, microorganisms, fungus, invertebrates,
vertebrates and viruses.
The product introduced today is a new-type of lectin isolated from in Japanese
sake fermentation. This lectin has proven to have a strong affinity toward L-fucose according to the
results of hemagglutination inhibition assay.2) The fucose bonding position shows the highest binding
for oligosaccharides are the ones containing L-Fuc α1,6 and α1,2. Fucosyl residues α1,3 and α1,4 also
possess the specificity. The molecular weight of L-fucose specific lectin subunit, a dimeric substance,
showed 35,000 (Fig. 1). This lectin shows 26% similarity to lectine isolated from ,2) and
its substrate specificity is also thought to be relatively similar.
Generally, lectins have been applied for the detection and the analysis of complex-type
oligosaccharides as they can specifically recognize oligosaccharides. Especially, the ones with fucose
typically possess physiological properties. Therefore, these lectins are often used for such purposes. For
example, fucosilated oligosaccharides are known to participate in the life processes such as embryonic
growth, differentiation, cell recognition, canceration, and inflammation. When transformations
of the fucose to oligosaccharides take place, such reactions are recognized as important indications
of the antigen epitopes for the Lewis blood-type and cancer related carbohydrate antigens.3) The
fucose specific lectin is not only utilized as an analyzing tool for the sugar-binding
specificity of complex-type oligosaccharides, but it is highly applicable for a wide spectrum of studies on
oligosaccharides.4)
Fig.1 SDS-PAGE
L : 0.25 mg/ml × 5 μl
CBB dyeing
pure grade : single band
Gel : Gradient 10-20
Subunit Mr : 35000
This lectin was merchandised under the technical tie-up with GEKKEIKAN SAKE COMPANY, LTD.
References
1) N. Sharon, H. Lis, , Japan Scientific Societies Press: Tokyo, 1990.
2) Molecular cloning and overexpression of gene encoding a fucose-specific lectin of
H. Ishida, T. Moritani, Y. Hata, A. Kawato, K. Suginami, Y. Abe, S. Imayasu, . 2002, ,
1002.
3) H. Narimatsu, 1998, , 2394.
4) A. Kuno, Y. Kato, A. Matsuda, M. K. Kaneko, H. Ito, K. Amano, Y. Chiba, H. Narimatsu, J. Hirabayashi,
2009, , 99.
86 Availability, price or specification of the listed products are subject to change without prior notice.
An Enzyme Transfers the Intact Oligosaccharides
Hydrolysis
Endo-M
Man GlcNAc + GlcNAc Protein
Man GlcNAc GlcNAc Protein
HO R transglycosylation product
acceptor
Transglycosylation
Yamamoto .2) incubated an asialotransferrin glycopeptide with Endo-M in the presence of GlcNAc,
followed by pyridylaminating (PA) oligosaccharides in the supernatant. In this experiment, they observed
by HPLC that two separate PA-oligosaccharides had formed. One was the oligosaccharide released by
hydrolysis, and the other was the released oligosaccharide that was transfered to GlcNAc. As acceptors,
diacetylchitobiose and dansyl-asparaginyl -acetylglucosamine [DNS-Asn(GlcNAc)] were also found to
be effective. The enzyme was also capable of transferring high-mannose oligosaccharide to the acceptor
diacetylchitobiose.
Haneda .3) have transferred oligosaccharides with 9-fluorenylmethoxycarbonyl-asparaginyl- -
acetyl-glucosaminide [Fmoc-Asn(GlcNAc)] by incubating sialotransferrin glycopeptide, asialotransferrin
glycopeptide and Man6GlcNAc2-Asn-peptide with Endo-M. Furthermore, synthetic hCG (β12-16)-GlcNAc-
peptide has been subjected to transglycosylate with a sialo complex type oligosaccharide. An alternative
synthetic method of peptide containing GlcNAc has been developed by Inazu .4) This method uses
Fmoc-Asn(GlcNAc), which was synthesized from aspartic acid containing an -terminal group protected
by an Fmoc group, and azide of GlcNAc instead of Fmoc-Asn-OH, and it applies a mixed acid anhydride
method using dimethylthiophosphic acid (Mpt-MA) which generally shows poor responses toward the
hydroxyl group. By combining this method with Endo-M, many glycopeptides can be designed and easily
prepared. Yamamoto5) has compiled the outline of this methodology as the Chemo-Enzymatic Synthesis
in his review. Endo-M can also be used to create new functions, by introducing glyco-chains, to the
substances that originally do not have the specific functions.6)
As a specific example, it is also possible to synthesize functional undecasaccharide by transferring a
biotin and azidoethyl group to an acceptor oligosaccharide as shown below.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 87
An Enzyme Transfers the Intact Oligosaccharides
OH
HO COOH O OH
HO COOH
HO O NH
AcHN HN HO O
HO H2 H2 NH2 OH AcHN
H2N C C C C CH O H HO
HO N
OH O OH H2 H2 HO S
C O NHAc OH O OH
O HO O
O HN O O
HO O O HO
NHAc O O
OH H3C CHCH N-GlcNAc-Biotin HO
OH
Endo-M H3C C O
OH NHAc
NH OH
O O
HO H3C CH O
HO HO NH
OH OH C O HO HN
O OH OH
OH O O H O OH OH
HO O O O N NH OH O H
COOH HO HO HO O O O O
O HO COOH HO N
NHAc NHAc O O O HO HO S
HO O O NHAc NHAc
AcHN HO O N CHC HN CHC OH HO O
AcHN O
HO HO O H HO
CH2 CHOH HO HO O
HO
OH O OH CH2 CH3 H2 H2 NH2 HO
O H2N C C C C CH OH O OH
O HO CH2 H2 H2 O
O O C O O HO
HO NHAc CH2 O O
OH HO NHAc
NH2 NH OH
H3C CH CH
H3C C O
Sialylglycopeptide NH
H3C CH
OH C O
HO O H
HO N NH
NHAc O O
O
O N CHC HN CHC OH
H
CH2 CHOH
CH2 CH3
CH2
CH2
NH2
Yamamoto . have recently purified and isolated endo-α- -acetylgalactosaminidase (Endo-α) found
in the culture fluid of .7) Endo-α can recognize the structure of Galβ1-3GalNAc
disaccharide α-linked with a hydroxyl group. It releases Galβ1-3GalNAc by hydrolysis. When a compound
possessing an hydroxyl group coexists as an acceptor, the released Galβ1-3GalNAc is transferred to the
acceptor.8) Discovered by Yamamoto ., Endo-α can transfer Galβ1-3GalNAc to various compounds
such as monosaccharides, peptides, and proteins, using core 1 contained in mucin-type oligosaccharide
chains as a donor.
Hydrolysis
Endo-α
Galβ1-3GalNAc + HO Protein
Galβ1-3GalNAc Protein
glycoprotein Galβ1-3GalNAc-O-R + HO Protein
HO R transglycosylation product
acceptor
Transglycosylation
Ashida . have reported the oligosaccharide transfer reaction using Endo-α.8a) According to the
report, Galβ1-3GalNAcα- NP was treated with Endo-α to produce Galβ1-3GalNAc and it transferred to
monosaccharides (glucose, galactose, and mannose), disaccharides (maltose and sucrose), and sugar
alcohols (mannitol and sorbitol).
Thus, by using Endo-M and Endo-α properly, it is possible to transfer both -linked and -linked
oligosaccharides. As a tool for the enzymatic synthesis of glycoconjugates, it is expected that many
applications will be realized in the various fields.
88 Availability, price or specification of the listed products are subject to change without prior notice.
An Enzyme Transfers the Intact Oligosaccharides
References
1) S. Kadowaki, K. Yamamoto, M. Fujisaki, K. Izumi, T. Tochikura, T. Yokoyama, . 1990, , 97.
2) K. Yamamoto, S. Kadowaki, J. Watanabe, H. Kumagai, . 1994, , 244.
3) K. Haneda, T. Inazu, K. Yamamoto, H. Kumagai, Y. Nakahara, A. Kobata, . 1996, , 61.
4) M. Mizuno, I. Muramoto, T. Kawakami, M. Seike, S. Aimoto, K. Haneda, T. Inazu, . 1998, , 55.
5) K. Yamamoto, . 2001, , 493.
6) S. Kojima, T. Hasegawa, T. Yonemura, K. Sasaki, K. Yamamoto, Y. Makimura, T. Takahashi, T. Suzuki, Y. Suzuki, K.
Kobayashi, . 2003, 1250.
7) K. Fujita, F. Oura, N. Nagamine, T. Katayama, J. Hiratake, K. Sakata, H. Kumagai, K. Yamamoto, . 2005,
, 37415.
8) a) H. Ashida, K. Yamamoto, T. Murata, T. Usui, H. Kumagai, . 2000, , 394; b) T. Katayama, K.
Fujita, K. Yamamoto, . 2005, , 457.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 89
Lipids and Related Compounds
Methyl Esters
Fatty Acids Ethyl Esters
(Saturated, Unsaturated) Sodium Salts
Fatty Alcohols
(Saturated, Unsaturated)
Fatty Acyls
Fatty Esters Waxes
Eicosanoid Prostaglandins
Glycerophospholipids
Sphingolipids
Fatty Acyls
O O O O
3 1
O O
CH3 O CO2H
CH3
CH3
HO OH
Waxes
Prostaglandins
Sterols H 3C CH3
H 3C H
CH3
H 3C H
O
H H
R O 3
Cholesteryl Esters
Glycerolipids
O O
CH3 O O CH3
CH3 O
Glycerides
O
Glycerophospholipids
O CH3 CH3
O
N
CH3 O O P O CH3
R O O
O
Sphingolipids
OH CH3 CH3
O
N
CH3 O P O CH3
R NH O
90 Availability, price or specification of the listed products are subject to change without prior notice.
Lipids and Related Compounds
Steroids or terpenes which are occasionally considered as lipid related substances will be explained in
other sections.
■Functional Roles
Fatty acids exist in living organisms mainly as esters of glycerol and triacylglycerols which occur as a
major form of energy storage in adipose tissue. Triacylglycerols are found in living organisms as mixtures
of acyl groups with different number of carbons and are difficult in most cases to isolate as a single
substance. Moreover, fatty acids also exist in living organisms in the form of cholesteryl esters which
constitute an essential component of cell membranes where it is required to establish proper membrane
permeability and fluidity.
Free fatty acids are known to suppress cell-growth at an order of 0.1mM and above, therefore
considerable attention should be paid during their administration to cells.4)
■Derivatives
Fatty acid methyl esters are the most widely used fatty acid derivatives in analytical chemistry due
to their ease of handling in organic solvents as compared to the highly polar free fatty acids. Moreover
their analysis by TLC, gas chromatography (GC) and liquid chromatography (LC) can be improvised by
suppressing tailing.
Although fatty acid ethyl esters are rarely used for analysis as compared to the methyl esters, they offer
an advantage since their method of preparation from fatty acids involves the use of the less toxic ethanol
instead of methanol. For instance, eicosapentaenoic acid which is used as a hyperlipemia medicine is
being supplied as ethyl ester. Ethyl esters of lower to middle-chain fatty acids can be also employed in
the fragrance industry.
Sodium salts of fatty acids can be obtained as saponification products of lipids and are widely used in
daily life as an ingredient of soap owing to their amphiphilicity and surfactant properties.
■Analysis
GC is the most frequently used technique for the analysis of fatty acids. However, their direct analysis
appears to be difficult owing to their low volatility in electron impact (EI) ionization mass spectrometry
under normal condition. They can however be easily detected by GC-MS method upon derivatization to
their methyl esters.
The several methylation methods include the treatment of the free fatty acids with boron trifluoride-
ether complex in methanol or with trimethylsilyldiazomethane, etc.
The GC on-column method is a simple method that uses a methanolic solution of trimethylsulfonium
hydroxide or 3-(trifluoromethyl)phenyltrimethylammonium hydroxide to analyze the fatty acid component of
lipids such as glycerolipids. Please refer to this for protocols (p.185).
■Solubility
In general, the solubility of fatty acids in water decreases as the carbon number increases.
Fatty acid esters and glycerolipids are insoluble in water but soluble in ethanol, chloroform and diethyl
ether. They can be added to the buffer solution as a dimethyl sulfoxide solution to examine their activity
in living organisms. Please take caution that the solution becomes suspended as the concentration level
of the dissolved substance increases. It is recommended to define the optimal concentration level and
volume of addition in advance. Sodium salts of fatty acid are more water-soluble than the free fatty acids.
Long-chain fatty acid salts tend to form micelles.
■Storage Precautions
Unsaturated fatty acids like oleic acid are known to undergo aerial oxidation to produce peroxides.
Opened bottles of unsaturated fatty acids and their derivatives should be stored in the refrigerator or
frozen with inert gas such as nitrogen or argon. Moreover the tendency to oxidation increases as the
degree of unsaturation in the fatty acids increases.
■Designation
: Icosapentaenoic Acid is described as 20:5 (5, 8, 11, 14, 17). Double bond geometry is
unless otherwise noted.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 91
Lipids and Related Compounds
92 Availability, price or specification of the listed products are subject to change without prior notice.
Lipids and Related Compounds
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 93
Lipids and Related Compounds
94 Availability, price or specification of the listed products are subject to change without prior notice.
Lipids and Related Compounds
Waxes
Extracted Oils
Prostaglandins
P1884 P1885
O HO
COOH COOH
CH3 CH3
HO OH HO OH
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 95
Lipids and Related Compounds
Glycerides
Glycerophospholipids
Sphingolipids
References
1) P. M. Dewick, in , 3rd ed., John Wiley & Sons, Chichester, 2009, p. 39.
2) , 2nd ed., Portland Press, London, 1992, p. 180;
http://www.chem.qmul.ac.uk/iupac/lipid/
3) Comprehensive classification system for lipids:E. Fahy, S. Subramaniam, H. A. Brown, C. K. Glass, A. H. Merrill, Jr., R. C.
Murphy, C. R. H. Raetz, D. W. Russell, Y. Seyama, W. Shaw, T. Shimizu, F. Spener, G. van Meer, M. S. VanNieuwenhze, S.
H. White, J. L. Witztum, E. A. Dennis, . 2005, , 839.
4) C. W. Sheu, D. Salomon, J. L. Simmons, T. Sreevalsan, E. Freese, 1975, , 349.
96 Availability, price or specification of the listed products are subject to change without prior notice.
Terpenes
Terpenes
Terpenes are a large family of natural products and are known to be the primary constituents of
essential oils. They are biosynthesized via the mevalonate pathway. The basic structure is derived from
five-carbon isoprene units1,2) which are linked together in a head-to-tail fashion to form linear chains or
rings. They can be classified on the basis of the length of the carbon chains as illustrated below.
Hemiterpenes(C5)
Terpenes are widespread in nature existing in marine organisms as well as in plants. Some terpenes
show characteristic bioactivities such as antitumor activity, and their modes of action is currently under
investigation. Since terpenes are mainly found in plants, they are frequently used as markers in plant
metabolome analyses.
■Nomenclature
According to the , 42 parent skeletons are shown.3) Practically, other
common names are also used frequently. For further trivial names, please refer to References.2,4)
■Solubility
In general, most of the terpenes are insoluble in water but soluble in ethanol, chloroform and diethyl
ether. They can be added to the buffer solution as a dimethyl sulfoxide solution to examine their activity
in living organisms. Please take caution that the solution becomes suspended as the concentration level
of the dissolved substance increases. It is recommended to define the optimal concentration level and
volume of addition in advance. Glycosides of terpenes are more water-soluble than their aglycones.
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Terpenes
■Stability
In general, monoterpenes are relatively stable. However, oily sesquiterpenes and diterpenes are less
stable bearing more oxygen fuctional groups rendering them unsuitable for storage over longer periods.
However, most of the triterpenes are solid and show good stability.
■Detection
Since some terpenes do not have chromophore unit, UV detection by normal-phase HPLC is difficult. As a result,
RI (refractive index) detector can be used instead. Normal-phase TLC is also frequently used to visualize terpenes
by spraying them with phosphomolybdic acid solution or cerium sulfate solution followed by heating (see p. 258).
■Some Tips
・Monoterpenes and some sesquiterpenes form azeotropic mixtures with the traces of water present in
the sample, leading to a considerable loss during distillation. It is therefore recommended that these
terpenes should be properly dried prior to their use using the following procedure:
(1) dissolution of the sample in an appropriate organic solvent (2) drying it over anhydrous sodium or
magnesium sulfate and (3) removal of the solvent .
・In NMR measurement, using two different solvents separately, deuteriochloroform (CDCl3) and benzene- 6
(C6D6), may change the signal patterns to facilitate interpretation of the spectrum (mainly for proton). In
addition, some hidden signals might also appear owing to the variation in the residual water signal positions.
・During storage over longer periods, CDCl3 might partially decompose to form phosgene which can damage
your precious sample. Therefore care should be taken especially while using CDCl3 with high deuterium ratio
(no less than 99.95%D). The sample should not be stored in the NMR tube as a solution after its analysis
but recovered from the tube and the solvent should be evaporated completely to prevent its decomposition.
Hemiterpenes
Product No. Product Name Unit Size
A1136 Angelic Acid 1g 5g
A1090 α-Angelicalactone 25g
I0160 Isoprene (stabilized with TBC) 25ml 500ml
I0772 Isoprene (stabilized with TBC) 500ml
M0182 Isovaleric Acid 25ml 500ml
T1003 trans-2-Methyl-2-butenal 5ml 25ml
M0178 2-Methyl-3-buten-2-ol 25ml 500ml
M0714 3-Methyl-2-buten-1-ol 25ml 500ml
M0726 3-Methyl-3-buten-1-ol 25ml 500ml
M0378 3-Methyl-3-buten-2-one (stabilized with HQ) 25ml
M0543 3-Methylcrotonic Acid 25g 500g
T0246 Tiglic Acid 25g 500g
CH3 O O
CH2 CH3 O
CH2
OH CH3 H
CH3 O O CH3 CH3 OH
CH3 CH3
CH3 O
CH3 CH3 CH3 O
CH2 CH C OH CH3
CH3
CH3 CH3 OH CH2 OH CH3 OH
CH2
T0246
CH3 OH
CH3
98 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Terpenes
Acyclic Monoterpenes
OCH3
CHO CHO COOH
OH
CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3
O CH3
CH3 CH3
OH OH
CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3
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Terpenes
O CH3
OH O CH3 OH
Monocyclic Monoterpenes
100 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Terpenes
CH3
CH3 CH3
CH3 CH3 CH3 CH2 CH3 CH2
CH3 CH3
O
CH3
O OH
OH CH3 CH2
CH3 CH3 CH3 CH2 CH3 CH2 CH3 CH2
racemic
CH2 CH OH
CH3 O C CH3 OH
OH OH O
CH3
CH3 CH3
CH3 CH3 CH3 CH3 CH3 CH3
relative
O
O O O
OCH2 C OH OCH2 C Cl O CH3 Cl O C Cl
CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3
O O
CH3 CH3
OH
CH3 CH2 CH3 CH3 CH3 CH3 CH3 CH3
relative
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Terpenes
· H2O
CH3 CH3 OH OH
OH
CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3
relative
O OH
OH CH3 O C CH3
CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3
OH CH3
T2605
OH
CH3 CH3
CH2 CH O CH3
Bicyclic Monoterpenes
102 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Terpenes
O O O relative
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Terpenes
HN NH N N H
S S S O O S CH3
H
O O O O O O O O
CH3
Sesquiterpenes
104 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Terpenes
CH3 CH3
CH3 CH3 CH2
H CH2
CH3 CH3 CH3 CH3
CH3 CH2
Gamma- relative CH3 Beta-
S0521
CH3
CH3
O
CH3 O
O
Diterpenes
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Terpenes
O H O
O O OH
CH3 CH3
CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3
O O NH O
CH3 CH3
CH2 CH3 H H
CH3 CH3 OH CH3 OH
HO OH 2 OH O O
2 HO
OH
2
H OH OH O O
CH3 CH3
O OH CH2
O O
Triterpenes
106 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Terpenes
G0217 U0065
CH3
COONa CH3
NaOOC O
HO O H
HO H3C CH3 H C OH
H
NaOOC
HO O OO H . xH2O O
HO H CH3
HO HO
H
CH3 CH3
Others
C0560 S0525
CH3
CH3 CH3 CH3 CH3 CH3 CH3
CH3 CH3 OH
CH3 CH3 CH3 8
CH3
References
1) P. M. Dewick, in , 3rd ed., John Wiley & Sons, Chichester, 2009, p. 187.
2) E. Breitmaier, in , Wiley-VCH, Weinheim, 2006.
3) For Sesquiterpenes: B. M. Fraga, 2008, , 1180; For Diterpenes: J. R. Hanson, 2007, ,
1332; For Triterpenes: J. D. Connolly, R. A. Hill, 2008, , 794.
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Steroids
Steroids
Steroids are compounds consistuted of four fused rings, for example, the most common and best known
steroid in humans, cholesterol. In animals, steroids are biosynthesized from lanosterol and are widely
distributed. The distinctive feature in steroids is lack of methyl group at C-4 position as compared to
terpenes. In this section, we have classified steroids into five basic categories based upon their chemical
composition (Figure 1). Vitamin D, another steroid derivative, is described on p.144.
21
18 18 18 20
17 17
11 11 11 17
13 19 13 19
1 H 9
H 14 1
9
H 14 1
9
H 13 14
10 8 8 8
H H H H H H
5 5 5
4 4 4
Estrane Androstane Pregnane
24 21 22 27
21 22 20
20
18 25
18
H H
11 17 26
11 17 19
1
19
H 13 1
9
H 13 14
9 14
8
H
8
H H H
5
5
4
4
Cholane Cholestane
Estrogens: Estrogens function as the primary female sex hormone and in combination with synthetic
progestogens can be used as oral contraceptives to suppress ovulation. Recently, it is also reported that
they are effective for the prevention of osteoporosis, heart attacks and Alzheimer’s disease in women.
Androgens: Testosterone is not only the principal and most well known male sex hormone but is also
known to exert anabolic effects. This is also the main reason why some of them have been banned from
use as bone density enhancers and muscle-building drugs by several sports organizations. They are also
the intermediates of estrogene biosynthetic pathway or rather the precursors of all estrogens.
Progestogens: The only naturally occuring progestogen, ., progesterone, exhibits antiovulatory
action. Based on its structure, derivatives of 19-nortestosterone were synthesized and can be used as
oral contraceptives.
Glucocorticoids: Synthetic glucocorticoids such as dexamethasone and prednisolone find clinical
use as anti-inflammatory agents. They are synthetically developed based on the structure of cortisone, a
natural glucocorticoid.
WARNING
Some of the steroid hormones may cause serious physiological actions. To avoid inhalation and
contacting with skin, wear protective goggles, mask and eyeglasses when handling. Sufficient caution
should be taken, when using these compounds, from the opening up to the disposal of the reagents.
108 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Steroids
O CH3
Adrenocorticotropic
Glucocorticoid Cortisone Pregnane Type
Hormone
●Cholesterol: Cholestanes
Cholesterol possesses a cholestane-type skeleton and in conjugation with fatty acids, it forms the main
component of cell membranes in animals and microorganisms. These cholesterol conjugates establish
and maintain proper membrane permeability. In addition, it is a precursor of steroids as mentioned above
and also exists in its liberated form in organisms.
Estranes
M0728
OH
H3C C CH
H H
CH3O
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Steroids
Androstanes
H H H H H H H H H H
O O O HO HO
H
H 3C H H 3C H H 3C H H3C H H3C H
HO CH
H H H H
H H H H H
HO
O
H NaO3SO . xH2O
O O
Pregnanes
Progestogen
Product No. Product Name Unit Size
E0015 16,17-Epoxypregnenolone Acetate 100mg 1g
E0198 16,17-Epoxyprogesterone 1g 5g 25g
110 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Steroids
P0477 P0478
O CH3
O CH3
H3C
H3C
H3C H H3C H
O
H H
H H
CH3 O
O
Glucocorticoids
Product No. Product Name Unit Size
B1837 Betamethasone 1g 5g
B3165 Betamethasone 21-Acetate 1g 5g
B3166 Betamethasone 17,21-Dipropionate 1g 5g
C1478 Cortexolone 1g
C0388 Corticosterone 100mg 1g 5g
C1479 Corticosterone 21-Acetate 500mg
C1317 Cortisone 1g 10g
C0389 Cortisone Acetate 1g 5g 25g
D0047 Deoxycorticosterone Acetate 1g
D1961 Dexamethasone 1g
D3628 Dexamethasone 21-Acetate 1g 5g
D3918 Disodium Prednisolone 21-Phosphate 5g
F0437 Flunisolide 1g
F0657 Fluocinolone Acetonide 1g 5g
F0525 Fluticasone Propionate 100mg
H0533 Hydrocortisone 1g 25g
H0184 Hydrocortisone Acetate 1g 5g
P0637 Prednisolone 1g 5g 25g
P1283 Prednisolone Acetate 5g
P1276 Prednisone 5g 25g
T2303 Triamcinolone 1g
T2308 Triamcinolone Acetonide 1g 5g
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Steroids
H H H H H H H H F H
O O O O O
H H H H H H H H H H
O O O O O
T2303 T2308
O OH
OH CH3
H3C OH O
CH3
HO OH H3C O
HO O
H3C H
H3C H
F H F H
O O
112 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Steroids
H H H H H H H H
HO OH
HO OH HO OH O O HO
H H H H
H H H H H H
H H H H
HO OH HO HO OH
H HO OH O O
H OH H H H
H H H H . xH2O H H
H H
H H . 2H2O
HO OH
HO
HO
H
OH HO
H
OH
HO OH . xH2O H
H H
U0030
H3C
H3C H
C OH
H3C H O
H H
HO OH
H
Cholestanes
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Steroids
CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3
H3C H H3C H H3C H H3C H H3C H
CH3 CH3 CH3 CH3 CH3
H3C H H3C H H3C H H3C H H3C H
H H H H H H H H H H
HO HO HO
H O O Br
C0610
CH3 CH3
H3C H
CH3
H3C H
H H
Cl
Steroid Glycosides
Product No. Product Name Unit Size
D0540 Digitonin 100mg
D0542 Digitoxin 100mg
D1828 Digoxin 100mg 1g
S0091 g-Strophanthin 1g 5g
T0329 Tomatine [for Cholesterol assay] 100mg
114 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Steroids
T0329
CH3
CH3
H3C N
OH O H
HO O HO O H3C H H H
HO O O OH
HO O H H
OH HO O
O H
HO HO
HO O
HO
Other Steroids
Product No. Product Name Unit Size
D0541 Digitoxigenin 10mg
D1474 Diosgenin 1g 10g
H0003 Hecogenin 100mg 1g
E0040 Ethisterone 1g 5g
F0675 Finasteride 200mg 1g
M1732 Mifepristone 1g 5g
N0449 Norethisterone 100mg 1g
N0450 Norethisterone Acetate 100mg 1g
S0260 Spironolactone 1g 5g
T2328 Trenbolone 1g
T2330 Tibolone 1g
T2330
OH
H3C C CH
H H
O CH3
Reference
P. M. Dewick, in , 3rd ed., John Wiley & Sons, Chichester, 2009, pp. 247-298.
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Phenylpropanoids & Aromatic Polyketides
Phenylpropanoids
HO O O
Cinnamates Cinnamaldehydes Phenylpropenes Coumarins
(Cinnamic Acid) (Cinnamaldehyde) (Eugenol) (Coumarin)
Aromatic Polyketides
OH
O OH
CH3O OCH3 HO
HO OH
Diarylheptanoids OH Stilbenes
(Curcumin) (Resveratrol)
OH
O OH O OH O
HO HO O HO O
OH
Chalcones Flavonoids Isoflavonoids
(4'-Hydroxychalcone) (Naringenin) (Genistein)
■Solubility
They are generally soluble in many organic solvents. They can be rather difficult to dissolve in non-
polar solvents such as hexane but dissolve well in high polar solvents such as chloroform, methanol and
DMSO. Compounds with carboxyl or phenolic hydroxy groups are soluble in aqueous alkaline solutions.
Since they are easily oxidized in the liquid state, we suggest you to use them within a short period of
time after preparation.
116 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Phenylpropanoids & Aromatic Polyketides
■Storage Precautions
As long as no special remark is mentioned in the catalogues or labels, they can be stored at room
temperature. Solids can be stored longer than liquid compounds or solutions. Note should be taken that
compounds with phenolic hydroxy groups are labile to oxidation and can gradually change color from
brown to black while being stored. Compounds with aldehyde groups are also apt to be oxidized to
carboxylic acids. After unsealing these labile reagents, they should be stored refrigerated or frozen under
an inert gas such as nitrogen/argon.
Phenylpropanoids
Cinnamic Acids & Esters
Product No. Product Name Unit Size
A0014 α-Acetamidocinnamic Acid 25g
C0878 Allyl Cinnamate (stabilized with TBC) 25g
A0691 4-Aminocinnamic Acid 5g 25g
A0971 4-Azidocinnamaldehyde 5g
C0358 Benzyl Cinnamate 25g 500g
B1943 2-Bromocinnamic Acid 5g 25g
B1961 trans-3-Bromocinnamic Acid 5g 25g
B1690 4-Bromocinnamic Acid 25g
C0002 Caffeic Acid 5g 25g
C1768 α-CHCA 1g
C0974 2-Chlorocinnamic Acid 25g
C0975 3-Chlorocinnamic Acid 25g
C0149 4-Chlorocinnamic Acid 25g 500g
C2200 4-Chloro-2-fluorocinnamic Acid 5g
C0181 Chlorogenic Acid Hydrate 1g 5g
C1206 2-Chloro-5-nitrocinnamic Acid 5g 25g
C1205 4-Chloro-3-nitrocinnamic Acid 5g 25g
C0617 Cholesterol trans-Cinnamate 25g
C0536 trans-Cinnamamide 25g
C0353 trans-Cinnamic Acid 25g 500g
C0636 trans-Cinnamic Acid Zone Refined (number of passes:40) 1sample
A0901 Cinnamyl Acetate 25ml 500ml
C0960 Cinnamyl Cinnamate 25g
C0394 trans-o-Coumaric Acid 5g 25g
C0655 trans-m-Coumaric Acid 25g
C0393 trans-p-Coumaric Acid 25g 500g
C0447 α-Cyanocinnamic Acid 25g
C0448 α-Cyanocinnamic Acid Ethyl Ester 25g
D2588 trans-2,4-Dichlorocinnamic Acid 5g 25g
D3794 trans-2,5-Dichlorocinnamic Acid 5g 25g
D2343 2,4-Difluorocinnamic Acid 5g
D2326 trans-2,3-Dimethoxycinnamic Acid 25g
D2364 2,4-Dimethoxycinnamic Acid 25g
D1972 2,5-Dimethoxycinnamic Acid 10g
D0648 4-Dimethylaminocinnamaldehyde 5g 25g
C0359 Ethyl Cinnamate 25g 500g
E0677 Ethyl 4-Cyanocinnamate 1g 5g
M1082 2-Ethylhexyl 4-Methoxycinnamate 25ml 500ml
E0739 Ethyl 4-Hydroxy-3-methoxycinnamate 25g
M1204 Ethyl 4-Methoxycinnamate 5g 25g
N0598 Ethyl 4-Nitrocinnamate 5g 25g
H0267 trans-Ferulic Acid 25g 250g
F0248 2-Fluorocinnamic Acid 5g
F0264 3-Fluorocinnamic Acid 5g 25g
F0244 4-Fluorocinnamic Acid 5g 25g
C0918 cis-3-Hexen-1-yl Cinnamate 25ml
H0685 α-Hexylcinnamaldehyde 25ml 500ml
H0524 3-Hydroxy-4-methoxycinnamic Acid 1g 5g
C1779 Isopropyl Cinnamate 25g
M0761 cis-2-Methoxycinnamic Acid 5g 25g
M0449 trans-2-Methoxycinnamic Acid 25g
M0444 3-Methoxycinnamic Acid 25g 250g
M0576 4-Methoxycinnamic Acid 25g
C1672 Methyl 4-Chlorocinnamate 5g
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 117
Phenylpropanoids & Aromatic Polyketides
HN
Ac
NH2
Cl Cl CH CH C OH
HO CO2H
O
O O F O OH
Cl CH CH C OH
CH CH C OH CH CH C OH HO O CH CH OH
OH
Cl
O
O
O O
O CH CH C OCH2CH CH
OH
CH CHCH2O C CH3 OH OH
OH HO
OH
118 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Phenylpropanoids & Aromatic Polyketides
F F CH CH C OH CH CH C OCH2CH2 CH2CH3
OCH3
F
OH
O OH
CH3 OCH3 O
O HO CH CH C OCH
O CH3 CH3O O
CH C C H OH
CH3O CH CH C OH
(CH2)5CH3
O O O
O
CH CH C OH CH CH C OH O CH CH C OH
HO C CH CH
CH3 CH3 CH CH C OH O NO2
O
CH3
CH3O OCH3
NO2 OCF3
NO2 OH
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 119
Phenylpropanoids & Aromatic Polyketides
OCH3 CH3O
CF3
CF3 OCH3 OCH3
Cinnamaldehydes
Product No. Product Name Unit Size
C0352 trans-Cinnamaldehyde 25ml 500ml
F0722 4-Fluorocinnamaldehyde 5g 25g
H0952 2-Hydroxycinnamaldehyde 1g
M1012 4-Methoxycinnamaldehyde 25g
N0611 2-Nitrocinnamaldehyde 5g 25g
N0541 4-Nitrocinnamaldehyde 5g
O O
O
O CH CH C H O CH CH C H
H F CH CH C H OH CH3O CH CH C H NO2
N0541
O
O2N CH CH C H
120 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Phenylpropanoids & Aromatic Polyketides
NO2
Phenylpropenes
Product No. Product Name Unit Size
A1184 Acetylisoeugenol 25g 500g
P0494 trans-Anethole 25g 500g
B1441 Benzylisoeugenol 25g
B1366 Dienestrol Diacetate 100mg 1g
A0702 Estragole 10g 500g
A0232 Eugenol 25ml 500ml
E0210 Eugenol Acetate 25g 500g
D1360 Eugenol Methyl Ether 25ml 500ml
H1309 Honokiol 1g
I0132 Isoeugenol (cis- and trans- mixture) 25g 500g
I0183 Isosafrole (cis- and trans- mixture) 25ml
P1103 O-Methyl Isoeugenol 25ml 500ml
P0495 β-Methylstyrene (stabilized with TBC) 25ml
M1174 cis-β-Methylstyrene (stabilized with TBC) 10ml
M1175 trans-β-Methylstyrene 10ml
E0804 Propenylguaethol 25g
S0002 Safrole 25g 500g
CH3 C O O C CH3
CH CHCH3 CH2CH CH2
HC CHCH3 O O
E0804 S0002
OH
CH2 CHCH2
OCH2CH3 O
CH3CH CH O
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 121
Phenylpropanoids & Aromatic Polyketides
Coumarins
Product No. Product Name Unit Size
A0979 7-Acetoxy-4-bromomethylcoumarin [for HPLC Labeling] 1g
A1527 7-Acetoxy-4-methylcoumarin 5g 25g
A2200 3-Acetylcoumarin 5g 25g
A1848 8-Acetyl-7-hydroxy-4-methylcoumarin 5g
M0760 7-Amino-4-methylcoumarin [for HPLC Labeling] 1g 5g
B2111 3-(2-Benzimidazolyl)-7-(diethylamino)coumarin 1g
B2088 3-(2-Benzothiazolyl)-7-(diethylamino)coumarin 1g
B2840 Bergapten 1g 5g
A5551 Br-Mmc (=4-Bromomethyl-7-methoxycoumarin) [for HPLC Labeling] 1g 5g
A5570 4-Bromomethyl-6,7-dimethoxycoumarin [for HPLC Labeling] 100mg 1g
U0001 Calcein Blue 1g
C1196 4-Carboxymethyl-6,7-methylenedioxycoumarin 1g
C2297 3-Chlorocoumarin 1g 5g
C1691 4-Chloro-3-nitrocoumarin 5g
C0395 Coumarin 25g 500g
C2267 Coumarin 102 1g
C2268 Coumarin 314 1g
M0216 Dicoumarol 1g 25g
M0631 7-Diethylamino-4-methylcoumarin 25g 500g
D3355 7-(Dimethylamino)-4-methylcoumarin 5g 25g
D3356 7-(Dimethylamino)-4-(trifluoromethyl)coumarin 5g 25g
E0375 Ellagic Acid Dihydrate 5g 25g
E0386 Esculetin 1g
E0024 Esculin Sesquihydrate 5g 25g
E0545 4-Ethoxycoumarin 5g 25g
E0538 7-Ethoxycoumarin 5g 25g
E0491 7-Ethoxy-4-methylcoumarin 25g
E0733 Ethyl 6-Bromocoumarin-3-carboxylate 5g 25g
E0642 Ethyl 7-(Diethylamino)coumarin-3-carboxylate 1g 5g
E0783 Ethyl 6-[4-(Diphenylamino)phenyl]coumarin-3-carboxylate 200mg 1g
H1145 Hexyl 7-(Diethylamino)coumarin-3-carboxylate 1g 5g
H0235 4-Hydroxycoumarin 25g 250g
H1005 6-Hydroxy-4-methylcoumarin 5g 25g
M1723 7-Methoxycoumarin 5g 25g
M1862 8-Methoxy-4-methylbenzo[g]coumarin 100mg
M1398 6-Methoxy-4-methylcoumarin 5g 25g
M1393 7-Methoxy-4-methylcoumarin 5g 25g
M0825 Methyl Calcein Blue Hydrate [Indicator for complexometry Copper] 1g
M0189 6-Methylcoumarin 25g
M1236 7-Methylcoumarin 25g
M0879 6,7-Methylenedioxy-4-isocyanatomethylcoumarin [for HPLC Labeling] 100mg
M0881 6,7-Methylenedioxy-4-methyl-3-maleimidocoumarin [for HPLC Labeling] 100mg
M0766 4-Methylesculetin 25g
M0971 4-Methyl-6,7-methylenedioxycoumarin 1g
M2093 6-Methyl-4-phenyl-2-chromanone 5g 25g
M0453 4-Methylumbelliferone 25g 500g
P1060 4-Methylumbelliferyl Phosphate 100mg
S0367 Scopoletin 100mg 1g
T2267 Trioxsalen 1g
H0236 Umbelliferone 5g 25g
W0005 Warfarin Sodium (contains Isopropyl Alcohol) 5g 25g
X0009 Xanthotoxin 100mg 1g
122 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Phenylpropanoids & Aromatic Polyketides
N O O N O O CH3CH2 CH3
O O O O N O O N O O
CH3CH2 CH3
CH3 O O
Br C OCH2CH3 C OCH2CH3
N
O
CH3CH2 C OCH2CH3
CH3CH2O O O CH3CH2
N O O
CH3CH2O O O O O
O O
O OH CH3 CH3
C O(CH2)5CH3 HO
CH3CH2
CH3CH2
N O O CH3O O O
O O O O CH3O O O
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 123
Phenylpropanoids & Aromatic Polyketides
O
HO HO O O O O O CH3 HO O O
HO O O P O O O
HO CH3
W0005 X0009
O
ONa CH2 C CH3
CH
O O O
OCH3
O O
Flavonoids
Diarylheptanoids
Product No. Product Name Unit Size
B3347 Bisdemethoxycurcumin 5g 25g
C2302 Curcumin (Synthetic) 5g 25g
C0434 Curcumin (Natural) 1g 25g
B3347 C2302
C0434
O OCH3
O
C CH CH OH
C CH CH OH
CH2 CH2
C CH CH OH C CH CH OH
O O
OCH3
Stilbenes
Product No. Product Name Unit Size
P1928 Piceatannol 100mg 1g
P1878 Piceid 1g 5g
P1924 Pterostilbene 100mg 1g
R0071 Resveratrol 1g 5g
R0089 Rhapontigenin 100mg
OH
OCH3 OH OH
HO OH
O OH HO
OH HO
HO O
HO
HO HO CH3O
OH OCH3 OH
OH
HO
124 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Phenylpropanoids & Aromatic Polyketides
Chalcones
Product No. Product Name Unit Size
C0071 Chalcone 25g 500g
D2884 4,4'-Difluorochalcone 5g 25g
D2808 trans-1,3-Diphenyl-2-propen-1-ol 5g 25g
F0459 4-Fluorochalcone 5g 25g
F0425 4'-Fluorochalcone 25g
F0460 4-Fluoro-4'-methylchalcone 5g 25g
H0234 2-Hydroxychalcone 5g 25g
H0385 2'-Hydroxychalcone 25g 500g
H0955 4-Hydroxychalcone 5g
H0945 4'-Hydroxychalcone 5g
M1409 4-Methoxychalcone 25g
N0839 4-Nitrochalcone 5g 25g
O O O O
CH CH CH F CH CH C CH CH C F
CH CH C F CH CH C F
OH
O
HO
O O O
CH CH C O
F CH CH C CH3 HO CH CH C HO C CH CH
CH CH C
OH
M1409 N0839
O
CH CH C
O
CH3O CH CHC
NO2
Flavonoids
Product No. Product Name Unit Size
A1514 Apigenin 100mg
B2835 Baicalin 25g
C0958 Catechin Hydrate 1g
C0705 (+)-Catechin Hydrate 1g 10g
C1652 Chrysin 25g
D1916 7,8-Dihydroxyflavone 1g 5g
E0694 (-)-Epigallocatechin Gallate Hydrate 100mg
F0255 Flavanone 25g
F0015 Flavone 1g 5g
H0721 Hesperetin 5g 25g
H0049 Hesperidin 25g 500g
H1024 2'-Hydroxyflavanone 1g
H1025 3'-Hydroxyflavanone 1g
H1026 4'-Hydroxyflavanone 1g
H1027 6-Hydroxyflavanone 1g 5g
H1006 7-Hydroxyflavanone 1g 5g
H0379 3-Hydroxyflavone 1g 10g
H1238 5-Hydroxyflavone 1g
H0851 6-Hydroxyflavone 1g 5g
H0852 7-Hydroxyflavone 1g 5g
K0018 Kaempferol Hydrate 100mg 1g
M1403 6-Methoxyflavanone 1g 5g
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 125
Phenylpropanoids & Aromatic Polyketides
O OH HO
H3C
O HO
OCH3 OH
HO O O
O
HO OH HO OH
HO
OH O O O O O
OH
HO O O O O HO O
OH O O O O
OH CH3O CH3O O CH3O
H3C OCH3
O HO O
HO O O
HO OH HO
HO O HO
O O CH3O O OH O
. xH2O
OH
126 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Phenylpropanoids & Aromatic Polyketides
OCH3 O OH O O
OH HOH2C O
HO CH3O OH
O O OH O OH
CH O HO O O
HO 3 HO O OH OH
HO OH HO HO HO CH3O O HO O HO O
O OH
. 3H2O OCH3 O OH OCH3
OCH3
OH OH
Isoflavonoids
Product No. Product Name Unit Size
D2668 Daidzein 1g
G0272 Genistein 100mg 1g
I0669 Ipriflavone 5g 25g
OH OH O
O OH O
CH3
CHO O
HO O HO O CH3
References
1) P. M. Dewick, in , 3rd ed., John Wiley & Sons, Chichester, 2009, p. 137.
2) S. Ayabe, H. Uchiyama, T. Aoki, T. Akashi, in , eds. by L. Mander, H.-W. Liu, Elsevier,
Oxford, 2010, Vol. 1, p. 929.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 127
Alkaloids
Alkaloids
Alkaloids are nitrogen-containing small molecules which are mainly found in plants.1) To date,
approximately 27 thousand alkaloids have been reported in which 21 thousand were of plant origin.
Since most of the alkaloids exhibit potent bioactivity, they are the main component of many
herbal medicines. Some alkaloids are also used as pharmaceuticals. Alkaloids interact with proteins
electrostatically due to the positive charge of the nitrogen atoms which facilitates binding to the negative
charge of the proteins. Especially, pharmaceutical alkaloids tend to bind to the receptors in neural
systems.
■Biosynthesis
Biosynthetic pathways to alkaloids vary greatly depending on the nitrogen source. Alkaloids are
biosynthesized from various kinds of amino acids as depicted in Figure 1. Further complex alkaloids are
also biosynthesized by attaching another alkaloid to the original skeletons.
CO2H
N
H 2N CO2H
N NH2 N
NH2 Pyridines Anthranilic Acid Quinolines
Ornitine Tropanes
CO2H CO2H
H 2N
NH2 N NH2 N
H N H
Lysine Piperidines H
Indoles
Tryptophan
CO2H CO2H
N N
NH2 NH
NH2 NH2
HO N N
Isoquinolines H H
Tyrosine Phenylethylamines
(Tetrahydroisoquinolines)
Histidine Imidazoles
■Structure Classification
In the , 67 alkaloid parent structures are shown.2) They can be
classified into their basic skeletons based on their biosynthetic origins as shown in Figure 1. In this
section, alkaloids are categorized into nine: eight as shown above and purine alkaloids as the ninth.
Polyamines which are occasionally considered as alkaloid-related substances, will be explained in the
section“Polyamines”(p. 136).
■Solubility
In general, alkaloids dissolve in acidic water. Their salts dissolve in neutral water. They are usually
insoluble in neutral water as free forms, but soluble in polar organic solvents such as chloroform,
methanol or DMSO.
■Analysis
HPLC:In the reversed phase mode using an ODS column, peak tailing is suppressed by addition of
acetic acid or trifluoroacetic acid to the mobile phase. Effective analysis would be achieved by a mixed
mode column, TCI Dual (p. 205), with ion-exchange and reversed phase modes simultaneously. Detection
is generally conducted by a UV detector.
TLC:In a normal phase silica gel TLC analysis, a solvent system of chloroform-methanol-aqueous
ammonia gives a relatively a good separation. NH2-type silica gel is also effective. Dragendorff’
s reagent
is a selective visualizing reagent for alkaloids. Tertiary amines and quaternary ammonium salts give
orange spots.
■Storage Precautions
Alkaloids are relatively stable at room temperature, however, they tend to form carbonate salts due to
their basicity by reaction with carbon dioxide in the air. In addition, they are usually colorized by reaction
with oxygen. Therefore, opened bottles should be stored in the refrigerator or frozen with inert gas such
as nitrogen or argon.
128 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Alkaloids
WARNING
Some of the alkaloids may cause serious physiological actions in very minute amounts. They may cause
paralysis, convulsions, and death in the worst case. To avoid inhalation and contacting with skin, wear
protective goggles, mask and eyeglasses when handling. Sufficient caution should be taken, when using
these compounds, from the opening to the disposal of the reagents.
Tropane Alkaloids
O O
NCH3 O C CHCH2OH O OH
NCH3 O C CHCH2OH CH3 O O
NCH3 O C CH
CH3 C O C N O CH3CH2O C N O
2
CH3 . HBr
. H2SO4 . H2O
O OH O OH O O CH2OH
NCH3 O C CH
NCH3 O NCH3 O C CH
CH3 NCH3 O C CH NCH3 O C CH
HO
. HCl Br CH2OH . HBr
relative
O CH2OH O
O CH2OH
O N(CH3)2 O C CH
O NCH3 O C CH NCH3 OH
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 129
Alkaloids
Piperidine Alkaloids
Phenylethylamines
130 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Alkaloids
CH2CH2NH2
CH3O OH CH3
. HCl HO CH2CH2N
CH3O CH2CH
CH3
NHCH2CH3
. HCl CHCH2NHCH2CH3 CH3 2 . HCl
CH3O CH2CH2NHCH3
HO . H2SO4 . 2H2O OH
OH
S0233 A0302
OH
OH
CHCH2NHCH3
HOOC COOH
.
HO OH
OH 2
CH2CH2NH2
Isoquinoline Alkaloids
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 131
Alkaloids
Quinoline Alkaloids
N N
N N
H N H N H N N N
HO HO HO
HO HO
H H
. 2HCl . 2H2SO4 . HCl
. 2H2O . xH2O
N N N N N
N
N H N H N N
HO HO
HO . H2SO4 O HO . H2SO4
H H H
. 2H2O CH3O HO CH3O CH3O . 2H2O
. HCl
2 2
N N
N N N
Q0028 Q0030
CH2 CH H CH2 CH H
H N H N
HO HO
Pyridine Alkaloids
132 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Alkaloids
Indole Alkaloids
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 133
Alkaloids
Imidazole Alkaloids
N N
H2NCH2CH2 H2NCH2CH2
N N CH3 CH3
. 2HCl . 2H3PO4 N N
N N . xH2O CH3 O O CH3 O O
H H
. HCl . HNO3
Purine Alkaloids
O N N Br O N N O N N O N N Cl O N N
H CH3 H
CH3 CH3 CH3 CH3
134 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Alkaloids
Others
NH C CH3 H3C N
OH O H
CH3O HO O HO O H3C H H H
O
CH3O . HBr HO
HO
O O OH
H H
O
O CH3O OH HO O
O H
HO HO
OCH3 N HO O
CH3 HO
Reference
P. M. Dewick, in , 3rd ed., John Wiley & Sons, Chichester, 2009, p. 311.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 135
Polyamines
Polyamines
Polyamines are organic compounds having at least two amino groups as part of an otherwise aliphatic
chain. The amino groups are usually separated by three or four methylene units, such as putrescine and
spermine. Cyclen is the typical example of a class of cyclic polyamines. The polyamines are essential
molecules in both eukaryotic and prokaryotic cells, and, therefore, have been isolated from all kinds of
living organisms, including humans.1) Especially, the requirement for and the metabolism of polyamines
are frequently dysregulated in cancer, and some polyamines can induce diseases caused by neurotoxins.2)
Thus, the polyamines, which are available by chemical synthesis, have been attractive for continuing with
the study of diseases.3)
This section shows the typical polyamines and the reagents used for the polyamine chemical synthesis.
Polyamines
Linear Polyamines
Product No. Product Name Unit Size
A0310 Agmatine Sulfate 100mg 1g
B1814 Bis(hexamethylene)triamine 25g 500g
D0108 Cadaverine 5ml 25ml
D0099 Cadaverine Hydrochloride 5g 25g
D0090 3,3'-Diaminodipropylamine 25ml 500ml
D0493 Diethylenetriamine 25ml 500ml
D0239 Putrescine 25g 500g
D0081 Putrescine Dihydrochloride 25g 500g
S0068 Spermidine Phosphate 1g 5g
S0385 Spermidine Phosphate Hexahydrate 1g 5g
S0069 Spermine Phosphate Hexahydrate 1g 5g
B1468 Spermine Tetrahydrochloride 5g 25g
NH
. H2SO4
H2N N
NH2 H2N(CH2)6NH(CH2)6NH H2N NH2 H2N NH2 . 2HCl H2N N
H
NH2
H
H
H2N NH2 H2N
H 2N N
N NH2
H2N
NH2
. 2HCl H2N
H
N
NH2
. 3H3PO4 N
H
NH2
H . 2H3PO4 . 6H2O
B1468
H
H 2N N
N NH2
H
. 4HCl
136 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Polyamines
Cyclic Polyamines
Product No. Product Name Unit Size
T1597 Cyclam 1g 5g
T1874 Cyclen 1g 5g
T1426 Cyclen-4HCl 1g 5g
H1070 1,4,7,10,13,16-Hexaazacyclooctadecane 100mg
H1215 Hexacyclen Hexahydrochloride 100mg
T1691 1,4,8,12-Tetraazacyclopentadecane 1g
T1600 1,4,7-Triazacyclononane Trihydrochloride 1g 5g
T1691 T1600
NH HN HN NH
. 3HCl
NH HN N
H
B3052 B2810
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 137
Polyamines
-Cbz-diaminoalkanes
Product No. Product Name Unit Size
C1519 N-Cbz-1,4-diaminobutane Hydrochloride 1g 5g
C1511 N-Cbz-1,2-diaminoethane Hydrochloride 1g 5g 25g
C1521 N-Cbz-1,6-diaminohexane Hydrochloride 1g 5g
C1520 N-Cbz-1,5-diaminopentane Hydrochloride 1g 5g
C1512 N-Cbz-1,3-diaminopropane Hydrochloride 1g 5g
O O O O O
CH2O C NH(CH2)4NH2 CH2O C NHCH2CH2NH2 CH2O C NH(CH2)6NH2 CH2O C NH(CH2)5NH2 CH2O C NH(CH2)3NH2
. HCl . HCl . HCl . HCl . HCl
-( -Ns)-diaminoalkanes
Product No. Product Name Unit Size
A2329 N-(2-Aminoethyl)-2-nitrobenzenesulfonamide Hydrochloride 1g 5g
A2268 N-(3-Aminopropyl)-2-nitrobenzenesulfonamide Hydrochloride 1g 5g
A1630 N-(o-Ns)-1,4-diaminobutane 1g
A1662 N-(o-Ns)-1,6-diaminohexane Hydrochloride 1g
A1661 N-(o-Ns)-1,5-diaminopentane Hydrochloride 1g
A1628 N-(o-Ns)-1,3-diaminopropane 1g
A1628
SO2NH(CH2)3NH2
NO2
-( -Ns)-amine
Product No. Product Name Unit Size
A1632 N-Alloc-2-nitrobenzenesulfonamide 5g
B2303 N-Boc-2-nitrobenzenesulfonamide 1g 5g 25g
C1757 N-Cbz-2-nitrobenzenesulfonamide 5g 25g
138 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Polyamines
O O O
SO2NH C OCH2CH CH2 SO2NH C OtBu SO2NH C OCH2
NO2 NO2 NO2
Tosylamines
Product No. Product Name Unit Size
T1723 N,N ',N ''-Tris(p-toluenesulfonyl)diethylenetriamine 25g
T1723
O
O CH2CH2NH S CH3
CH3 S N O
O
O CH2CH2NH S CH3
O
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 139
Polyamines
O O
NO2
O SCl SO2Cl
O O
NO2 NO2
CH2O C Cl CH2O C O N
Amination
Product No. Product Name Unit Size
A1441 Acetoxime O-(2,4,6-Trimethylphenylsulfonate) 5g 25g
A1632 N-Allyloxycarbonyl-2-nitrobenzenesulfonamide 5g
A1137 4-Amino-1,2,4-triazole 25g 250g
A1341 Azidomethyl Phenyl Sulfide 5g
B2303 N-(tert-Butoxycarbonyl)-2-nitrobenzenesulfonamide 1g 5g 25g
B1648 N-(tert-Butoxycarbonyl)-p-toluenesulfonamide 10g 25g
B2857 tert-Butyl [Bis(4-methoxyphenyl)phosphinyloxy]carbamate 1g 5g
I0510 tert-Butyl Methyl Iminodicarboxylate 5g
C1757 N-Carbobenzoxy-2-nitrobenzenesulfonamide 5g 25g
I0497 Di-tert-butyl Iminodicarboxylate 5g 25g
B1734 Diethyl N-(tert-Butoxycarbonyl)phosphoramidate 5g
D2361 Diethyl Phosphoramidate 25g
D1899 N,O-Dimethylhydroxylamine Hydrochloride 25g 500g
D1672 Diphenylphosphoryl Azide 5g 25g 250g
M1182 Ethyl O-Mesitylsulfonylacetohydroxamate [Precursor of the Powerful Aminating Reagent] 1g 5g 25g
H0093 Hexamethylenetetramine 25g 500g
H0258 Hydroxylamine Hydrochloride 25g 500g
H0196 Hydroxylamine Sulfate 25g 500g
H0530 Hydroxylamine-O-sulfonic Acid 25g 500g
M0343 O-Methylhydroxylamine Hydrochloride 25g 500g
M0886 O-Methylhydroxylamine Hydrochloride (ca. 40% in Water, ca. 5.4mol/L) 25ml 500ml
P1235 Phthalimide DBU Salt 25g
P0403 Phthalimide Potassium Salt 25g 500g
D2479 Sodium Diformylamide 25g
T1184 Trimethylsilylmethyl Azide 1g 5g
O O
CH3 N N S CH2N3
O SO2NH C OCH2CH CH2 SO2NH C OtBu
CH3
CH3 S O N C NO2 NO2
CH3 N
O
CH3 NH2
140 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Polyamines
CH3
CH3
O O O O O
CH3 OCH3
t
BuO C NH P OCH2CH3 H2N P OCH2CH3 N . HCl O P O CH3 S O N C
OCH2CH3
CH3
H O
OCH2CH3 OCH2CH3 N3 CH3
N O
O O O
H C CH3
N
N NK NNa CH3 Si CH2N3
N
H H C CH3
O O O
References
1) S. Bienz, P. Bisegger, A. Guggisberg, M. Hesse, 2005, , 647 (Review); C. Wang, J.-G. Delcros, L.
Cannon, F. Konate, H. Carias, J. Biggerstaff, R. A. Gardner, O. Phanstiel IV, 2003, , 5129.
2) E. W. Gerner, F. L. Meyskens Jr, 2004, , 781; R. A. Casero Jr, L. J. Marton, 2007, ,
373.
3) T. Fukuyama, M. Cheung, T. Kan, 1999, 1301; T. Kan, A. Fujiwara, H. Kobayashi, T. Fukuyama,
2002, , 6267; Y. Hidai, T. Kan, T. Fukuyama, 1999, , 4711; Y. Hidai, T. Kan, T. Fukuyama,
2000, , 1570; T. Kan, A. Fujiwara, H. Kobayashi, T. Fukuyama, 2002, , 6267; M. Matoba, T.
Kajimoto, M. Node, 2008, , 1194.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 141
Porphyrins
Porphyrins
Porphyrins are the collective term for macrocyclic compounds and their derivatives, composed of
four pyrrole rings linked on the α position through four methine groups. The central nitrogens form a
stable complex with various metals such as iron, magnesium and cobalt. These metal complexes play
important roles in biochemical processes. Metal porphyrin derivatives such as hemoglobin, vitamin B12,
chlorophyll and cytochromes exist in living organisms. From the point of their specific optical and redox
characteristics, their applications to solar cells or catalysts for chemical reactions have been studied.
Porphyrins
142 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Porphyrins
Cl Cl
Cl Cl HO OH
NH N NH N NH N NH N
H2N NH2 RO OR
N HN N HN N HN N HN
Cl Cl HO OH
R = CH2CO2H Cl Cl
NH2 OR HO OH
CH3O OCH3
NH N NH N NH N N N
HO OH CH3O OCH3 CH3O Co OCH3
N HN N HN N HN N N
CH3O OCH3
F F CH3 CH3
F F F F H3C CH3
NH N NH N NH N NH N
F F CH3 CH3
N HN N HN N HN N HN
F F F F H3C CH3
F F CH3 CH3
F F
F CH3
NH N SO3 NH N
NH N NH N
N N CH3 N N CH3 HO3S SO3H
N HN N HN N HN N HN
CH3 4
. xH2O
N
N CH3 SO3H
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 143
Vitamins
Vitamins
Vitamins are a group of organic nutrients required in small quantities for a variety of biological functions
which cannot be synthesized in the body. In general, vitamins are classified into thirteen groups in human.
Deficiency of some vitamins causes a specific disease. For example, beriberi is caused by a lack of
vitamin B1. The disease is cured by restoring the vitamin to one’ s diet.
Vitamins are also classified as either water-soluble or fat-soluble vitamins. There are 9 water-soluble
vitamins: vitamin B1 (thiamine), vitamin B2 (riboflavine), niacin, pantothenic acid, vitamin B6 (pyridoxine
etc.), biotin, folic acid, vitamin B12 (cyanocobalamin), and vitamin C (ascorbic acid). The fat-soluble
vitamins comprise vitamins A (retinol etc.), D (calciferols etc.), E (tocoferols etc.), and K (phylloquinone
etc.).
The followings are vitamins, vitamin related compounds, and vitamin derivatives that can be obtained
from TCI.
Vitamins
CH3
OH O
CH3 CH3
OH (CH2)4 C OH H3C H3C CH3O O H3C CH3O O
O CH3
O HN H2C
HO
N O Ca2 HO
N O Ca2
H H
O S OH 2 OH 2
HO OH HN HO
144 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Vitamins
N N CH3 N CH3
O H
CH3 CH3
CH3 CH3
CH3
H 3C CH3 O O N N N N
CH3 Cl
CH3 O CH3
N N
HO O O
N ONa CH3 N NH2 S OH CH3 N NH2 S OH CH3 N NH2 S CH2CH2O P O P OH CH3 CH3 CH3
H HO 2
OH OH
OH
Cl . HCl . xH2O NO3
CH3
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 145
Vitamins
O
HO HO OH HO
OH HO HO OH
O CH3 OCH3
CH3O CH3
CH3 CH3 HO HO HO
CH3O CH2 CH C CH2CH2 9CH C CH3 OH HO
O OCH3 OH
OH OH HO OH
O
OH OH OH OH
HO HO HO
HO HO HO OH
HO OH HO HO OH HO OH
OH HO HO OH OH
OH
Vitamin Derivatives
146 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Vitamins
O . H2O N N
N
CH3
NH2 OH NH2 OH
N CH3 CH3
NaO OH 2 2
. xH2O . 2HNO3
Reference
W. Friedrich, in s, Walter de Gruyter, Berlin, 1988.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 147
Plant Growth Regulators
CH3 O
OH
HN CH3
H H
CO2H N N C C CO2H
H H
N Jasmonates
H N N
H Ethylene (Jasmonic Acid)
Auxins Cytokinins
(3-Indoleacetic Acid) (trans-Zeatin) OH CH3
CH3 CH3
O H
CH3 H3C H
CH3 CH3 OH CH3
CO HO
OH H 3C H
OH HO
CO2H H
O CH3 CO2H CH2 HO H H
Brassinosteroids
Abscisic Acid Gibberellins H O (Brassinolide)
(GA3) O
●Auxins
Historically, auxins were first discovered as substances which showed phototropism. To date, it
has been revealed that they play numerous roles such as initial development, budding, root growth
development, growth of flower parts and cell division. Natural auxins are 3-indoleacetic acid,
3-indolebutyric acid and phenylacetic acid. Some unnatural synthetic compounds also exhibit the same
activities.
148 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Plant Growth Regulators
Cl Cl CH2 C OH
N
H
Br Cl Cl Cl
O O O
O O
(CH2)3 C OH CH2CH2 C OH CH2 C OK CH2 C OK CH2 C OH
N N N
H H H
Cl
T0451 T1509
O
O
OCH2 C OK
C OH
Cl
I
Cl
I I
Cl
●Cytokinins
Cytokinins are regarded as substances which stimulate cell division, shoot initiation and bud formation,
when addition auxins are added. Typical structure features are adenine with an isopentenyl unit at 6
position, or with an isopentenyl unit with the methyl terminus being hydroxylated.
NH2 NH2
CH2NH Cl
N N N N
. H2SO4 O
O
N N NH C NH
. 2H2O NH C NH N
N N N N
H H 2 N N
H
K0009 Z0012
CH3
CH2NH NHCH2CH C CH2OH
O
N N N N
N N N N
H H
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 149
Plant Growth Regulators
●Jasmonates
Jasmomates have a distinct fragrance and are biosynthesized from linolenic acid, an unsaturated fatty
acid. They inhibit growth in adverse conditions, and stimulate tuber formation. They promote senescence
of leaves, suppression of fruit growth, and the induction of tuber formation in potatoes.
M1700
O
CH2 C OCH3
O
D CH3
D
●Abscisic Acid
Abscisic acid is occasionally classified as a sesquiterpene, however, it is biosynthesized from a
carotenoid (C40) precursor. It stimulates the closure of stomata in the absence of water and induces
seeds to synthesize storage proteins. It is also released when a plant experiences stress, as in lack of
nutrition, pests, root distress, or disease.
A0792 A1698
OH OH
C OH C OH
O CH3 O CH3
O O
150 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Plant Growth Regulators
O H O
O OH
O C CF3
NH CH3(CH2)29OH
HO OH O N
H H N
CH3 HO OH H
O OH CH2
References
1) Review: L. Taiz and E. Zeiger, in , 4th ed., Sinauer Associates, Sunderland, 2006 (Online version:
http://4e.plantphys.net/); R. Arteca, in , Chapman & Hall, New York,
1996.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 151
Inhibitors
Inhibitors
●Protease Inhibitors (for Biochemical Research)
In this section, proteases are categorized into three modes of actions: (1) serine protease; (2) cysteine
protease; (3) metalloprotease.1)
Serine proteases are inhibited by AEBSF, benzamidine, etc.2) Cysteine proteases are inhibited by
compounds which react with SH groups such as 2-iodoacetamide or 2-iodoacetic acid.3) Metalloproteases
are inhibited by chelating agents, EDTA or 1,10-phenanthroline.4)
In the course of protein extraction, proteolysis is considered to be a major problem because it leads to
decreasing yields. Addition of protease inhibitors helps to avoid the proteolysis and improves recovery
of the desired protein.5) In the experiment of immunoprecipitation, protease inhibitors are also used to
avoid decomposition of antigens or antibodies by proteolytic impurities.6) Protease inhibitors which are
frequently used in biochemical research are illustrated in this section.
Thiol protease inhibitors, 2-iodoacetamide and 2-iodoacetic acid, cannot be used in protein extraction,
because they form covalent bonds to the SH group of the proteins. In protein research, they are used as
an alkylation reagent to derivatize the proteins which are extracted from an electrophoresis gel for mass
spectrometric analysis.7)
AEBSF and 2-iodoacetamide gradually decompose in an aqueous solution. Their solutions should be prepared just prior to
use.
●Miscellaneous Inhibitors
Compounds which are reported to inhibit protein functions or intracellular signal transduction are
illustrated as shown below.8) Note should be taken that the functions of those compounds are not certified
as described above, however, purity is guaranteed by chemical analysis.
152 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Inhibitors
References
1) G. G. Guilbault, in
, ed. by M. K. Schwartz, Marcel Dekker, New York, 1976.
2) P. Walsmann, M. Richter, F. Markwardt, 1972, , 577; M. Mares-Guia, E. Shaw, W. Cohen,
1967, , 5777.
3) R. Arnon, 1970, , 226.
4) H. Matsubara, 1970, , 642.
5) K. Weber, J. R. Pringle, M. Osborn, 1972, , 3; J. Sambrook, D. W. Russell, in :
, 3rd ed., Cold Springer Harbor Labolatory Press, New York, 2001.
6) P. L. R. Bonner, in , Taylor & Francis, New York, 2007.
7) W. R. Gray, in , 2nd ed., ed. by T. E. Creighton, Oxford University Press, New York,
1997, Chap. 7, p. 165.
8) , ed. by T. Akiyama, K. Kohu,Yodosha, 2006.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 153
Antioxidants
Antioxidants
Living organisms acquire energy by bringing oxygen into their bodies. However, they can also be
damaged by oxidative stress. Hence they maintain complex chemical systems of multiple types of
antioxidants, which are chemical substances that protect biological materials against the effects of this
stress. Human beings utilize antioxidants in a daily life as food additives to avoid their deterioration.
Antioxidants in pharmacology are studied, particularly as treatments of stroke and nerve atrophy
diseases. Antioxidants are also widely used as ingredients of functional foods. However, some clinical
trials suggested that getting antioxidants during athletic exercise might be harmful. Functioning of the
antioxidants remains to be investigated.
■Functions of Antioxidants
(1) Scavenging of active oxygen species and radicals
Scavenging of hydrogen peroxide (H2O2), free radicals such as the hydroxyl radical (•OH), the
superoxide anion (O2−), and the radicals they produce with biological molecules.
(2) Metal inactivation
Chelating metals to inactivate a metal such as iron which promotes oxidation
(3) Oxidase inhibition
(4) Protection of disulfide bond
Inhibition of the oxidative cleavage of disulfide bonds in the proteins.
■Classification of Antioxidants
Antioxidants are classified according to their solubility.
(1) Water-soluble antioxidants
Ascorbic acid (Vitamin C), Glutathione, Lipoic acid.
Typical properties: (a) Neutralization of reactive oxygen species, (b) Inhibition of the cleaving
reaction of disulfide bonds.
(2) Fat-soluble antioxidants
α-Tocopherol (Vitamin E), gallates, resveratrol, polyphenols (e.g. ubiquinone, or coenzyme Q10),
polyene compounds (e.g. β-Carotene).
Typical properties: Antioxidation of lipids through radical scavenging activity
■Storage Precautions
Solid antioxidants can be stored in a cool and dry place, unless otherwise specified. After opening,
they should be stored under inert gases such as nitrogen or argon to prevent their oxidation. Since oily
antioxidants can deteriorate faster than solids, they should be stored under an inert gas in a refrigerator.
Refrigerated antioxidants should be warmed in a desiccator at room temperature under ambient
atmosphere just before use without opening the cap. This operation can avoid moisture uptake of the
reagents.
154 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Antioxidants
O OH
HOOC COOH
OH H2C
H2N H2N H3C CH3 H3C CH3 CH2
HS OH . HCl O O
SH SH
O N N N N O
HN H H H H
Ac HO OH
OH
O
OH
CH3 . xH2O
O N CH3
H OCH3 HO OH
OH CH2CH CH2
OH OH OH
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 155
Antioxidants
OH O O
SH O OH
O O O OCH3
H OCH3 CH3
HO
O HO O O
N HS OH O
HO N OH HS OH HO OH HO
HO
H
NH2 O
NH2 NH2 . HCl . H2O OH O
CH2OH O O O
COOH
(CH2)4 C OH (CH2)4 C OH (CH2)4 C OH
N CH3 S S S
H S S S
O
OCH3 OH OH O
HO CH3 HO
O CH3Se
OH
HO HO CH3O
HO NH2
OCH3 OH OH
OH
OH OH O
CH3 CH3 CH3
OH CH3 O CH3 CH3 O CH3 CH3 O CH3
O O CH3 CH3
OH HO CH3 2 CH3 HO CH3 2 CH3 CH3 C O CH3 CH3 2 CH3
HO O
CH3 CH3 O CH3
NaO OH OH
T2322 T2650
O
C H
CH3
CH3 O CH3
References
1) E. T. Denisov, I. B. Afanas’ev, in , Taylor & Francis, New
York, 2005; S. I. Baskin, H. Salem, in , Taylor & Francis, New York, 1997,
pp.1-21.
2) M. Ristow, K. Zarse, A. Oberbach, N. Klöting, M. Birringer, M. Kiehntopf, M. Stumvoll, C. R. Kahn, M. Blüher,
2009, , 8665.
156 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Reagents for Research of Nitric Oxide & Related Species
Popular analytical methods of NO include a chemiluminescent method, a spin trap method and
the Griess method.2) The Griess method determines NO2−, which is a metabolite of NO, while the
chemiluminescent method and the spin trap method directly determine NO. Moreover, a simultaneous
determination method of NO and NO2 using PTIO, the organic radical that selectively oxidizes NO, has
been developed.3)
L- Arginine
L-Citrulline
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 157
Reagents for Research of Nitric Oxide & Related Species
HNO (nitroxyl), which is a one-electron reduced form of NO, is also a reactive oxygen species that
has recently received much attention. It is reported to have important biological and pharmacological
activities. Especially, it is expected to be applied to the treatment of cardiovascular diseases since it
indicates a different activity from NO against the cardiovascular system. Cycloadducts formed from
9,10-dimethylanthracene and acylnitroso compounds thermally decompose to release HNO via a retro-
Diels-Alder reaction. Nakagawa have applied this phenomenon and developed a photo-controllable
HNO-releasing agent whose release of HNO is regulated by photoirradiation (330-380 nm), and reported
its utility.4) 1 is applicable to experiments because of its hydrophilicity.
O2N
O
hν : 330-380nm
N N
H O COOH O2N H2O
hν O
HNO
N N
H
O O2N
HOOC COOH
1 NH2
CO2
COOH
OH O OH
CH3
CH3 CH3 CH3 C ONO
ONO2 ONO CH3 ONO
CH3 CH3 OH
O
NH O
CH3 CH3
CH3 ONO H2N N OH CH3(CH2)5O NO
H CH3 ONO2 CH3 ONO
NH2
158 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Reagents for Research of Nitric Oxide & Related Species
HO H O
CH3 O
ONO C NHCH2CH2ONO
N NO RuCl3NO . H2O
CH3 O
H ONO2 N
Scavengers for NO
Product No. Product Name Unit Size
M0687 3-Methyl-1-phenyl-5-pyrazolone 25g 500g
A5440 PTIO 1g 5g
M0687 A5440
CH3
O
CH3
N N CH3
O N
N CH3
CH3
O
NOS Inhibitors
Product No. Product Name Unit Size
A0309 Aminoguanidine Sulfate Hydrate 25g 500g
P0644 Ammonium 1-Pyrrolidinecarbodithioate 25g 250g
C0018 L-Canavanine Sulfate Hydrate 100mg
D1321 2,4-Diamino-6-hydroxypyrimidine 25g
E0182 S-Ethylisothiourea Hydrobromide 25g
H0912 Haloperidol 5g 25g
N0660 H-Arg(NO2)-OH 5g 25g
N0661 H-Arg(NO2)-OMe・HCl 5g 25g
M1105 Melatonin 1g 5g
M0442 Methylisothiourea Sulfate 25g 500g
M1365 Nω-Monomethyl-L-arginine Acetate 100mg
D0844 Nitro Blue Tetrazolium 100mg 1g
N0399 6-Nitroindazole 25g 250g
N0827 7-Nitroindazole 1g 5g
NH O NH2
NH O NH
H2N
N NH2
. H2SO4 . xH2O N NH4
H 2N N
H
OH N . HBr
H 2 NH2 CH3 S NH2
S S . H2SO4 . xH2O HO N NH2
Cl
NH O O
NH O NH
O
O2N
N N OH
O2N
N N OCH3
CH3O CH2CH2NH C CH3
. H2SO4
H H H H
N (CH3)3 C F NH2 NH2 N H2N SCH3
HO
. HCl H 2
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 159
Reagents for Research of Nitric Oxide & Related Species
CH3
N N OH N N
H H
NH2 N N
N N N
O O2N N H
. H NO2
Cl CH3O 2
CH3 OH
. xH2O . yCH3OH
NO Detection Reagents
Product No. Product Name Unit Size
D1045 2,3-Diaminonaphthalene 1g 5g
A5301 Luminol 1g 25g
N0052 1-Naphthylamine 25g
N0063 N-(1-Naphthyl)ethylenediamine Dihydrochloride 5g 25g
A5440 PTIO 1g 5g
S0120 Sulfanilic Acid 25g 500g
S0120
SO3H
NH2
D3929
O2N
O
O
N N
H O
OH
O
OH
160 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Reagents for Research of Nitric Oxide & Related Species
References
1) M. Tanno, N. Miyata, 1994, , 36.
2) K. Kikuchi, 1994, , 20; T. Yoshimura, 1993, , 990.
3) K. Hirano, H. Maeda, T. Ishii, E. Yoneyama, 1985, , 32.
4) Y. Adachi, H. Nakagawa, K. Matsuo, T. Suzuki, N. Miyata, 2008, 5149.
5) K. Matsuo, H. Nakagawa, Y. Adachi, E. Kameda, H. Tsumoto, T. Suzuki, N. Miyata, . 2010, , 3788.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 161
Antimicrobials & Antitumors for Research and Experimental Use
O O O
O C ONa
C OK C ONa CH3CH2 O O CH3
N O N
O CH3 O CH3 H CH3
O N O N N N S
N
CH3 CH3 H H
S S O
N N
H H H H
162 Availability, price or specification of the listed products are subject to change without prior notice.
Antimicrobials & Antitumors for Research and Experimental Use
Cephems
Product No. Product Name Unit Size
A1266 7-Aminocephalosporanic Acid 5g 25g
A2075 7-Aminodesacetoxycephalosporanic Acid 5g 25g
C2242 Cefazolin Sodium Salt 5g 25g
C2224 Cefotaxime Sodium Salt 5g 25g
C2225 Ceftazidime (contains ca. 10% Na2CO3) 5g 25g
C2226 Ceftriaxone Disodium Salt Hemiheptahydrate 5g 25g
C2248 Cephalexin Monohydrate 5g 25g
C2226 C2248
O
O O
C OH
C ONa N ONa
O O CH3
N N O N
CH3ON O S N
C C N S CH3
N H H
N S
H2N S . 3 1/2H2O NH2
H H
. H2O
Aminoglycosides
Product No. Product Name Unit Size
F0649 Fradiomycin Sulfate 25g
G0349 G418 Disulfate 1g 5g
K0047 Kanamycin Monosulfate 5g 25g
S0585 Streptomycin Sulfate 25g 500g
S0834 Streptomycin Sulfate [for Protein Research] 5g 25g
T2503 Tobramycin 5g
Macrolides
Product No. Product Name Unit Size
A2076 Azithromycin Dihydrate 1g 5g
C2220 Clarithromycin 1g 5g 25g
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 163
Antimicrobials & Antitumors for Research and Experimental Use
Others
Product No. Product Name Unit Size
A2190 Artemether 5g 25g
A2118 Artemisinin 5g
A2191 Artesunate 5g 25g
C2255 Chloramphenicol 25g 250g
C2256 Clindamycin Hydrochloride Monohydrate 5g 25g
C2257 Clindamycin Phosphate 5g 25g
C2408 Cyclosporin A 100mg 1g
D3793 Dihydroartemisinin 1g 5g
G0334 Geldanamycin 10mg
L0166 Lincomycin Hydrochloride Monohydrate 5g 25g
Q0056 Quinacrine Dihydrochloride Hydrate 25g
Q0028 Quinine 25g 500g
R0079 Rifampicin 5g 25g
T2525 Tetracycline Hydrochloride 25g
O O O O O O
O O O Cl
O OH N C NH
CH3 CH3 CH3
HO CH CH CH3
O O O O CH3
H H H H H H NH CHCl2 O
HO
O
O2N . HCl
HO
HO
CH3O O H
O
. H O
2
SCH3
H H O CH3
CH3 CH3
164 Availability, price or specification of the listed products are subject to change without prior notice.
Antimicrobials & Antitumors for Research and Experimental Use
Cl N N N . HCl N N N N N N N
HN
. H2O HN CH2CH3 CH3CH2
N
N F CH2CH2F
. 1 1/2H2O CH3
O O O O
O O O O O O
F C OH F C OH C OH F C OH C OH
N
N N
CH3
N N
. HCl .3H2O
CH3 N N N N N N N
N O HN F CH2CH3
CH3 CH3 HN CH2CH3 HN CH2CH3
CH2CH3
T2506
O O
F C OH SO3H
N N N
.
F
CH3
NH2
. xH2O
F
Sulfonamides
Product No. Product Name Unit Size
S0595 Silver Sulfadiazine 5g 25g
S0581 Succinylsulfathiazole Hydrate 25g 500g
S0582 Sulfabenzamide 25g
S0578 Sulfacetamide Sodium Salt Hydrate 25g 250g
S0579 Sulfadiazine 25g
S0359 Sulfadimethoxine 25g
S0589 Sulfadimethoxine Sodium Salt 5g 25g
S0464 Sulfaguanidine 25g 500g
S0586 Sulfamethazine 25g 250g
S0583 Sulfamethazine Sodium Salt 25g 500g
S0360 Sulfamethizole 25g
S0361 Sulfamethoxazole 25g
S0591 Sulfamethoxypyridazine 5g 25g
S0592 Sulfamonomethoxine 5g 25g
S0119 Sulfanilamide 25g 500g
S0381 Sulfanilamide [for Diazotization Titration] 25g
S0833 Sulfanilamide [for Biochemical Research] 5g
S0071 Sulfapyridine 25g 500g
S0580 Sulfasalazine 25g
S0272 Sulfathiazole 25g 500g
S0362 Sulfisomidine 1g
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 165
Antimicrobials & Antitumors for Research and Experimental Use
NH2
NH2
O
C OH N NHSO2 NH2
OH
O S NHSO2 NH2 N
N NHSO2 NH2
N NH S N N
O CH3 N CH3
Others
Product No. Product Name Unit Size
C2301 Chloroquine Diphosphate 25g 500g
D3769 Diazolidinyl Urea 25g 250g
I0138 Isonicotinic Acid Hydrazide 25g 500g
M1664 Methotrexate Hydrate 1g 5g
T2286 Trimethoprim 25g
O N N NH2
CH3 O CH3 CH3O
CH2CH3 O N OH N N
NHCH(CH2)3N C NHNH2 N NH2
CH2CH3
O NH2 CH3O CH2
HO N N N O N
H
HN CO2H
Cl N
. 2H3PO4 HO OH . xH2O CH3O N NH2
N CO2H
166 Availability, price or specification of the listed products are subject to change without prior notice.
Antimicrobials & Antitumors for Research and Experimental Use
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 167
Antimicrobials & Antitumors for Research and Experimental Use
V0098
NH2
N N
HO N N
HO
O . H2O
OH
168 Availability, price or specification of the listed products are subject to change without prior notice.
Antimicrobials & Antitumors for Research and Experimental Use
O
O
HO CH2CH3
O OH
CH2CH2 C O
C NH C N O O NH3 Cl
H H
H
C O Cl NH3
H2N N N Pt
O
N O Pt
N
N CH2HN Ca2
Cl NH3
O NH3
O C H
. O N O
O xH2O O H
O CH3 CH3O
O
CH2CH3 O O O NH C CH
OCH3 CH3 CH3
CH3 O O F N
HO O H
N O O OH NH O
HO CH3
HO CH3O
OCH3 OH
N O CH3O CH3
CH3CH2 OH O O N O CF3 O
H CH3
O
NO2 NH2
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 169
Antimicrobials & Antitumors for Research and Experimental Use
T2477 V0098
NH2
O O N N
OH
N
H HO N N
CH3 CH3 CH3 HO
N
O . H2O
CH3
OH
References
1) A. Fleming, 1929, 10, 226.
2) a) The collection of antibiotics reviews: 2005, , 391-774.
b) Recent advances in the chemistry and biology of naturally occurring antibiotics: K. C. Nicolaou, J. S. Chen, D. J.
Edmonds, A. A. Estrada, 2009, , 660.
3) a) Quinolone generations: P. Ball, 2000, , 17.
b) L. A. Mitscher, 2005, , 559.
4) Antifungal activity : T. Arika, M. Yokoo, T. Hase, T. Maeda, K. Amemiya, H. Yamaguchi,
1990, , 2250.
5) a) vs HIV-1 virus: H. Mitsuya, K. J. Weinhold, P. A. Furman, M. H. St. Clair, S. N. Lehrman, R. C. Gallo, D. Bolognesi, D. W.
Barry, S. Broder, 1985, , 7096.
b) Sugar-modified nucleoside syntheses review: E. Ichikawa, K. Kato, . 2001, , 385.
6) Review: M. E. Wall, M. C. Wani, 1995, , 753.
7) a) Inducing transgene silencing by DNA methylation: L. Broday, Y.-W. Lee, M. Costa, 1999, , 3198.
b) Chemical synthesis: M. W. Winkley, R. K. Robins, 1970, , 491.
8) a) Structure elucidation: N. Tsuji, M. Kobayashi, K. Nagashima, Y. Wakisaka, K. Koizumi, 1976, , 1.
b) Chemical synthesis: K. Mori, K. Koseki, 1988, , 6013.
9) D. Huangfu, R. Maehr, W. Guo, A. Eijkelenboom, M. Snitow, A. E. Chen, D. A. Melton, 2008, , 795.
10) Evaluation as an antitumor agent: J. G. Supko, R. L. Hickman, M. R. Grever, L. Malspeis,
1995, , 305.
170 Availability, price or specification of the listed products are subject to change without prior notice.
Reagents for Pharmacological Research
Antihypertensive Ingredients
NHNH2 HO O (CH2)4NH2
HOCH2 N (CH2)3CH3
SO2NH2
NH . H2SO4 N
N CH2CH2NH C NH2
N . HCl N CH3 N
H
2 NH C Cl O
N . 2H2O O OH K
O N
N
N N
R0007 S0260
O
N H3C O
CH3O N H
HH
O H3C H
H
CH3O OCH3
O
O OCH3 H H
OCH3
OCH3 O S C CH3
O
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 171
Reagents for Pharmacological Research
Anthelmintic Ingredients
CH2COOH O
Antihistamine Ingredients
NH2 S O
N
O
N . HCl HO C
OH
N (CH2)3CH
CH3 O
C C OH
. HO
CH3 OH OH
CH3
. HCl O N N
N
C OCH2CH3 CH3
. HCl
CH3
O
172 Availability, price or specification of the listed products are subject to change without prior notice.
Reagents for Pharmacological Research
Anti-inflammatory Ingredients
H H H H H H
O O O
Antilipemic Ingredients
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 173
Reagents for Pharmacological Research
CH3
S0509
HO O
O
O
CH3 O
CH3 CH3 H
CH3
CH3
174 Availability, price or specification of the listed products are subject to change without prior notice.
Reagents for Pharmacological Research
. H2SO4 . H2O N N
H
O O
O
HO P ONa OH NH CH3
HO CHCH2NHCH2CH3 . HCl H2NO2S
N S N NH
H2NCH2CH2 C OH OH H
O
S N NH2
HO P ONa NH2 HO H N CH2CH2O C
. xH2O HO O . HCl
O
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 175
Reagents for Pharmacological Research
N OCH2CHCH2 N N Br
O O CH2
OH O CH3O C C OCH2CH2N
CH3O CH3
N N NH2 O CH3
CH3 O N CH3 N
H
CH3 . HCl
O C N
CH3 CH3
N
H
O OH . 1/2 H2SO4
176 Availability, price or specification of the listed products are subject to change without prior notice.
Reagents for Pharmacological Research
X0063
N CH3
CH3
N CH2 C CH3
H
CH3
CH3
. HCl
Cosmetic Ingredients
P0028 H0603
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 177
Buffers
Buffers
●Good's Buffers
In the field of biochemical research, buffering agents perform a very important function. The Tris buffers
widely used today have a primary amino group and they are known to frequently cause inhibition problems
in biological systems. Furthermore sufficient buffering power cannot be obtained under pH7.5.
Good and co-workers have developed buffers to overcome the above-noted defects and their superiority
has been indicated by the Hill reactions. These buffers are referred to as Good’ s Buffers being named
after the inventor.
【Characteristics】
1) Acid dissociation constant p a is between 6∼8. 6) Low complexation ability with metal ions.
2) High water solubility. 7) Chemically stable.
3) Low penetration through biomembranes. 8) Low in absorption of visible and ultra-violet rays.
4) Low base effect toward biological systems.
5) p a is less affected by concentration, temperature and ion composition.
178 Availability, price or specification of the listed products are subject to change without prior notice.
Buffers
●Instant Buffers
Instant buffers are in granulated form. Dissolve immediately in purified water to give the desired buffer
solution.
Soerensen Buffers
Product No. Product Name Unit Size
I0241 Instant Buffer S64 pH 6.4 (acc. to Soerensen) 50packs
I0243 Instant Buffer S70 pH 7.0 (acc. to Soerensen) 50packs
I0245 Instant Buffer S74 pH 7.4 (acc. to Soerensen) 50packs
Kolthoff Buffers
Product No. Product Name Unit Size
I0234 Instant Buffer K40 pH 4.0 (acc. to Kolthoff) 50packs
■Preparation
Dissolve 1 pack of the product in purified water and adjust to 100mL. (Accuracy : pH ±0.05, 18℃ )
●Others
Product No. Product Name Unit Size
B0673 Buffer Solution pH 10 (NH4OH-NH4Cl) [for Chelatometric titration] 500ml
B2904 Buffer Solution pH 8.7 (6mol/L Guanidine Hydrochloride) 100ml
References
N. E. Good, G. D. Winget, W. Winter, T. N. Connolly, S. Izawa, R. M. M. Singh, 1966, , 467; W. J. Ferguson, K.
I. Braunschweiger, W. R. Braunschweiger, J. R. Smith, J. J. McCormick, C. C. Wasmann, N. P. Jarvis, D. H. Bell, N. E. Good,
1980, , 300.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 179
pH Indicators
pH Indicators
●pH Indicators
Product No. Product Name1) Ranges of color change2) Unit Size
G0177 Methyl Violet (Y)0.1-3.2(V) 25g 500g
B0781 Benzopurpurine 4B (B)1.0-4.0(R) 25g
M0490 Acid Yellow 36 (R)1.2-2.3(Y) 25g 500g
* M0074 m-Cresol Purple (R)1.2-2.8(Y) 1g 25g
S0045 m-Cresol Purple Sodium Salt (R)1.2-2.8(Y) 1g 5g
* X0016 p-Xylenol Blue (R)1.2-2.8(Y) 1g 25g
* T0235 Thymol Blue (R)1.2-2.8(Y) 1g 25g
S0049 Thymol Blue Sodium Salt (R)1.2-2.8(Y) 1g
A0576 Aniline Yellow (R)1.2-3.0(Y) 25g
P0631 Pentamethoxy Red (RV)1.2-3.8(C) 1g 25g
B0425 Benzyl Orange (R)1.9-3.3(Y) 1g 5g
D0842 2,6-Dinitrophenol (wetted with ca. 20% Water) (sY)2.4-4.0(Y) 5g
D0109 2,4-Dinitrophenol (wetted with ca. 20% Water) (sY)2.6-4.0(Y) 25g 500g
* D0231 Methyl Yellow (R)2.9-4.0(Y) 25g
T0039 Tetrabromophenol Blue (YG)3.0-4.6(B) 1g 5g
* B0574 Bromochlorophenol Blue (Y)3.0-4.6(V) 1g
* B0631 Bromophenol Blue (Y)3.0-4.6(BV) 1g 25g
S0043 Bromophenol Blue Sodium Salt (Y)3.0-4.6(BV) 1g 5g
* C0550 Congo Red (V)3.0-5.0(RO) 25g
* M0489 Methyl Orange (R)3.1-4.4(OY) 25g
E0155 Ethyl Orange (R)3.4-4.8(Y) 25g
A5107 TBPE (YG)3.4-5.4(BV) 1g
E0054 4-Ethoxychrysoidine Hydrochloride (R)3.5-5.5(Y) 5g 25g
* B0578 Bromocresol Green (Y)3.8-5.4(B) 1g 25g
S0041 Bromocresol Green Sodium Salt (Y)3.8-5.4(B) 1g 5g
D0841 2,5-Dinitrophenol (wetted with ca. 20% Water) (sY)4.0-5.8(Y) 5g
* M0421 Methyl Red (R)4.2-6.2(Y) 1g 25g
M0424 Methyl Red Sodium Salt (R)4.2-6.2(Y) 1g 25g
L0079 Lacmoid (P)4.4-6.6(V) 1g 5g
* N0220 4-Nitrophenol (sY)4.8-7.6(Y) 25g 500g
* C0245 Chlorophenol Red (Y)5.0-6.6(R) 1g 5g
C0247 Chlorophenol Red Sodium Salt (Y)5.0-6.6(R) 1g 5g
N0223 4-Nitrophenol Sodium Salt Dihydrate (sY)5.0-7.6(Y) 25g 500g
* B0580 Bromocresol Purple (Y)5.2-6.8(V) 1g 25g
S0042 Bromocresol Purple Sodium Salt (Y)5.2-6.8(V) 1g 5g
B0632 Bromophenol Red (Y)5.2-6.8(R) 1g 25g
* B0657 Bromothymol Blue (Y)6.0-7.6(B) 1g 25g
S0044 Bromothymol Blue Sodium Salt (Y)6.0-7.6(B) 5g 25g
B0998 Bromoxylenol Blue (Y)6.0-7.6(B) 5g 25g
* N0315 Neutral Red (R)6.8-8.0(Y) 25g
A0598 Pararosolic Acid (O)6.8-8.0(VR) 25g
* P0100 Phenol Red (Y)6.8-8.4(R) 1g 25g
P0102 Phenol Red Sodium Salt (Y)6.8-8.4(R) 5g 25g
N0222 2-Nitrophenol Sodium Salt (sY)6.8-8.6(Y) 25g 500g
* N0031 α-Naphtholphthalein (O)7.0-8.6(B) 1g
* C0406 Cresol Red (Y)7.2-8.8(R) 1g 25g
S0046 Cresol Red Sodium Salt (Y)7.2-8.8(R) 1g 25g
* M0074 m-Cresol Purple (Y)7.4-9.0(V) 1g 25g
S0045 m-Cresol Purple Sodium Salt (Y)7.4-9.0(V) 1g 5g
B0817 Ethyl Bis(2,4-dinitrophenyl)acetate (C)7.5-9.1(B) 5g
* P0094 Phenolphthalein (C)7.8-10.0(P) 25g 500g
* T0235 Thymol Blue (Y)8.0-9.6(B) 1g 25g
S0049 Thymol Blue Sodium Salt (Y)8.0-9.6(B) 1g
* X0016 p-Xylenol Blue (Y)8.0-9.6(VB) 1g 25g
* C0404 o-Cresolphthalein (C)8.0-9.8(P) 25g
* T0237 Thymolphthalein (C)8.6-10.5(B) 1g 25g
* A0579 Mordant Orange 1 (YO)10.0-12.0(OR) 25g
* A0578 Alizarin Yellow GG (Y)10.0-12.0(BrY) 25g
R0010 Tropaeolin O (Y)11.0-12.8(R) 1g
T0496 1,3,5-Trinitrobenzene (wetted with ca. 40% Water) (C)11.5-14.0(O) 10g
* I0214 Indigo Carmine (B)11.6-14.0(Y) 25g
180 Availability, price or specification of the listed products are subject to change without prior notice.
pH Indicators
*We have the products available for ready-to-use for the pH determination or as titration indicators.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 181
Staining
Staining
In the area of medical science and biology, several common visualization methods using dyes and
antibodies are frequently employed to observe living tissue, cell structure, and cell function. These
methods are called staining and are utilized as one of the most indispensable techniques in this area.
In general, the three typical staining methods include: 1) Dye staining, 2) Enzyme staining, and 3)
Immunostaining. Dye staining relies on the affinity of a certain dye to specific biomolecular substrates
such as proteins, nucleic acids, lipids and saccharides that compose the target samples. Enzyme staining
or activity staining is based on enzymatic reaction while immunostaining is based on antigen-antibody
interactions.
The page below shows the dyes and treating agents such as fixing agents for staining.
182 Availability, price or specification of the listed products are subject to change without prior notice.
Staining
Treating Agents
When you stain for the first time, please perform preliminary staining, and use it after checking the optimal concentration etc.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 183
Surfactants for Biochemical Research
Surfactants are amphiphilic compounds containing both hydrophobic and hydrophilic groups and thereby
are soluble in both organic solvents and water. Owing to the characteristic behavior of surfactants to
orient at surfaces and form micelles by reducing the surface tension, they play an important role in many
practical applications including the solubilization of membrane proteins, the decrease of the nonspecific
adsorption of the material to the container surface etc. in the area of biochemistry. Surfactants are
classified as ionic or nonionic depending on the formal charge on their hydrophilic head. Ionic surfactants
can further be cationic, anionic or zwitter-ionic on the basis of the type of the charge present. The
selection of surfactants in different fields is decided according to their particular usage.
The commonly used surfactants suitable in the field of biochemical research are listed below.
TCI supplies general grade surfactants. Please refer to our web site.
184 Availability, price or specification of the listed products are subject to change without prior notice.
GC Derivatizing Reagents
GC Derivatizing Reagents
Silylation Acylation
Esterification & Alkylation
Others
For GC analysis, the substance to be analyzed must be in the gaseous form. Because of this, the
analysis of many organic compounds requires that injections, columns, and detectors are kept at
relatively high temperatures. However, many organic compounds are thermally unstable. In such cases,
it is necessary to convert the substance to be analyzed to a more volatile derivative appropriate for GC
analysis. GC derivatizing reagents such as silylating, acylating, and alkylating reagents are used for this
conversion.
Meanwhile, GC has been used for the analysis of biogenic substances. This generally requires the use
of various derivatizing reagents. As an example, trimethylsulfonium hydroxide 1 can easily convert fatty
acids, fatty acid esters, and glycerides into their methyl esters in a single step through the pyrolysis of
the corresponding sulfonium salts 2.1) The low-boiling by-product, dimethyl sulfide, does not disturb the
chromatographic separation of the samples. Therefore, the method using 1 is suitable for detection not
only of longer chain fatty acids but also of relatively short chain fatty acids. 1 has been successfully
applied for sample preparation in the analysis of fatty acids in microorganisms and human blood serum.2)
CH3
S OH
CH3 CH3
O O O
1
R C OR' R C O (CH3)3S R C OCH3 (CH3)2S
CH3OH On-column
R'=H, Alkyl, Aryl 2 by-product
■Typical Procedure
A mixture of 1mg of fatty acids is dissolved in 0.1mL toluene, and then 0.5mL trimethylsulfonium
hydroxide 1 (0.2mol/L methanol solution) is added. After 30 min at room temperature, the solution is used
for gas chromatography.
Silylation
Trimethylsilylation
Product No. Product Name Unit Size
B0511 BSA 10ml 100ml
B0510 BSA (25% in Acetonitrile) [for NH2 compounds] 12ml
* A5601 BSA [=N,O-Bis(trimethylsilyl)acetamide] 5ml
B0830 BSTFA 5ml 25ml
* A5603 BSTFA [=N,O-Bis(trimethylsilyl)trifluoroacetamide] 5ml
B3402 BSTFA-TMCS (99:1) 5ml
H0089 HMDS 10ml 100ml 500ml
M0959 N-Methoxy-N,O-bis(trimethylsilyl)carbamate [Simultaneous silylation and methoximation
reagent for GC] 5ml
M0536 N-Methyl-N-trimethylsilylacetamide 10g 25g
M1059 N-Methyl-N-trimethylsilylheptafluorobutyramide [for FID] 1ml 5ml
M0672 N-Methyl-N-trimethylsilyltrifluoroacetamide 5ml 25ml
S0162 SILREST [Column conditioner for Gas chromatography] 12ml
C0306 TMCS 25ml 500ml
* A5602 TMS-BA [=N,O-Bis(trimethylsilyl)acetamide] (25% in Acetonitrile) 5ml
T0274 TMS-HT (HMDS and TMCS in Anhydrous Pyridine) 12ml
* A5604 TMS-HT (HMDS and TMCS in Anhydrous Pyridine) 5ml
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 185
GC Derivatizing Reagents
*Five species of A5601, A5602, A5603, A5604, and A5605 are trimethylsilylating reagents prepared under strict quality
control for highly sensitive analysis. They are purified and controlled so that impure substances having high boiling points,
which are detrimental to the analysis, are below 20ppm per one component.
Dimethylsilylation
Product No. Product Name Unit Size
C0778 Chlorodimethylsilane 25ml 250ml
T0833 1,1,3,3-Tetramethyldisilazane 5ml 25ml
Alkyldimethylsilylation
Product No. Product Name Unit Size
B1906 N,O-Bis(tert-butyldimethylsilyl)acetamide 5g
B1043 1-(tert-Butyldimethylsilyl)imidazole 1g 5g
B1150 N-(tert-Butyldimethylsilyl)-N-methyltrifluoroacetamide 1g 10g
D1590 Chlorodimethylpropylsilane 5ml 25ml
D0135 Dimethylethylchlorosilane 5g 25g
D1516 1-(Dimethylethylsilyl)imidazole 1g 5g
D1594 Dimethylisopropylchlorosilane 5ml 25ml
D1596 1-(Dimethylisopropylsilyl)imidazole 1g 5g
D1572 1-(Dimethylpropylsilyl)imidazole 1g 5g
B0995 TBSCl 5g 25g 100g
Halomethylsilylation
Product No. Product Name Unit Size
B0990 1,3-Bis(chloromethyl)tetramethyldisilazane 5g
B0847 (Bromomethyl)chlorodimethylsilane 25g
C0605 (Chloromethyl)dimethylchlorosilane 25g 250g
Others
Product No. Product Name Unit Size
A1275 Allylchlorodimethylsilane 10ml 25ml
B1435 N,O-Bis(diethylhydrogensilyl)trifluoroacetamide [Simultaneous cyclic silylene and silyl derivatizing
reagent for GC] 1g
D1976 Dichlorodiethylsilane 5g 25g
D1816 1,3-Diphenyltetramethyldisilazane 5ml 25ml
P0854 Pentafluorophenyldimethylchlorosilane 1ml 5ml
P0908 Pentafluorophenyldimethylsilyldiethylamine 100mg
Triazenes
Product No. Product Name Unit Size
B0949 1-Benzyl-3-p-tolyltriazene 1g 25g
E0292 1-Ethyl-3-p-tolyltriazene 1g
I0280 1-Isopropyl-3-p-tolyltriazene 1g
M0641 1-Methyl-3-p-tolyltriazene 1g 25g
186 Availability, price or specification of the listed products are subject to change without prior notice.
GC Derivatizing Reagents
Onium Hydroxides
Product No. Product Name Unit Size
T0676 Tetramethylammonium Hydroxide (10% in Methanol) 25ml 500ml
T0961 3-(Trifluoromethyl)phenyltrimethylammonium Hydroxide (5% in Methanol)
[for Transesterification of Glyceride] 25ml
P0245 Trimethylphenylammonium Hydroxide (20-25% in Methanol) [for On-Column Methylation] 25ml
T1576 Trimethylsulfonium Hydroxide (0.2mol/L in Methanol) 5ml 25ml
Acylation
Others
References
1) W. Butte, 1983, , 142.
2) K.-D. Müller, H. P. Nalik, E. N. Schmid, H. Husmann, G. Schomburg, 1993, , 161; K.-D.
Müller, H. Husmann, H. P. Nalik, G. Schomburg, 1990, , 245; L. Akoto, R. Pel, H. Irth, U. A. T.
Brinkman, R. J. J. Vreuls, 2005, , 69.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 187
Standard Materials for GC
-Paraffins
1-Olefins
188 Availability, price or specification of the listed products are subject to change without prior notice.
Standard Materials for GC
Product Carbon
No.
Product Carbon
code
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 189
Labeling Reagents for HPLC
O
F NHNH2
F CH3 N CH2 C Cl N NH
N N
N N
O O N
O N O N
N N O
CH3 CH3 N
NO2 SO2N CH3 SO2N
CH3 SO2N CH3 NO2
CH3
NBD-F DBD-F DBD-COCl DBD-H NBD-PZ
For electrochemical detectors (ECD), ferrocene derivatives and NPCA6) have been reported.
Ferrocenes have been utilized as the most suitable labeling reagents for ECD because they respond
to the application of relatively low voltages, such as +0.5 V, and they are an excellent redox system
of oxidation and reduction. NPCA has been developed by the research group of University of Shizuoka
recently. NPCA reacts with various primary amines under mild conditions, followed by removal of the
THP group to obtain the corresponding α-CA derivatives which have a 6-hydroxychroman skeleton. These
derivatives exhibit intense electrochemical activity based on the 6-hydroxychroman skeleton and can be
separated efficiently by HPLC on an ODS column.
-(4-Aminobutyl)- -ethylisoluminol has been reported to be usable as a chemiluminescence labeling
reagent.7)
UV Detection
for Carboxyl Groups
Product No. Product Name Unit Size
B0949 1-Benzyl-3-p-tolyltriazene 1g 25g
A5501 4-Bromophenacyl Bromide 5g
B0633 2-Bromo-4'-phenylacetophenone 5g 25g
A5502 9-Chloromethylanthracene 1g 5g
A5503 N-Chloromethyl-4-nitrophthalimide 1g 5g
A5504 N-Chloromethylphthalimide 5g
M0815 3'-Methoxyphenacyl Bromide 5g 25g
A5505 3'-Methoxyphenacyl Bromide 5g
190 Availability, price or specification of the listed products are subject to change without prior notice.
Labeling Reagents for HPLC
NH iPr
O OCH3
O O F
C Cl C Cl NO2
CH3 CH3
N N N SO2Cl N N N NCS
CH3 CH3
F F F
NO2 NO2 NO2 OCH3
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 191
Labeling Reagents for HPLC
CH3NCS
N N
O O
O
O OAc OBz
C H O
AcO O BzO O
OH O2N CH2 C O N
AcO NCS BzO NCS
O AcO BzO
N N
O2N NO2
OCH3 O O
N0176 I0131
O
C Cl NCO
NO2
192 Availability, price or specification of the listed products are subject to change without prior notice.
Labeling Reagents for HPLC
Fluorescence Detection
for Carboxyl Groups
Product No. Product Name Unit Size
A5576 AABD-SH (=4-Acetamido-7-mercapto-2,1,3-benzoxadiazole) 100mg
A0979 7-Acetoxy-4-bromomethylcoumarin 1g
A5551 Br-Mmc (=4-Bromomethyl-7-methoxycoumarin) 1g 5g
B1926 9-(Bromomethyl)acridine 1g 5g
A5570 4-Bromomethyl-6,7-dimethoxycoumarin 100mg 1g
A5553 3-Bromomethyl-7-methoxy-1,4-benzoxazin-2-one 100mg 1g
A5502 9-Chloromethylanthracene 1g 5g
A5561 (R)-(-)-DBD-APy [=(R)-(-)-4-(N,N-Dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole]
[for e.e. Determination] 100mg
A5560 (S)-(+)-DBD-APy [=(S)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole]
[for e.e. Determination] 100mg
A5571 DBD-CO-Hz [=4-(N,N-Dimethylaminosulfonyl)-7-(N-hydrazinocarbonylmethyl-N-methyl)amino-
2,1,3-benzoxadiazole] 100mg
A5574 DBD-ED [=4-(N,N-Dimethylaminosulfonyl)-7-(2-aminoethylamino)-2,1,3-benzoxadiazole] 100mg
A5555 DBD-PZ [=4-(N,N-Dimethylaminosulfonyl)-7-piperazino-2,1,3-benzoxadiazole] 100mg
A5563 (R)-(-)-NBD-APy [=(R)-(-)-4-Nitro-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [for e.e. Determination] 100mg
A5562 (S)-(+)-NBD-APy [=(S)-(+)-4-Nitro-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [for e.e. Determination] 100mg
A5573 NBD-CO-Hz [=4-(N-Hydrazinocarbonylmethyl-N-methylamino)-7-nitro-2,1,3-benzoxadiazole] 100mg
A5554 NBD-PZ (=4-Nitro-7-piperazino-2,1,3-benzoxadiazole) 100mg
A5554
N NH
N
O
N
NO2
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 193
Labeling Reagents for HPLC
O N N N N
N O O O
N O
CH3 N N N
SO2N CH3 CH3 CH3
SO2N CH3
CH3 SO2N SO2N SO2N
CH3 CH3 CH3 CH3
194 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Labeling Reagents for HPLC
O O O Cl
O C H O C OH O C OH
N
OCH3
N N O
O C H N
O NO2
O O
N C H NH(CH2)5 C O N
N N O
O
C H O
N N
O
NO2 SO2N(CH3)2
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 195
Labeling Reagents for HPLC
A5573 A5557
CH3 O
NHNH2
N CH2 C NHNH2
N
N . H2NNH2
O
O N
N
NO2
NO2
N N O N O
N N
O O
O N N O
N CH3 N
CH3
SO2NH2 SO2NHCH2CH2N SO2N NO2
CH3 CH3 N
196 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Labeling Reagents for HPLC
A5593 P1214
F
O N O
N
O
N
NO2
Chemiluminescence Detection
A5304 D2339
O O
NH NH
NH NH
H2N(CH2)4N S C N
CH2CH3 O O
Electrochemical Detection
O O
O
B(OH)2 O CH3 O
CH2 C OH C NHNH2 O O O
C O N
Fe Fe C O N
Fe CH3 O CH3
Fe
O CH3 O
References
1) K. Imai, Y. Watanabe, 1981, , 377; Y. Watanabe, K. Imai, . 1982, , 723; Y.
Watanabe, K. Imai, . 1984, , 279.
2) T. Toyo’ oka, T. Suzuki, Y. Saito, S. Uzu, K. Imai, 1989, , 413; T. Toyo’ oka, T. Suzuki, Y. Saito, S. Uzu, K. Imai,
1989, , 1233; K. Imai, S. Uzu, T. Toyo’ oka, . 1989, , 1395.
3) K. Imai, T. Fukushima, H. Yokosu, . 1994, , 107; Tokyo Kasei Kogyo Co., Ltd., Jpn. Kokai Tokkyo
Koho 7 238075, 1995.
4) S. Uzu, S. Kanda, K. Imai, K. Nakashima, S. Akiyama, 1990, , 1477.
5) T. Toyo’ oka, M. Ishibashi, Y. Takeda, K. Nakashima, S. Akiyama, S. Uzu, K. Imai, . 1991, , 61.
6) NPCA: Succinimidyl (2 )-6-(Tetrahydro-2 -pyran-2-yloxy)-2,5,7,8-tetramethylchroman-2-carboxylate
T. Sasaki, T. Fukushima, M. Ohishi, T. Toyo’ oka, . 2008, , 888.
7) T. Kawasaki, M. Maeda, A. Tsuji, . 1985, , 121.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 197
Reagent for Protein Analysis DAABD-Cl
Cl
N
O
N
CH3
SO2NHCH2CH2N
CH3
DAABD-Cl 1
The relationship between genes and diseases has been studied extensively since the completion of
human genome project in 2003. The direct cause of these diseases is sometimes related to the proteins
produced in the human body by the human genome. The study of these proteins,“Proteomics”is very
important in order to understand the relationship between genes and diseases.
The general method for protein analysis is isolation of the targeted protein by 2-D gel electrophoresis,
followed by digestion with proteases to yield peptide fragment mixtures, which are then analyzed by MS/MS
to identify the fragments, from which the isolated protein can then be reconstructed. However several problems
still remain with 2-D gel electrophoresis, as extremely acidic, basic, or hydrophobic proteins cannot be fully
separated. Furthermore, only the highly skilled experts are able to manage the 2-D gel electrophoresis to obtain
reproducible data. For these reasons, new and improved methods for protein analysis have been explored.
Imai and co-workers have developed a new method for protein analysis with use of DAABD-Cl (1). This
new method can analyze proteins with high precision. Imai and co-workers extracted proteins from .
, and the extracted proteins were first reacted with tris(2-carboxyethyl)phosphine in a buffer solution
in order to reductively cleave the S-S bonds to yield the primary proteins. The resulting SH functional
groups of resulting proteins were derivatized by reaction with DAABD-Cl to yield fluorescent labeled
protein mixtures (2). The fluorescent labeled protein mixtures were separated by fluorescence HPLC to
obtain fractions consisting of DAABD labeled proteins (Figure 1). The selected DAABD labeled protein (3)
was isolated and digested using trypsin to obtain the peptide mixtures (4) consisting of DAABD labeled
peptides and other peptides. The peptide mixtures were analyzed by LC-MS/MS and the resulting mass
spectral data were analyzed to identify the original protein by the MASCOT database system (Scheme 1).
* *
*
A B
A * *
* B
* *
etc. etc.
C C
* * * *
*
* etc.
A
198 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Reagent for Protein Analysis DAABD-Cl
B C
The chlorine at 7 position of DAABD-Cl reacts specifically with SH groups. DAABD-Cl itself is non-
fluorescent, however the resultant DAABD-derivative is strongly fluorescent, due to the benzoxadiazole
skeleton coupled to the SH group. Generally, there are not many S-S bonds and SH group in proteins,
and consequently target proteins can be labeled with DAABD-Cl in an efficient manner. Additionally,
both excitation and emission wavelengths of DAABD derivatives are long, allowing highly sensitive and
selective protein analysis. Furthermore, DAABD-Cl has a dimethylamino group at 4 position, and therefore
high intensity cations can be obtained with electron spray ionization during MS analysis. Therefore,
extremely small quantities of peptides can be analyzed.
DAABD-Cl is a labeling reagent, which can effectively permit the collection of the target protein through
fluorescence HPLC and analysis by MS/MS. This protein analysis reagent that Imai and co-worker have
developed allows one to identify a very small amount of protein with good precision. It is expected that
this technique can be used in many applications, including the identification of abnormal or pathogenic
proteins in living organism.
References
M. Masuda, C. Toriumi, T. Santa, K. Imai, 2004, , 728; M. Masuda, H. Saimaru, N. Takamura, K. Imai,
2005, , 556; T. Ichibangase, K. Morita, K. Koike, K. Imai, 2007, , 2841; K. Imai, JP Patent
4558297.
Related products
Product No. Product Name Unit Size
T1656 Tris(2-carboxyethyl)phosphine Hydrochloride 1g 5g 25g
B2904 Buffer Solution pH8.7 (6mol/L Guanidine Hydrochloride) 100ml
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 199
Ion-Pair Reagents for HPLC
Acidic Samples :
Basic Samples :
UV and fluorescence detectors are widely used. Therefore ion-pair reagents must lack UV absorption
and fluorescence themselves to obtain highly sensitive detection of samples. The UV absorption of
sodium alkanesulfonates and quaternary ammonium salts is minimal so that these reagents can be
used for reliable HPLC analysis. On the other hand, when a sample lacks sufficient UV absorption
or fluorescence, the use of sodium 9,10-dimethoxyanthracene-2-sulfonate allows for high-sensitivity
detection as a fluorimetric ion-pair reagent.
Recently, use of LC-MS in which mass spectrometry is incorporated in HPLC as a detector has
become widespread. Sodium alkanesulfonates, a general ion-pair reagent, being non-volatile crystals pose
a problem in that they contaminate the interface. The IPC-PFFA series is made of highly volatile ion-pair
reagents allowing for continuous LC-MS analysis without contaminating the interfaces.
【Examples】
1.When 0.5mol/L Tetrabutylammonium Phosphate is used:
The reagent (10mL) is diluted to 1L with an aqueous solvent such as methanol - water.
(pH adjustment is not required because the reagent is already buffered.)
2.When Tetrabutylammonium Hydroxide is to be used:
1) The reagent (12.5mL) is diluted to 1L with an aqueous solvent such as methanol - water.
2) The pH is adjusted to 7.5 by the addition of an aqueous phosphoric acid (10%).
R4 N X
200 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Ion-Pair Reagents for HPLC
for LC/MS
R2 NH2 X
【Examples】
1) Sodium 1-Heptanesulfonate 1.011g (0.005mol) is weighed out.
2) The reagent is dissolved in 1L of an aqueous solvent such as methanol - water.
3) The pH is adjusted to 3.5 by the addition of aqueous phosphoric acid (50%).
R SO3 Na
for LC/MS
Rf COOH
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 201
Ion-Pair Reagents for HPLC
202 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Solvents for HPLC & Spectrophotometry
for HPLC
for Spectrophotometry
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 203
Chromatography Columns for HPLC
Product Line
Column Retention Power Analytes
(Normal Phase)
TCI Chiral MB-S High Low Polarity Carbonyls (Amides, Esters, Ketones, Lactones,
TCI Chiral BP-S Medium Moderate Polarity Carboxylic acids, -Protected amino acids), Alcohols,
TCI Chiral CH-S Weak High Polarity Diols, Sulfonyls and others
Sample : Butyl Lactate 0.0 2.5 5.0 7.5 Time(min) 0.0 2.5 5.0 7.5 Time(min) 0.0 2.5 5.0 7.5 Time(min)
O
<Reversed Phase>
O
Acetonitrile / Water = 10 / 90
OH
TCI Chiral MB-S(5μm) TCI Chiral BP-S(5μm) TCI Chiral CH-S(5μm)
204 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Chromatography Columns for HPLC
Column TCI Chiral MB-S TCI Chiral BP-S TCI Chiral CH-S
Particle Size 3μm 5μm 3μm 5μm 3μm 5μm
2.0mmI.D.×50mm S3816 S3846 S3826 S3856 S3836 S3866
2.0mmI.D.×150mm S3812 S3842 S3822 S3852 S3832 S3862
2.0mmI.D.×250mm S3813 S3843 S3823 S3853 S3833 S3863
4.6mmI.D.×50mm S3815 S3845 S3825 S3855 S3835 S3865
4.6mmI.D.×150mm S3810 S3840 S3820 S3850 S3830 S3860
4.6mmI.D.×250mm S3811 S3841 S3821 S3851 S3831 S3861
10.0mmI.D.×250mm − S3870 − S3880 − S3890
20.0mmI.D.×250mm − S3871 − S3881 − S3891
㪘㫅㪸㫃㫐㫋㪼㫊
Basic compounds Acidic compounds
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 205
Chromatography Columns for HPLC
TCI Dual TCI Dual TCI Dual Kaseisorb LC TCI Dual TCI Dual
Column
ODS-CX10 ODS-CX15 ODS-CX20 ODS-SAX Super ODS-AX10 ODS-AX20
2.0mmI.D.×50mm S3705 S3765 S3715 S1821 S3725 S3735
2.0mmI.D.×100mm S3707 S3767 S3717 − S3727 S3737
2.0mmI.D.×150mm S3702 S3762 S3712 S1298 S3722 S3732
2.0mmI.D.×250mm S3703 S3763 S3713 S1299 S3723 S3733
4.6mmI.D.×50mm S3704 S3764 S3714 − S3724 S3734
4.6mmI.D.×100mm S3709 S3769 S3719 − S3729 S3739
4.6mmI.D.×150mm S3700 S3760 S3710 S1292 S3720 S3730
4.6mmI.D.×250mm S3701 S3761 S3711 S1293 S3721 S3731
10.0mmI.D.×150mm S3706 S3766 S3716 − S3726 S3736
10.0mmI.D.×250mm S3708 S3768 S3718 − S3728 S3738
206 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Chromatography Columns for HPLC
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 207
Chromatography Columns for HPLC
■TCI OPTI-GUARDTM-3
The TCI OPTI-GUARD-3 series are guard column cartridges. The cartridges need to be mounted in a
holder. The column size is 3 mmI.D.×15 mm.
This series is recommended for purifications using 4.6mmI.D. HPLC columns.
208 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Reagents for Electrophoresis
1 2 3 4 5 [Example of electrophoresis]
Concentration of gel for separation: 7.5%
200 kDa Staining: Ag-staining
Sample proteins: commercially available
116.3 kDa molecular weight marker
97.4 kDa
66.2 kDa Lane 1 : 250 ng
Lane 2 : 62.5 ng
45 kDa Lane 3 : 16 ng
Lane 4 : 4 ng
Lane 5 : 0 ng
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 209
Reagents for Electrophoresis
Solutions
CBB R-250 staining solution : 0.25% CBB R-250, 50% methanol, 10% acetic acid
Destaining solution : 50% methanol, 10% acetic acid
Procedure
1. Soak gel after electrophoresis in CBB R-250 staining solution with gentle agitation for 1 h.
2. Transfer the gel after step 1 into the destaining solution and gently agitate for 10 min.
3. Destain the gel until it gives an appropriate stained image by changing the destaining solution
several times.
4. After destaining, transfer the gel into pure water and gently agitate for 1 h.
Solutions
Fast Green FCF staining solution : 0.1% Fast Green FCF, 30% ethanol, 10% acetic acid
Destaining solution : 30% ethanol, 10% acetic acid
Procedure
1. Soak gel after electrophoresis in Fast Green FCF staining solution with gentle agitation for 1 h.
2. Transfer the gel after step 1 into the destaining solution and gently agitate for 10 min.
3. Destain the gel until it gives an appropriate staining image by changing the destaining solution
several times at 10-minute intervals.
4. After destaining, transfer the gel into pure water and gently agitate for 1 h.
1 2 3 4 [Example of staining]
200.0 kDa Concentration of gel for separation: 10%
116.3 kDa Staining: Ag-staining
95.5 kDa Sample proteins: commercially available
66.2 kDa molecular weight markers
■Typical Procedure Reversible protein staining with Acid Red 112 (Ponceau-S)4)
Acid Red 112 gives a pinkish staining image. Because the staining with the dye is reversible and
the dye can be removed from stained protein, immunoassay and other analyses can be carried out after
destaining.
Solution
Acid Red 112 staining solution: 0.1% Acid Red 112, 5% acetic acid
Procedure
1. Soak the protein-blotted membrane into Acid Red 112 staining solution and gently agitate for 2 min.
2. Transfer the membrane into pure water and destain until it gives an appropriate staining image.
3. When required to completely remove the dye from the stained protein, gently agitate the membrane
in 0.1mol/L NaOH.
210 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Reagents for Electrophoresis
[Example of staining]
5 μg Bovine serum albumin, with the amount shown in
the figure, is spotted on a nitrocellulose membrane
2.5 μg and stained with Acid Red 112.
1 μg
500 ng
250 ng
100 ng
0 ng
References
1) J. Sambrook, D. W. Russell, in , 3rd ed., Cold Spring Harbor Laboratory Press,
New York, 2001.
2) U. K. Laemmli, 1970, , 680.
3) M. J. Bertolini, D. L. Tankersley, D. D. Schroeder, . 1976, , 6.
4) R. Simpson, in , Cold Spring Harbor Laboratory Press, New York, 2003.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 211
TLC Stains
TLC Stains
GC and HPLC are commonly used as methods for highly sensitive separation analysis. Novel
detection methods and high resolution columns have been developed, thereby highly-sensitive and
highly-selective separation analysis is now routinely performed. Furthermore, the substances that are
being analyzed are of a wide variety, ranging from such things as trace biological constituents to trace
environmental pollutants. GC and HPLC are playing important roles in the advancement of today’ s
microanalytical technology.
Thin-layer chromatography (TLC) is also an important analytical tool, being used to confirm the progress
of reaction, and for evaluation of HPLC separation conditions. Furthermore, the Japanese Pharmacopoeia
(JP) has established that the identification tests by TLC must be conducted for many of the natural
medicines, such as Scutellaria Root, Phellodendron Bark and Rhubarb, etc. As mentioned, TLC is still an
important method of simple separation analysis, which widely used in the many fields.
The Rf-value is a very important piece of data that is provided by TLC. When TLC development
conditions are same, the Rf-value is characteristic for a substance. Therefore, the Rf-values are often
used for identification of substances. Additionally, selective detection of compounds is possible by
choosing the appropriate TLC stains. For example, after development of the TLC plate, if one seeks to
identify a compound containing an amino group, the TLC plate is treated with ninhydrin solution which
stain only those compounds with an amino group. There are many types of TLC stains reported and used.
To obtain accurate results, it is important to select the appropriate TLC stains.
The below table indicates typical TLC stains and the corresponding functional groups. Each of them is
prepared so that can be used straight away after the TLC development.
Related product
Product No. Product Name Unit Size
N0094 Ninhydrin Spray (0.5% in 1-Butanol) 200ml
212 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
NMR Spectrometry
NMR Spectrometry
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 213
NMR Spectrometry
214 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Enantiomer Excess & Absolute Configuration Determination
Most biologically active compounds including pharmaceuticals have chiral molecular structures with
one or more stereogenic centers. The absolute configuration of pharmaceuticals is very important for
biological activity. Generally one enantiomer has medicinal activity while the other enantiomer has no
activity. In some cases the opposite enantiomer gives rise to adverse and harmful effects. For this reason
it is of great significance to obtain enantiopure compounds and to develop chiral auxiliaries for the
determination of their absolute configurations and enantiomeric excess. Various kinds of reagents have
been developed to determine their absolute configurations and enantiomeric excess by NMR1), HPLC2)
and CD exciton chirality method3). A chiral shift reagent, Chirabite-AR (1), developed by Ema . is also
one of the such reagents, and the optical purity can be easily measured using NMR.4)
HN
O N O
HN
O
NO2
O
HN
O N O
HN
C2184 Chirabite-AR 1
Chirabite-AR (1) is a macrocyclic compound and has a very unique cavity where the hydrogen-bond
donor and acceptor sites are well organized to enable the binding of a wide range of compounds as guest
molecules. The incorporated guest molecules experience a strong anisotropic ring-current effect arising
from the BINOL moiety, which is a chiral source, resulting in the chemical-shift nonequivalence between
the two enantiomers.
(R)(S)
(S) (R) (R)(S)
(R)(R)(S)(S)
HO
CO2H S
5.1 5.0 4.9 7 6.5 2.5 2
O
Chirabite-AR (7mg) in CDCl3 at 22℃
When conventional europium complexes are used on high-field NMR spectrometers, which are
widely spread nowadays, signal broadening occurs, and as a result, satisfactory NMR spectra cannot
be obtained. Because 1 contains no paramagnetic metals, which cause signal broadening, it can be
used for both high- and low-field NMR spectrometers. Using 1, therefore, the enantiomeric purities of
various compounds such as carboxylic acids, oxazolidinones, carbonates, lactones, alcohols, sulfoxides,
sulfoximines, sulfinamides, isocyanates and epoxides can be determined. Moreover, a protocol for its
determination is extremely easy; NMR spectra showing chemical-shift nonequivalences can be obtained
just by adding 1 to the NMR tube containing a target sample in CDCl3.
The reagent 1 is characterized by its facile use, versatility, and applicability to the low- and high-field
NMR spectrometers. Thus, 1 has been shown to possess a highly effective capacity superior to that of
the conventional chiral shift reagents.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 215
Enantiomer Excess & Absolute Configuration Determination
for NMR
O O
O C OH O C OH O
O
O O P OH
N N O
CH2 Si CH2 C OH CH2 Si CH2 C OH
O O CH3 CH3
CH3 CH3 O O
O OH OH N N N
O CO2H O H H
P OH CH3 CH3 O NO2
O CH3 CH3 O H H
N N N
OH OH CH3 O O
O
216 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Enantiomer Excess & Absolute Configuration Determination
HN C
NHCH3 NHCH3 NO2
O NH2
NO2
NH2
O CH3 O
HO CF3 HO CF3
O O
O Sm3 O
Na O N N O
O CH3 O
for HPLC
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 217
Enantiomer Excess & Absolute Configuration Determination
N
N
N
N N
O O O
N N N
O O CH3 CH3
SO2N CH3 SO2N
CH3 SO2N CH3
CH3
F
NO2
N N N
O
N
O O
NO2
218 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Enantiomer Excess & Absolute Configuration Determination
N N N N N
O O O O O
N N N N N
NO2 NO2 NO2 NO2 NO2
A5514 A5515
OAc OBz
AcO O BzO O
AcO NCS BzO NCS
AcO BzO
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 219
Enantiomer Excess & Absolute Configuration Determination
OCH3
Br COOH
Br Cl Cl
CH3 CH3O
COCl N
CH3 OCH3
NO2 NO2
P1079
O
C Cl
220 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Enantiomer Excess & Absolute Configuration Determination
CH3 O
N
CH3
References
1) J. A. Dale, H. S. Mosher, . 1973, , 512; I. Ohtani, T. Kusumi, Y. Kashman, H. Kakisawa,
. 1991, , 4092; N. Harada, M. Watanabe, S. Kuwahara, A. Sugio, Y. Kasai, A. Ichikawa, :
2000, , 1249; Tokyo Kasei Kogyo Co., Ltd., Jpn. Kokai Tokkyo Koho 2001 261613, 2001.
2) T. Toyo’oka, 2002, , 25; K. Fujii, Y. Ikai, H. Oka, M. Suzuki, K. Harada, 1997,
, 5146; K. Fujii, Y. Ikai, T. Mayumi, H. Oka, M. Suzuki, K. Harada, 1997, , 3346.
3) T. Kurtan, N. Nesnas, F. E. Koehn, Y.-Q. Li, K. Nakanishi, N. Berova, 2001, , 5974.
4) T. Ema, D. Tanida, T. Sakai, 2006, , 3773; T. Ema, D. Tanida, T. Sakai, 2007, , 10591.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 221
Standards for Mass Spectrometry & Matrix Materials
P1185 Polyethylene Glycol 600 Sulfate [for Negative Ion FABMS Standard] 1g
[Mass Spectrum]
Data : fr 1
Sample : PEG 600 Sulfate
RT : 0.203 Mode : MF-FAB[Neg.]
BP : M/Z = 97.0000 INT. = 1175.51
Scan# : 3
222 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Standards for Mass Spectrometry & Matrix Materials
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 223
Sensitivity-Enhanced MALDI-MS Analysis for Proteins
Sensitivity-Enhanced MALDI-MS
Analysis for Proteins
■Protocols
Mass spectrometer: MALDI-TOF mass spectrometer equipped with a nitrogen laser (337nm)
(1) SDS-Containing Protein Solution
A. Preparation of a Protein Solution
Adjust the SDS concentration to 0.05-0.2% (w/v) of the protein solution that was dissolved in an
appropriate buffer solution (e.g. 50mM Tris-HCl (pH7.5)-100mM NaCl).
C. Measurement
i) Spot the protein solution (0.5μL) onto a MALDI sample plate.
ii) Layer the Gel-SA suspension (1μL) onto the top of sample spot.
iii) Dry the mixture completely at room temperature under ambient atmosphere (20min∼) or
.
224 The chemical, physical and toxicological properties of some chemicals have not been thoroughly investigated. Please handle with care.
Sensitivity-Enhanced MALDI-MS Analysis for Proteins
(3) Highly Sensitive Detection of Proteins that Contain no SDS (as an application)
Gel-SA-SDS suspension enables extremely sensitive detection of proteins in MALDI-MS
A. Preparation of the Proteins
No special treatment is needed.
C. Measurement
i) Spot the protein solution (0.5μL) onto a MALDI sample plate.
ii) Layer the Gel-SA suspension (1μL) onto the top of sample spot.
iii) Dry the mixture completely at room temperature under ambient atmosphere (20min∼) or
.
iv) Acquire the spectrum
■Application
Since this method enables measurement of insoluble proteins without removing SDS, it is expected to
apply to membrane protein research.
Related products
Product No. Product Name Unit Size
D3447 Dimethyl[3-(trimethylammonio)propyl]silyl Silica Gel Chloride
(Irregular form, pore size : 6nm, particle size : 5 μm) 100mg
S0588 Sodium Dodecyl Sulfate [for Electrophoresis] 25g 500g
D2932 Sinapinic Acid [Matrix for MALDI-TOF/MS]
(3,5-Dimethoxy-4-hydroxycinnamic Acid) 5g
References
1) M. Asanuma, S. Fukuzawa, T. Matsuda, H. Hirota, Rapid Commun. Mass Spectrom. 2009, 23, 1647; S. Fukuzawa, M. Asanuma,
K. Tachibana, H. Hirota, Anal. Chem. 2005, 77, 5750.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 225
Derivatization Reagents for Mass Spectrometry
Derivatization Reagents
for Mass Spectrometry
Mass spectrometry (MS) is the method for determining the mass-to-charge ratio (m/z) of a molecule or
an atom and obtaining information such as a molecular weight. To determine m/z, first it is necessary
to ionize target analytes. Electron impact (EI) is known as the easiest ionization method. However, the
mass spectrum obtained by EI is complicated because of easy fragmentation which sometimes makes it
hard to analyze. So softer ionization methods which cause less fragmentation have been developed. They
include fast atom bombardment ionization (FAB), electron spray ionization (ESI) and matrix-assisted laser
desorption ionization (MALDI). These softer ionization methods can provide high-quality spectra without
unnecessary fragmentation.
One of the main reasons of today’ s successful proteome analysis is the development of the mass
spectrometry technique using soft ionization methods. The speed of protein analysis has been significantly
improved for the two following reasons; 1) establishment of the soft ionization method of proteins using
ESI and MALDI, 2) enhancement of precision, sensitivity and speed of time-of-flight mass spectrometry
(TOF-MS). In 1993, the peptide mass fingerprinting (PMF) method was developed, which enabled rapid
proteome analysis. Now, MS is used as an important analytical tool not only in the field of chemistry but
also in the field of biological science.
MS is also used for the analysis of trace amounts of biologically active small molecules in living bodies.
For analysis of biologically active small molecules in a complicated biological matrix, LC-MS is commonly
used. In these cases the sample is separated by HPLC and the quantity is determined by MS. FAB and ESI
are used as ionization methods for LC-MS, in which vaporization of the sample is not required. Especially, ESI
is the most used ionization method for LC-MS because it causes less fragmentation and has a wide range of
applicable compounds and high operability. However, in today’ s advanced research, sometimes we can not
get sufficient detection for trace amounts of components even using highly-sensitive LC-ESI-MS. In that case,
derivatization reagents for MS are used to increase detection sensitivity for ESI-MS. The derivatization reagents
have functional groups in the molecule that stabilize positive or negative charge. For example, 1-(5-Fluoro-2,4-
dinitrophenyl)-4-methylpiperazine (1, PPZ) developed by Higashi . is one of the derivatization reagents for
LC-ESI-MS, and is useful for the analysis of hydroxysteroids.1) 1 reacts rapidly with the phenolic hydroxy group
in estradiol to give 3- -[2,4-dinitro-5-(4-methylpiperazino)phenylestradiol. Then subsequent quaternarization of
the piperazine amino group with methyl iodide affords a positively-charged derivative which provides more than
a 2000-fold higher sensitivity compared to the original estradiol in LC-ESI-MS determination. Higashi . have
quantified the amount of estrogens in pregnant woman serum, which is clinically important for the diagnosis of
the fetoplacental function, with high precision by utilizing this procedure.
NO2
CH3
O2N N N CH3 N
OH OH
H3C F H 3C
1
N
NaHCO3
O2N
acetone, 60 °C, 1 h
HO O
Estradiol (E2) NO2
H3C CH3
N
OH
H3 C
N
MeI
O 2N
60 °C, 30 min
O
NO2
highly sensitive detection by LC-ESI-MS
226 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Derivatization Reagents for Mass Spectrometry
Maki . have reported the utility of a photo-cleavable molecular tag 2 for LDI-MS (MALDI-MS
without assistance of a matrix).2) 2 generates an MS detectable ion selectively and reproducibly upon
laser irradiation. For example, 2 reacts with amino acids, short peptides, and sugar derivatives to generate
the adducts, which, when followed by negative mode LDI-MS detection, enables easy detection without
assistance of a matrix.
O O O
CH3 O CH3 NH R
N R NH2
O rt O
O O O
CH3 CH3
O2N O2N
quantitative
2
O
CH3 NH R
LDI-MS
O
O
CH3
detectable ions with negative mode LDI-MS
■Typical Procedure
Determination of estrogens in pregnant women
10μL or 20μL sample of the serum is added to acetonitrile (100μL) containing [2,4,6,6,9-2H5]-E1 (D5-E1)
(100pg), vortex mixed for 30 sec and centrifuged at 1500×g (4℃ , 5 min). The supernatant is diluted
with water (400μL) and purified using a Strata®-X cartridge. After successive washing with water (2mL)
and 30% methanol (2mL), estrogens are eluted with ethyl acetate (1mL) and evaporated. To a solution
of estrogen in acetone (40μL), 1 (10μg) in acetone (10μL) and 1M NaHCO3 (10μL) are added, and the
mixture is then incubated at 60℃ for 1 h. The reaction mixture is diluted with 50% methanol (500μL)
and passed through a Strata®-X cartridge for desalting. After washing with water (2mL), the derivatized
estrogen is eluted with ethyl acetate (1mL) and evaporated. To the PPZ-derivative, methyl iodide (100μL)
is added. The mixture is incubated at 60℃ for 30 min, and then excess reagent is evaporated off. The
methylated PPZ-derivative is dissolved in methanol-10mM ammonium formate (1:1, v/v), an aliquot of
which is subjected to LC-MS(/MS).
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 227
Derivatization Reagents for Mass Spectrometry
N CH3 CH3 O
O N
OCH2 NO2
References
1) T. Nishio, T. Higashi, A. Funaishi, J. Tanaka, K. Shimada, 2007, , 786.
2) T. Maki, K. Ishida, . 2007, , 6427; T. Maki, 2008, , 850; Nagasaki University,
Jpn. Kokai Tokkyo Koho 2008 064739, 2008.
228 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
ESR Spectrometry
ESR Spectrometry
Electron Spin Resonance (ESR) spectrometry is an analytical method to observe and measure absorbed
energy on irradiation of the microwave to the radicals in a strong magnetic field. Recently, the function
of active oxygen species, such as the hydroxyl radical and super oxide , has attracted attention.
These radicals can be studied by the ESR spectrometry. Generally, these radicals are unstable, but when
they are first reacted with a spin trapping reagent, they can be trapped and stabilized. On the other hand,
with use of a spin labeling reagent, the molecules without radicals can also be measured with ESR.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 229
ESR Spectrometry
Spin Labels
CH3 CH3
CH3 CH3 CH3 CH3 CH3 CH3 CH3 CH3
CH3 N CH3
CH3 N CH3 CH3 N CH3 CH3 N CH3 CH3 N CH3
O
O O O O
O O
O
C OH O
CH3 CH3 CH3 (CH2)14 C OH
CH3 CH3 CH3 CH3
CH3 N CH3 CH3 N CH2CH3
CH3 N CH3 CH3 N CH3
O O
O O
230 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Fluorescent Dyes
Fluorescent Dyes
Fluorescent dyes in bioscience research are actively utilized as they provide higher sensitivity
for visualizing biomolecules such as proteins and DNA. The dyes are classified according to their
structure: fluoresceins, rhodamines, coumarins, pyrenes, cyanines, etc. This section includes precursors
of fluorescent dyes which are converted to fluorescence-emitting compounds (e.g. fluorescein
diacetate) and which emit fluorescence after conjugation with specific molecules (e.g. ethidium bromide).
Fluorescent dyes for histological stains are listed on page 182. Fluorescence labeling reagents for
HPLC analysis can be found on page 193. Our original europium fluorescent labeling reagent is shown
on page 1.
HO O OH O O O R2N O NR2
O COO COOH
n
N N
R R
O O
Coumarin Type
Cyanine Type
Pyrene Type
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 231
Fluorescent Dyes
O O
H2N 2
O
O
Eu3
O
O HO O OH NaO O O NH2
O N N O
Na NH2
O N N O
N Cl Cl Cl Cl
Br
O C ONa
R
NH2 H2N N
O
R= NH2 CH3
O
Br Br I I N Br
H2N CH2CH3 O O
C ONa C ONa
O O O
SCN O
OH
CH3 CH3 Cl
Cl SO3 Br Br
C OH
C OCH2CH3 O
O COOK
O
SO2 SO3Na
232 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Fluorescent Dyes
Br Br
Cl C OH
Cl C OH I I C ONa COOK
O O O
Cl Cl Cl Cl O
Cl Cl O
References
1) Review: G. T. Hermanson, in , 2nd ed., Academic Press, New York, 2008; R. P. Haugland, in
, 9th ed., ed. by J. Gregory, Molecular Probes, Eugene, 2002; T.
Terai, T. Nagano 2008, , 515.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 233
Chemiluminescence
Chemiluminescence
Chemiluminescence is the phenomenon of energy released as light when the excited state of
molecules by oxidation returns to the ground state. Organic substances which exhibit chemiluminescene
are luciferin, firefly luciferin, oxalate, luminol and lucigenin etc.
luciferin analogs achieve chemiluminescence through reaction with superoxide (O2‒) or
singlet oxygen (1O2). Using this characteristic, CLA and MCLA have been used in the research of the
functions of leukocytes. The maximum emission wavelengths of CLA and MCLA are 380nm and 465nm,
respectively. FCLA developed by Goto . is characterized by emitting light at a longer wavelength
(532nm). Furthermore, Red-CLA developed by Teranishi emits at an even longer wavelength. Red-CLA
exhibits high emission intensity by reaction with superoxide, and can be used for efficient analysis of
superoxide at the longest wavelength (610nm).
Firefly luciferin reacts with ATP in the presence of luciferase and magnesium ion to provide oxyluciferin
luciferyl-adenylic acid. The light with a wavelength of 562nm is emitted when activated molecules
return to the ground state by decomposition of oxyluciferin. Using this characteristic, firefly luciferin is
used in the trace detection of ATP and the activity measurement of nucleotide phosphatase etc.
Luminol reacts with hydrogen peroxide in the presence of metals such as iron or its complexes to emit
strong blue light with a wavelength of 460nm. This reaction is called the luminol test and is applied to
the identification of blood stains in forensic science. Luminol is also used for trace detection of hydrogen
peroxide and metals which catalyze this reaction.
On the other hand, oxalates are oxidized by hydrogen peroxide etc. to produce 1,2-dioxetanediones.
When these substances are decomposed, they transfer energy to coexisting fluorescent substances
which are elevated to the excited state. These excited fluorescent substances emit light during relaxation
to the ground state. Thus, the emission wavelength can be changed by choosing coexisting fluorescent
substances. This technique is applied to HPLC detection systems.
Luciferin Analogs
FCLA Free Acid has low water solubility. Therefore, it should be dissolved under basic conditions, followed by adjustment to
a suitable pH before use. Red-CLA should be dissolved a small amount of alcohol, then the alcoholic solution should be diluted
with water before use.
234 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Chemiluminescence
Firefly Luciferin
A5030
O
HO C
N N
S S OH
Luminols
NH NH NH NH
NH NH NH NH
H2N(CH2)4N H2N S C N
CH2CH3 O O O NH2 O
Acridinium
B1203
CH3
N
2NO3
N
CH3
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 235
Chemiluminescence
Oxalates
Product No. Product Name Unit Size
A5303 Bis(2,4-dinitrophenyl) Oxalate 1g 5g
A5305 Bis(pentafluorophenyl) Oxalate 1g
O0236 Bis[3,4,6-trichloro-2-(pentyloxycarbonyl)phenyl] Oxalate 5g 25g
A5302 Bis(2,4,6-trichlorophenyl) Oxalate 1g 5g
O
F F F F Cl CH3(CH2)4O C Cl Cl Cl
O O
O O O O O O
O2N O C C O NO2
F O C C O F Cl O C C O Cl Cl O C C O Cl
NO2 O2N
F F F F Cl C O(CH2)4CH3 Cl Cl Cl
O
References
1) CLA
T. Kobayashi, K. Saga, S. Shimizu, T. Goto, . 1981, , 1403; M. Nakano, K. Sugioka, Y. Ushijima, T.
Goto, . 1986, , 363.
2) MCLA
A. Nishida, H. Kimura, M. Nakano, T. Goto, 1989, , 177; A. Takahashi, H. Totsune-Nakano, M.
Nakano, S. Mashiko, N. Suzuki, C. Ohma, H. Inaba, . 1989, , 117; A. Takahashi, M. Nakano, S. Mashiko,
H. Inaba, . 1990, , 369; T. Sakurai, K. Sugioka, M. Nakano,
1990, , 27; S. Koga, M. Nakano, K. Uehara, . 1991, , 223.
3) CLA, MCLA
M. Nakano, 1988, , 2699; H. Sawada, M. Nakayama, 1988,
, 1163; H. Sawada, M. Nakayama, 1989, , 103; M. Nakano, H. Kimura, 1989, , 256; K.
Imai, in , Hirokawa Publishing, 1989; H. Sawada, K. Masuyama, M. Nakayama,
1990, , 47; M. Nakano, . 1990, , 227; M. Nakano, . 1990, , 585.
4) CLA, MCLA, FCLA
N. Suzuki, K. Suetsuna, S. Mashiko, T. Nomoto, Y. Toya, B. Yoda, H. Inaba, 1990, , 537; N. Suzuki, K.
Suetsuna, S. Mashiko, B. Yoda, T. Nomoto, Y. Toya, H. Inaba, T. Goto, . 1991, , 157.
5) Red-CLA
K. Teranishi, Tokyo Kasei Kogyo Co., Ltd., JP Patent 4453528; K. Teranishi, 2007, , 147.
6) Firefly luciferase
A. Lundin, . 2000, , 346; J. J. Lemasters, C. R. Hackenbrock, 1979, , 530.
236 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Determination of H2O2
Determination of H2O2
N N
N O N H2O2 NO O N
N Ti N N Ti N
N N N N
N N
Hydrogen peroxide is ubiquitous in nature and its effects are widespread. For instance, hydrogen
peroxide contributes to the generation of acid rain, which is a current global problem. Many biological
systems generate hydrogen peroxide in certain enzymatic oxidations. The biological substances can
be determined by measurements of hydrogen peroxide. The accurate and rapid determination of small
quantities of hydrogen peroxide is an important analytical tool for providing information in a variety of
fields.
Most of the present ultramicro analyses of hydrogen peroxide, such as POD method, are based on
hydrogen peroxide oxidation reactions. These methods suffer from interferences arising from the presence
of reducing substance in the sample. These interferences result in poor sensitivity.
Takamura and Matsubara . have developed a new spectrophotometric analysis using a Ti-porphyrin
reagent. This colorimetric method is based on the formation of a Ti-porphyrin−H2O2 complex, which is
relatively unaffected by interferences from reducing substances. The molar absorptivity of this complex
is 190,000 M-1cm-1, which is much higher than any other coloring reagents. Therefore, it is possible to
measure extremely small concentrations of hydrogen peroxide. The lower limits of detection are 10nM
by the batch method or 1pmol per injection by the flow injection analysis method (FIA). This method has
also been applied to quantitative determination of biological components. For example, the concentration
of Uric acid can be determined through an enzymatic reaction producing hydrogen peroxide which is then
captured by the Ti-porphyrin reagent.
Incorporation of FIA methodology generally allows for very rapid and highly sensitive measurements
and therefore this methodology offers a major improvement over batch methodology. In conclusion, the
combination of Ti-porphyrin−H2O2 colorimetry and flow injection analysis has been successfully used in
the ultramicro analysis of hydrogen peroxide featuring rapid analysis and high precision.
References
1) Ultra-high sensitivity spectrophotometric reagent for hydrogen peroxide
C. Matsubara, N. Kawamoto, K. Takamura, 1992, , 1781.
2) Determination of biological substances
C. Matsubara, N. Kawamoto, K. Takamura, 1992, , 215; C. Matsubara, Y. Yokoi, N. Nakamichi, K.
Takamura, 1994, , 48; Tokyo Kasei Kogyo Co., Ltd., Jpn. Kokai Tokkyo Koho 05 076395, 1993.
3) Flow-Injection analysis for hydrogen peroxide
C. Matsubara, N. Nakamichi, N. Kawamoto, K. Takamura, 1993, , 363; C. Matsubara, Y. Yokoi, M.
Tsuji, K. Takamura, . 1995, , 245; K. Takamura, N. Nakamichi, C. Matsubara, 2004, , 315;
Tokyo Kasei Kogyo Co., Ltd., Jpn. Kokai Tokkyo Koho 06 062894, 1994.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 237
Ion Association
Ion Association
Among organic analytical reagents while chelating reagents are effective only for metallic ions (cations),
Ion Association reagents which we introduce here form an ion-pair (ion association) through its interaction
of negatively charged association reagents toward cations and those of positively charged association
reagents toward anions, respectively.
This ion association, when the concentration rate is considerably high in the aqueous solution,
precipitates allowing for use in a weight analysis and precipitation titration. On the other hand, when the
concentration rate is low (<10-5M), the ion association is extracted by an organic solvent allowing the
determination of trace components by measuring through absorption spectrochemical analysis or atomic
spectrophotometry analysis. Accordingly, its application extends over considerably wide ranges.
TCI- Ion Association reagents have strictly been selected capable of coping with cases where
highly sensitive analysis is required.
Me Me F B F Na
Cl B Cl K B Na
C OH C OEt
O O
F
Cl Cl
Cl . xH2O
238 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Ion Association
A5107
Br Br
K O O
Br Br
C OEt
O
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 239
Chelating Reagents
Chelating Reagents
Complexones
Photometric Reagents
Product No. Product Name Unit Size
A0440 Alizarin Complexone 100mg 1g 5g
C0004 Calcein [for Fluorometric Determination of Ca] 1g 5g
U0001 Calcein Blue 1g
C0003 Calcein Sodium Salt [for Fluorometric Determination of Ca] 5g
B0478 Methylthymol Blue 1g 25g
X0052 Methylxylenol Blue 1g
C0405 Phthalein Complexon 1g 25g
P0344 Phthalein Complexon Sodium Salt 1g
T0238 Thymolphthalein Complexon 1g
B0477 Xylenol Orange 1g 25g
T0238 B0477
CO2H
EDTA Analogs
Product No. Product Name Unit Size
N0408 N-(2-Carboxyethyl)iminodiacetic Acid 25g
C0473 CyDTA Monohydrate 25g 500g
D2019 1,6-Diaminohexane-N,N,N ',N '-tetraacetic Acid 10g
D2424 Diethylenetriaminepentaacetic Dianhydride 5g 25g
D1330 DPTA-OH 5g 25g
D0504 DTPA 25g 500g
E0084 EDTA 25g 500g
D3901 EDTA 2K Dihydrate 25g 500g
E0091 EDTA 2Na Dihydrate 25g 500g
E0103 EDTA 2Na Solution [for Determination of water hardness] [for ppm] 500ml
E0099 EDTA 4Na Dihydrate 25g 500g
E0106 EGTA 25g 250g
E0805 EGTA [for Biochemical Research] 5g 25g
E0288 Ethylenediamine-N,N '-diacetic-N,N '-dipropionic Acid Hydrate 1g
E0480 Ethylenediaminetetraacetic Dianhydride 25g
E0393 N,N,N ',N '-Ethylenediaminetetrakis(methylenephosphonic Acid) Hydrate 25g 500g
G0229 Glycine-N,N-bis(methylenephosphonic Acid) 5g
H0243 HEDTA 25g 500g
240 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Chelating Reagents
OH
HO O HO O HO O NaO O
HO N OH HO N KO N NaO N HO N
N N N OH N OH N OH N ONa
O OH HO O O ONa
O OH O OK O OH
. 2H2O . 2H2O
O O
O O
O O
D1329 T0806
OH O
HO O
O O HO O
N N
N OH N OH
HO CH3 OH
O O 2
Azo Compounds
Naphthylazo Compounds
Product No. Product Name Unit Size
D0578 Arsenazo I Hydrate 1g 25g
A5009 Arsenazo III [Spectrophotometric reagent for U, Th, Zr and other metals, Indicator for the precipitation
titration of SO4 with Ba] 1g 5g
C0008 Calmagite [Metal indicator for Ca, Mg etc.] 1g 5g
H0250 Cal Red (1:100 diluted with K2SO4) 1g 25g
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 241
Chelating Reagents
O
AsO3HNa O O
CH3 HO C OH HO
OH OH As(OH)2 (HO)2As SO3H HO3S
HO OH HO OH
N N CH3 N N N N CH3
N N N N HO3S N N N N SO3H
HO3S SO3H
NaO3S SO3Na . xH2O HO3S SO3H
OH HO
N N OH N N
NaO3S SO3Na
N
O2N NaO3S HO
Pyridylazo Compounds
Product No. Product Name Unit Size
B1081 2-(5-Bromo-2-pyridylazo)-5-(diethylamino)phenol [for Colorimetric Determination of Cd] 100mg 1g
B1082 2-(5-Bromo-2-pyridylazo)-5-dimethylaminophenol [for Colorimetric Determination of Cd] 100mg 1g
D1552 4-(3,5-Dibromo-2-pyridylazo)-1,3-phenylenediamine [for Colorimetric Analysis of Co, Cd] 100mg 1g
A5000 PAN [=1-(2-Pyridylazo)-2-naphthol] [Metal indicator and spectrophotometric reagent for transition metals] 1g 5g
A5001 PAR [=4-(2-Pyridylazo)resorcinol] [Spectrophotometric reagent for transition metals] 1g 5g
P0910 2-(2-Pyridylazo)-5-dimethylaminophenol [for Determination of Zinc in Serum] 100mg 1g
Br
CH2CH3 CH3
Br N N N Br N N N N N OH
CH2CH3 CH3 Br N N NH2
N N N
N N N
HO HO
H2N N HO
HO
242 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Chelating Reagents
P0910
CH3
N N N
N CH3
HO
Others
Product No. Product Name Unit Size
A5005 2,2'-Dihydroxyazobenzene [Spectrophotometric and fluorimetric reagent for Al, Mg and other metals] 1g 5g
A5060 Lumogallion [Fluorimetric reagent for Al, Ga and other metals] 1g
N0135 Magneson 1g 25g
A5011 Stilbazo [Spectrophotometric reagent for Al and other metals] 1g 5g
A5002 TAR [=4-(2-Thiazolylazo)resorcinol] [Metal indicator and spectrophotometric reagent for transition metals] 1g 5g
OH HO OH HO SO3H HO
HO R CH CH R
N
HO N N
N N O2N N N OH OH N N OH
Cl S
R= N N OH
Phenanthrolines
NaO3S SO3Na N
CH3(CH2)3 N HO OH
NH
. xH2O
O2N NO2
N N
N N
N N
N N NO2
CH3 CH3
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 243
Chelating Reagents
N SO3Na
CH3
NaO3S CH3
CH3 N N
N N
N
NH
CH3 N CH3 N . HCl . H2O
O2N NO2
N N . xH2O
CH3 CH3 CH3 . 1/2H2O
NO2
P0221 P0081
N N
N . H2O N
. HCl . H2O
NH N NH N SO3 NH N NH N
NH N
HO2C CO2H N N CH3 N N CH3 HO3S SO3H
N HN N N HN N HN
HN N HN
CH3 4
N
. xH2O
CH3
CO2H N SO3H
Others
244 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Chelating Reagents
OH
NO OH OH
N
N
. HCl . 2H2O O C C O
CH3 N N
N N NaO3S SO3Na HON NOH OH
CH3
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 245
Ligands for Pharmaceutical Research
O
CH3 CH2CH3 O O SH CH3 O
O O OH
CH2 C OH CH2 C OH
CH3 P NH C CH2 N OH NH C CH2 N HO N OH
P CH3 CH2 C OH HO CH2 C OH
N N
O OH HO O
CH3 CH2CH3 O SH O CH3 O
O O
246 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Ligands for Pharmaceutical Research
NH HN O O CH3 4
O O N
O O CH3
CO2H
A5012 A5013
SO3H
NH N NH N
HO3S SO3H
N HN
N HN
. xH2O
SO3H
References
1) A. Yokoyama, 1983, , 1241.
2) A. Yokoyama, H. Saji, 1984, , 433.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 247
Food Colors by Food Sanitation Law in Japan
Food Colors
by Food Sanitation Law in Japan
F0138 F0139 F0325 F0140
F0177 Aluminum Lake
HO SO3Na I I OH CH3O HO
NaO O O
NaO3S N N N N SO3Na NaO3S N N
. H2O
I I CH3 NaO3S
COONa
SO3Na NaO3S SO3Na
Cl Cl Cl Cl SO3Na
SO3Na
Cl Cl
The undermentioned Food Colors are permitted to use for Food, Confectionery and Toy by Sanitation
Law in Japan. (Except these Food Colors, any other Food Colors cannot be used for the applications.)
F0138 Food Red No.2 25g
F0139 Food Red No.3 25g
F0177 Food Red No.3 Aluminum Lake 25g
F0325 Food Red No.40 25g
F0140 Food Red No.102 25g
F0142 Food Red No.104 25g
F0001 Food Red No.105 25g
F0143 Food Red No.106 25g
F0144 Food Yellow No.4 25g
F0178 Food Yellow No.4 Aluminum Lake 25g
F0145 Food Yellow No.5 25g
F0146 Food Green No.3 10g
F0147 Food Blue No.1 25g
F0179 Food Blue No.1 Aluminum Lake 25g
F0148 Food Blue No.2 25g
* F0177, F0178, F0179 are used for coloring not only of Food and Drink, but also of powdered Internal
Medicines diluted with Bulking Agents.
(Kind of Medicine) (Food Color) (Coloring Concentration)
Poisonous Medicine Food Blue No.1 Aluminum Lake 0.002%
Drastic Medicine Food Red No.3 Aluminum Lake 0.001%
General Medicine Food Yellow No.4 Aluminum Lake 0.005%
248 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
Food Color Testing Solutions
●A Set
Product No. Product Name Unit Size
F0118 Food Color Testing Solutions A Set [includes permitted
12 Food Colors/each 4ml] 1set (4ml×12)
●B Set
Product No. Product Name Unit Size
F0119 Food Color Testing Solutions B Set [includes prohibited
14 Colors/each 4ml] 1set (4ml×14)
●A, B Set
Product No. Product Name Unit Size
F0153 Food Color Testing Solutions A and B Set [includes permitted
12 Food Colors and prohibited 14 Colors/each 4ml] 1set (26items)
A Set
(0.1% in Water)
(1) Food Red No.2 (2) Food Red No.3 (3) Food Red No.40 (4) Food Red No.102
(Amaranth) (Erythrosine) (Allura Red AC) (New Coccine)
I I HO
HO SO3Na OH CH3O
NaO O O
NaO3S N N
NaO3S N N . H 2O N N SO3Na
I I NaO3S
CH3
COONa
SO3Na
SO3Na NaO3S
(5) Food Red No.104 (6) Food Red No.105 (7) Food Red No.106 (8) Food Yellow No.4
(Phloxine) (Rose Bengal) (Acid Red) (Tartrazine)
Br Br I I CH2CH3 CH2CH3
COONa
NaO O O NaO O O N O N NaO3S N N
CH3CH2 CH2CH3
N
HO N
Br Br I I
Cl COONa Cl COONa SO3
Cl Cl Cl Cl
SO3Na
Cl Cl SO3Na
(9) Food Yellow No.5 (10) Food Green No.3* (11) Food Blue No.1* (12) Food Blue No.2*
(Sunset Yellow FCF) (Fast Green FCF) (Brilliant Blue FCF) (Indigocarmine)
HO SO3Na SO3Na
CH2CH3 CH2CH3
NaO3S SO3 O
N CH2 N CH2 H
NaO3S N N NaO3S N
HO C C
N CH2 N CH2 N SO3Na
H
O
CH2CH3 CH2CH3
SO3Na SO3 SO3Na
* We prepared dry powder products for Food Green No.3, Food Blue No.1, and Food Blue No.2. When the examination is
conducted each time, please use fresh water solution (approx. 0.1%) after adding water upto height of shoulder of the
bottle. Especially, since Food Blue No.2 is unstable in water, we packed it in three separate bottles.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 249
Food Color Testing Solutions
B Set
(0.1% in Water)
(5) Naphthol Yellow S (6) Light Green SF Yellowish (7) Orange I (8) Orange II
(Food Yellow No.1) (Food Green No.2) (Food Orange No.1)
CH2CH3 HO
ONa O3S N
. xH2O SO3Na
NO2
N
CH3CH2 SO3Na
(9) Martius Yellow (10) Uranine (11) Guinea Green B (12) Brilliant Milling Green
(Food Green No.1) CH2CH3
OH NaO O O N
CH2CH3 CH2CH3
NO2 CH2 N N CH2
SO3Na O3S
SO3 Cl
C ONa
NO2 O
N
CH3CH2 SO3Na
SO3Na O3S
SO3
N
N CH3 CH3
CH3CH2 CH2CH3
◎ These products are prohibited to use for coloring of food, for laboratory use only.
◎ The formation of each set subject to be changed partially in accordance with amendment of the
relative law in future.
250 Chemicals itemized in this TCI Reagent Guide are for testing or research purpose only. Therefore, please note those chemicals are not guaranteed in the user's favor relating
to various problems under the Patent Law that might occur through their use.
This TCI Reagent Guide is not an all inclusive guide of all the products available from us. Please refer to our catalog for further information or visit our web site. 251
Abbreviations
Nucleic Acids
Symbol Meaning Designation
G G Guanine
A A Adenine
T T Thymine
U U Uracil
C C Cytosine
R G or A puRine
Y T or C pYrimidine
M A or C aMino
K G or T Keto
S G or C Strong interaction (3 H bonds)
W A or T Weak interaction (2 H bonds)
H A or C or T not-G, H follows G in the alphabet
B G or T or C not-A, B follows A
V G or C or A not-T (not-U), V follows U
D G or A or T not-C, D follows C
N G or A or T or C aNy
Amino Acids
Common Amino Acids Other Amino Acids
One-letter Three-letter Average Mass Three-letter
Name Name
Symbol Symbol (residue) Symbol
A Ala Alanine 71.08 Abu 2-Aminobutyric Acid
C Cys Cysteine 103.14 Aib 2-Aminoisobutyric Acid
D Asp Aspartic Acid 115.09 Asu 2-Aminosuberic Acid
E Glu Glutamic Acid 129.11 Cit Citrulline
F Phe Phenylalanine 147.17 Cha β-Cyclohexylalanine
G Gly Glycine 57.05 Hci Homocitrulline
H His Histidine 137.14 Hyp Hydroxyproline
I Ile Isoleucine 113.16 Nle Norleucine
K Lys Lysine 128.17 Nva Norvaline
L Leu Leucine 113.16 Orn Ornithine
M Met Methionine 131.19 Pen Penicillamine
N Asn Asparagine 114.10 Phg Phenylglycine
P Pro Proline 97.11 Sar Sarcosine
Q Gln Glutamine 128.13 Sta Statine
R Arg Arginine 156.19
S Ser Serine 87.08
T Thr Threonine 101.11
V Val Valine 99.13
W Trp Tryptophan 186.21
Y Tyr Tyrosine 163.18
252
Saccharides
Class Symbol Name
Aldose Pentose Ara Arabinose
Lyx Lyxose
Rib Ribose
Xyl Xylose
Hexose All Allose
Alt Altrose
Gal Galactose
Glc Glucose
Gul Gulose
Ido Idose
Man Mannose
Tal Talose
Deoxymonosaccharide Fuc Fucose
Rha Rhamnose
Qui Quinovose
Abe Abequose
Aminomonosaccharide GalN Galactosamine
GlcN Glucosamine
ManN Mannosamine
GalNAc N-Acetylgalactosamine
GlcNAc N-Acetylglucosamine
ManNAc N-Acetylmannosamine
Neu Neuraminic Acid
Neu5Ac N-Acetylneuraminic acid
Neu5Gc N-Glycolylneuraminic acid
Uronic Acid GlcA Glucuronic acid
GalA Galacturonic acid
ManA Mannuronic acid
253
Bioscience Products / Substances
2,4-DCP 2,4-Dichlorophenol FA Folic Acid
4-AA 4-Aminoantipyrine FITC Fluorescein Isothiocyanate
4-CN 4-Chloro-1-naphthol GABA 4-Aminobutyric Acid
5-ASA 5-Aminosalicylic Acid GMP Guanosine 5'-Monophosphate
5-HT 5-Hydroxytryptamine (Serotonin) GSH Glutathione (reduced form)
ABA Abscisic Acid HMDS 1,1,1,3,3,3-Hexamethyldisilazane
ABTS 2,2'-Azinobis(3-ethylbenzothiazoline-6- HOBt 1-Hydroxybenzotriazole
sulfonic Acid)
AEBSF 4-(2-Aminoethyl)benzenesulfonyl Fluoride IAA 3-Indoleacetic Acid
AEC 3-Amino-9-ethylcarbazole IPTG Isopropyl 1-Thio-β-D-galactopyranoside
AMP Adenosine 5'-Monophosphate NA Noradrenaline
ATBTA 4'-(4'-Amino-4-biphenylyl)-2,2':6',2''- NADP Nicotinamide Adenine Dinucleotide
terpyridine-6,6''-diylbis(methyliminodiacetic Phosphate
Acid)
BCIP 5-Bromo-4-chloro-3-indolyl Phosphate NBT Nitro Blue Tetrazolium
BSA Bovine Serum Albumin NEM N-Ethylmaleimide
BSA N,O-Bis(trimethylsilyl)acetamide ONPG 2-Nitrophenyl β-D-Galactopyranoside
cAMP Adenosine 3',5'-Cyclic Phosphate OPD 1,2-Phenylenediamine
CBB Coomassie Brilliant Blue OTAB Octadecyltrimethylammonium Bromide
CD Cyclodextrin OTAC Octadecyltrimethylammonium Chloride
CMC Carboxymethyl Cellulose OVA Ovalbumin
CMC 1-Cyclohexyl-3-(2-morpholinoethyl)carbodi- PBS Phosphate Buffered Saline
imide
Cyt Cytochrome PCA Perchloric Acid
DAABD 4-[2-(Dimethylamino)ethylaminosulfonyl]- PEG Polyethyelene Glycol
2,1,3-benzoxadiazole
DAB 3,3'-Diaminobenzidine PFK Perfluorokerosene
DBD 4-(N,N-Dimethylaminosulfonyl)-2,1,3- PNPG 4-Nitrophenyl β-D-Galactopyranoside
benzoxadiazole
DEPC Diethyl Pyrocarbonate POD Peroxidase
DHA all cis-4,7,10,13,16,19-Docosahexaenoic Acid SDS Sodium Dodecyl Sulfate
DMA N,N-Dimethylaniline TBA 2-Thiobarbituric Acid
DMF N,N-Dimethylformamide TBHBA 2,4,6-Tribromo-3-hydroxybenzoic Acid
DMSO Dimethyl Sulfoxide TCA Trichloroacetic Acid
DOPA 3-(3,4-Dihydroxyphenyl)alanine TCEP Tris(2-carboxyethyl)phosphine
DPPH 1,1-Diphenyl-2-picrylhydrazyl TEMPO 2,2,6,6-Tetramethylpiperidine 1-Oxyl
DSS Sodium 3-(Trimethylsilyl)-1-propanesulfonate TFA Trifluoroacetic Acid
DTBTA 4'-[4'-(4,6-Dichloro-1,3,5-triazin-2-ylamino)- TFE 2,2,2-Trifluoroethanol
4-biphenylyl]-2,2':6',2''-terpyridine-6,6''-
diylbis(methyliminodiacetic Acid)
DTT Dithiothreitol THF Tetrahydrofuran
EDC 1-Ethyl-3-(3-dimethylaminopropyl) TMB 3,3',5,5'-Tetramethylbenzidine
Carbodiimide
EDTA Ethylenediamine-N,N,N ',N '-tetraacetic Acid TMEDA N,N,N ',N '-Tetramethylethylenediamine
EGTA Ethylene Glycol Bis(2-aminoethylether)- TPP Tetraphenylporphyrin
N,N,N ',N '-tetraacetic Acid
EPA all cis-5,8,11,14,17-Icosapentaenoic Acid Tris Tris(hydroxymethyl)aminomethane
EtBr Ethidium Bromide X-Gal 5-Bromo-4-chloro-3-indolyl
β-D-Galactopyranoside
254
Stabilizers
BHT 3,5-Di-tert-butyl-4-hydroxytoluene
HQ Hydroquinone
MEHQ Hydroquinone Monomethyl Ether (=4-Methoxyphenol)
TBC 4-tert-Butylcatechol
Analytical Sciences
amu Atomic Mass Units HPLC High-Performance Liquid Chromatography
APCI Atmospheric Chemical Ionization ICP Inductively Coupled Plasma
CD Circular Dichroism IPC Ion-Pair Chromatography
CI Chemical Ionization IR Infrared
CP-MAS Cross-Polarization-Magic Angle Spinning MALDI Matrix Assisted Lasar Disorption Ionization
DSC Differencial Scanning Calorimetry MRI Magnetic Resonance Imaging
EI Electron-Impact Ionisation MS Mass Spectrometry
ELISA Enzyme-Linked Immunosorbent Assay NMR Nuclear Magnetic Resonance
EPR Electron Paramagnetic Resonance ORD Optical Rotatory Dispersion
ESI Electron Spray Ionaization PAGE Polyacrylamide Gel Electrophoresis
ESR Electron Spin Resonance RI Refractive Index
FAB Fast-Atom Bombarment SIMS Secondary Ionization MS
FID Flame Ionization Detector SPR Surface Plasmon Resonance
FID Fourier Induction Decay TCD Thermal Conductivity Detector
FISH Fluorescence in situ Hybridization TLC Thin-Layer Chromatography
FRET Fluorescence Resonance Energy Transfer TOF Time-of-flight
GC Gas Chromatography UV Ultraviolet
GLC Gas-Liquid Chromatography XAFS X-ray Absorption Fine Structure
255
The physical properties of the typical organic solvents 1)
Freezing mixtures 2)
256
Preparation of Reagents and Solutions
■Buffer Solution
1.Phosphate Buffer
A. 0.2M NaH2PO4 • H2O(Sodium Diydrogenphosphate Monohydrate; FW 137.99)27.6g/L H2O
B. 0.2M Na2HPO4 • 7H2O(Disodium Hydrogenphosphate Heptahydrate; FW 268.07)53.6g/L H2O
Mix solution A and B in the proportions indicated shown below, then adjust the final volume to 200mL with
deionized water. Adjust the final pH using a sensitive pH meter.
pH (25ºC) 5.8 6.0 6.2 6.4 6.6 6.8 7.0 7.2 7.4 7.6 7.8 8.0
NaH2PO4 (mL) 92.0 87.7 81.5 73.5 62.5 51.0 39.0 28.0 19.0 13.0 8.5 5.3
Na2HPO4 (mL) 8.0 12.3 18.5 26.5 37.5 49.0 61.0 72.0 81.0 87.0 91.5 94.7
2.Tris-HCl Buffer
A. 0.1M Tris (Tris(hydroxymethyl)aminomethane); MW 121.14)12.1g/L H2O
B. 0.1M HCl (Hydrochloric Acid); Dilute commercial concentrated hydrochloric acid to 1/120 with deionized water.
Mix 50mL of solution A and indicated volume of solution B and adjust the final volume to 100mL with deionized
water. Adjust the final pH using a sensitive pH meter.
pH (25ºC) 7.2 7.4 7.5 7.6 7.8 8.0 8.2 8.4 8.5 8.6 8.8
HCl (mL) 44.7 42.0 40.3 38.5 34.5 29.2 22.9 17.2 14.7 12.4 8.5
J. Sambrook, D. W. Russell, 3rd. ed, Cold Spring Harbor Laboratory Press, New York,
2001, Vol.3, p. A1.2.
3.Acetate Buffer
A. 0.1M AcOH (Acetic Acid), 5.8mL/L
B. 0.1M NaOAc (Sodium Acetate, anhydrous; FW 82.03) 8.2g /L H2O
or (Sodium Acetate Trihydrate; FW 136.08) 13.6g/L H2O
Mix solution A and B in the proportions indicated shown below, then adjust the final volume to 100mL with
deionized water. Adjust the final pH using a sensitive pH meter.
pH (25ºC) 3.6 4.0 4.4 4.8 5.0 5.2 5.6
AcOH (mL) 46.3 41.0 30.5 20.0 14.8 10.5 4.8
NaOAc (mL) 3.7 9.0 19.5 30.0 35.2 39.5 45.2
257
■Visualizing Reagents for Thin-Layer Chromatography1,2)
Reagent Product Code / Recipe Treatment Spot Color Target Compounds
Iodine I0604 (place some crystals in a Place the plate in Brown General organic
chamber) the chamber. compounds
Sulfuric Acid Dilute with water (50∼98%) Spray the solution Brown ∼ Black General organic
and heat the plate compounds
at 110∼130℃
Phosphomolybdic P1484; The prepared solution Spray the solution Green to brown General organic
Acid may be diluted with ethanol and heat the plate spot on yellow compounds
2∼4 fold. at 110℃ background
-Anisaldehyde A1674 Spray the solution Depends on the General organic
and heat the plate compound: violet, compounds
at 110℃ gray, blue, green
Ceric Ammonium C1794 Spray the solution General organic
Molybdate and heat the plate compounds
at 110℃
Ninhydrin N0094 (Spray) Spray the solution Pink ∼ yellow Amino acids,
N0719 (Solution) and heat the plate primary, secondary
at 110℃ amines
Dragendorff’
s (Solution A) Dissolve 1.7g Spray the solution. Orange Tertiary amines,
Reagent bismuth(III) nitrate, 20g tartaric quaternary
acid in 80mL water; (Solution B) ammonium salts
Dissolve 16g potassium iodide (alkaloids)
in 40mL water; (Stock Solution)
Mix equal parts of A and B; (Spray
Solution) Dissolve 10g tartaric
acid in 50mL water and add
10mL to the stock solution.
p-Dimethylamino- Dissolve D0645 or D1495 1g Spray the solution Yellow Amines
benzaldehyde in ethanol 50mL and conc. HCl and warm the plate
50mL.
2,4-Dinitrophenyl- D2968 Spray the solution. Reddish orange Aldehydes, Ketones
hydrazine
Bromocresol Green B2401 Spray the solution. Yellow spots on Carboxylic acids,
green to blue Sulfonic Acids
background
1) 2006, , 15; see this p.212
2) H. Jork, W. Funk, W. Fishcer, & H. Wimmer, in , ed. by H. Jork,
Wiley, New York, 1989, Vol. 1A; W. Funk, W. Fischer, H. Wimmer, H. Jork, in
, ed. by H. Jork, Wiley, New York, 1994, Vol. 1B.
εº = Δ º/2.3/ S:where, Δ º is an adsorption free energy of the solvent, is the gas constant, is
thermodynamic temperature. s is an area of the solvent molecule around the absorbent. The values are obtained
in absorption chromatography by using alumina.
L. R. Snyder, in , Marcel Dekker, 1968.
258
Parent Structures & Biosynthesis of Natural Products
1 2 4
1 6 1 2 5
3 6 1 3
6
9 8 7 7
1 3 4 8
8 6 6
6 5 1
4 8 4 8
7 9 9
9 10 8 7
9 9
Sesquiterpenes
15
14 15 14
1 H 13
H H 1
10 10
10 1 10 12 3
1 1
5 7 4 6 11 9
5
4 H 4 6
7 14 7 7 7
12 10 8
15 11 14
15
13
14
H H
11 13 15
12 13
12 12 13
Ambrosane Aristolane Bisabolane Cadinane Caryophyllane
14
11 15
15
12
15 1 1 H 1
1
10 8 9 12 10
10 10
10 8 12
7 5 7 4
11 5 12 4 11
1 7 H 4 4
12
4 5 6
14 6
11 H
H 15 13 13 15
11
14 14
H 13 14 13
13
Cedrane Drimane Eremophilane Eudesmane Germacrane
14 12 13
H
14 16 H 1 H
2
H 6 O 3
11 4
10 1 11
1 5 7 15 12 13
4 6 5
4 7
7 7
12 13 1
H H 11 15
14
15 11 14 15
12
Diterpenes
16
17
17 12 20
11 11
20 13 15 11 20 H
16
1 H 17 20 13 1 14
16 4a 4b H 11
9 14 9
1 9 14 6 1
4 9 14
10 8 15 10 8 10a 11 18 13
H 10 8 H 15
5
8
4 H 4
4 1
H 10
9 8 19
H 16
6 15
H 6
6 H
H 17
18 19 18 19
18 19
Abietane Atisane Beyerane Gibbane Grayanotoxane
17 17
13 15 15
11 13 11
20 17 11 15 17
20 20 11 11
1 9 14 1
20 13 16 1 9
H 13 16
16 9 1 9
H 14 1 H H
16 9
10 8 14 10 8 14
10 8 H
H H 10 8 10 8
4 15
4
H 4
4 20
4
6 6
H H 6
6
H
H 15 16 H 6
18 19 18 19
18 19 18 19
Kaurane Labdane Pimarane Podocarpane Rosane
19 16 17 19 20
H 9 O
18 11
16 8
11
3
1
6 15 H
15
4
1 17
2 H 18
14
H 20
Taxane Retinal
259
Parent Structures of Terpenes (2)
Sesterterpene
16 17
15 20 21
25
H
H
22
H 7 10 14
11
5
1
3 23
H
24
Ophiobolane
Triterpenes
22
25 27 19
20 H 18 H 22 H 18 H 29
29 21
H 17 11 11
26 25 26 13 17 25 26 13 17 22
11
19 18 13 1 9 14 28 30 1 14 28
9
1 9 14 30
10 8 10 8
10 8
H H
27
H 4 4 27
4 30
6
H H 6
6
H 23 24 23 24
28 29
Dammarane Gammacerane Hopane
29 30
30
21 22 20
25 27 21
29 19 28
20 21
18
28
H 18
22
17 H 18 11
11 26 25 13
19 11 22 26 17
13 H
H 25 26 13 17 1 9 14
1 9 14
1 9 14 H
10 8
10 8 H
H 10 8 4 27
4 30 H
4 27
6
H 6 H
6
28
H 23 24
29
23 24 Oleanane
Lanostane Lupane
30
21 22
25 27
29
20
21 H 21
13
11 17 28
19 20 11 26 H 18
1 19 18 13 22
9 14 11
1 9 14 25 26 13 17
10 8 H
1 14
5 H 7 H 10 8
9
4 H
30 10 8
6
O 4
H
H H 17 6 4 27
18
H
6
28 29 H
Picrasane Protostane 23 24
Ursane
260
Parent Structures of Steroids
O
24 241
O
H 21 22 27
21 22 20
18 18 24
18 20 25
17 H H
11 11 11 17 26
19 13 17
19 19 13
1
9
H 14 1 H
13
1 H 14
9 14 9
10 8 10 10 8
H H H
8
H H H
4 6 4 6
4 6
24
O
O 21 22
H 22 21 22 24 20
27
21 20 18 25
18 20 18 H
H H
11 17 26
11 17 11 17 19 13
19 13 19 13 1 H 14
1 H 14 1
9
H 14
9
9
10 8
10 8 10 8 H H
H H H H
4 6
4 6 4 6
Cholestane
Cardanolide Cholane
241 27
21
21 22 25
27 22
20
24 18 18 26
18 25 20
H 17 17 16 O
11 11
11 17 26 13 19 13
1
19
H
13 1 H 9
H 14 1
9
H 14 H H
9 14
10 8 10 8
10
H
8
H H H H H
4 6 4 6
4 6
Ergostane Estrane Furostan
241 242
241
H 221
21 27
20 21 22 27
22 20
18 23 25 24
H 17 H 18 25
H
11
13
11 17 231 26
19 11 17 26
1 H 9
H 14 1 H
13
19 13
9 14 1
9
H 14
10 8 10 8
H H H H 10 8
H H
4 6 4 6
4 6
Gonane Gorgostane Poriferastane
242
26 241
27
21
21 O 21 22 27
20
18 20 22 18 24
18 25
20 H
17
11 17
11
16 O 11 17 26
19 13 19 13
1 H 19
H
13 H
14 H H
9 14 1 1 14
9 9
10 8 10 8
H H 10
H
8
H H H
4 6 6 4 6
4 6
Pregnane Spirostan Stigmastane
261
Parent Structures of Alkaloids (1)
H 17
13 17
H 16 CH3
12 16
16
8 7 5 H 17
17 14 8 8 23
1 H 5 CH3 16 O
7 7
10 2 H 4 1 N 4
H 1 N 1 N
4 13 N 15
21
NH 13 N 21 13 2 3
8 15 3 N 21 21 20
20
22 H 20 H 3 CH3 H
4
H CH3 14 CH3 20
6 14
H 15
18
15
CH3
19 18 18
17
3 4 9
N
9
12 CH3
5
11 H N 11 16
20 13
13 11 19
1 N 12 19
5
13 1 9
14
6a
6 CH3 5 20 15
1 H 8
7 18 N 2 20 1
2 NH H
11
H 18 N CH3 4 6
21
H H 21
8 H
19
Aporphine Aspidofractinine Aspidospermidine Atidane
4 5
13 4 5 5' 4'
17 16 16' 6 HO OCH3
24 12
11 CH2
O 20 2 17 2' N7
H 14 HN 18' NH 18 14
1
22 1 9 O 17' 13a 8 15 13 4
1
8 8' 1' 1 O 6
15
OH H 14' H 5
N 8 9
13
9 H
H 15 9' 15' 12 N
4 O 16 9
O 12 20 17
6 14 18 11
CH3
19 18
Atisine Berbaman Berbine Cephalotaxine
27
CH3 10
23
17 11
26
4 CH3
O H2C 6
21
H 22
28
N 15
O 3
25 18 N CH3
7
18 22 2
4
CH3 N1 5 20
H 13 H 20 19 11 17
11 18 H 9 13 H
19 CH3
1 N 8 1 CH3 H
12
17 24 5 6 H 9 14
1 CH3 9 H 14
H 21 14
20
5'
10' 4'
13 19 8
8
12 7 O H H
10 11 23
H H H
OH 10 9' N 4 6
4 6
8 O 1'
H 22
Cevane Chelidonine Cinchonan Conanine
8 7 4 21
4 21 18 N
4 N 1
1
3 N 8 7
3 20
CH3 17 10
11
H
13 8 7
N 2 21
18 O 9 18 4 3 14 20
H H 1
19
13 19
14 CH3 N 2 H 14 17
16 H 1 2
16
H N 12 13 N
19 CH3 O 8 14 5 H CH3
16 17 16 15 7 6 H H 18
CH3
CH3 17
Corynan Corynoxan Crinan Curan
262
Parent Structures of Alkaloids (2)
9 7
23
CH3 H
19 21 3 5
H 2 4 N
CH3 7
18
8 7
13
14
18 17 CH3 17
14 N 1
10
11 H 3
CH3 3
8
CH3
6 H 1 2 CH3
2
1
12
H O
13
H 1 N4 16
N 12 13 N 2 3
19
H H
9 7
H 13 15
16 14 9'
15 1'
14 15 17 HN 2'
6 15
CH3 CH3 20
CH3
CH3 17 16
21 10'
20 4' 5'
Daphnane Dendrobane Eburnamenine Emetan
AcO
AcO 15 OAc
17
AcO 1 9
O
18 14 10
19 6
6 CH3 H 3
CH3 OAc
NH HN N
H H 28 O 4
13
4' 1 6
10 OH 11
CH3
4 N 10
4 H 30 O O
H H 12' 11 5 7
11
2 7'
O 1' 2
13 CH3 26 O 12
16 N 16 N9
11' H O 16
17
23 18
15 N 1 15 N1 12
H 17 22
H N
AcO
AcO 15 OAc
AcO 1 9
O
14 10
H 3 CH3 OAc
OH
4 4
27 6 13 H
O 11
CH3
5
HO O O
8 7 H 1 1 3
O 29
CH3 O 12
4 12a
N 21 CH3O 6 11
15 H 12
2 14
17
O 16 1
3
H
13 12b 12 4
CH3 23 18 13 N 14
10
H H
30 22 H 19 N N
N H 8
9
13 6
16 O 18 CH3 8 7
14
Evonine Formosanan Galanthamine Galanthan
13 17
12 9
1 CH2
20 11 10 9 22
N
4
11 1 14 16 6
11 H
9 N 19 13
12 15 15 16 17 H 19
16 8 5
21 N 12
9 H 15 N 18
20
3
H 21 1
5 13 4
14 1 H 4 CH3 18 N 2 20
NH H 6 H
8
17 19 CH3 2 21
18
Hasubanan Hetisan Ibogamine Kopsan
HN 21
14
16 8
HN O 15 3
H 7 1 H 12
5' O 11
HN 4 6'
2
13 17
HN 25 14
12
H 11 H 1'
1
16
8 5
9
15 5 4 H
9 2" 5
17 N
7 13 4 13 6"
O 28
6 H N 10
12 1 1 O H
6
14
11
O O 8 7
29 H
Lunarine Lycopodane Lycorenan Lythran
263
Parent Structures of Alkaloids (3)
7"
HO OCH3
6' CH3
14
H
1' 1 1
10
3' 6" 5" 16 H 11 7
6 14
17
N 4 4 N5 11
11 12 15 CH3
5 H 7 13 9 O
3'
HO 8 H H H OH 5 NH
N H H
14
H
5 17
4 11 N 8
1 O 1'
1 10 5'
4 5 5' 4'
16 16'
H 6 8 7 2'
2
7
N1 HN 1 18' 1' NH 1
OH
17 8 4 17 O 17'
1 3 N 8 8' 15 10 11 11a
H 10 H
13 21 H H
N 19 N 9
14'
9' O 9
OH
H H H 15 15'
15 9
11 18 14 13 12
H O 4
NH H
23 19
H 14 18 O 8 N H
12 14 7
16 O 18 5
19 20'
4 5 5' 4' 18
1
16 OCH3 CH3O 16'
19
CH3 17
16 2
2'
11 OH
18 20 18' 19
NH N 1 1' N 13 16
5 CH3 17 OCH3 17' CH3 1 CH3 H 14
6 15 H H 8 8'
H 9
13
4 H 14
15
9 O 19' 9'
15'
3
20
8
HN O 5 H H
7 O
21 4
9 14 14'
4a H
OCH3 HO
Rheadan Rodiasine Samandarine
19
CH3 18 21
H CH3 H3C H 23
16 20
CH3 18
22
8 7 17 20 CH3 17 25
11 16 N 28 27
17 15
4 10 19 CH3 16
1
N O 13 26 5 H 7
13 2 21 H3C 17
9
1 CH3 9 H 14 H H N
N 3 21
O
H H H 6 8 11
14
20 H 1 8
7
H H N
8 1 9 H
15 HO 2 10
CH3 N 4 6
4
18
Sarpagan Senecionan Solanidine Sparteine
27
21 23 25 CH3 19 20
16
CH3 N OCH3
20
28 26 1 17
16
H
18 6
22 4 17
CH3 17
N
16 O H 7
H 5 CH3
19
11
8
H 14 1 1
13 15 12 N 2
1 CH3 9H H H 11 12a 7
9N
14 5 O 9
13 12b
H 12 H 22
OH CH3N 8
8
H H O O7 6
H O 10 5
24 13 9
4 6
Strychnidine Tazettine Tropane
Spirosolane
264
Parent Structures of Alkaloids (4)
5 4
2 9 7
NH
18 O 8 15
H 1
5
9 N 18 21
13
14 CH3 CH3
14 H 3 H
1 2 16 17 13 H H
CH3 11 N 26
14' 20 28
17 22
9' H 15 1CH3 H 14
H H 10' 9 27
15' 1' H 8' O 18' 2' N 11'
8 CH3
HN 1' 12' H H
HN 2'
5' 6' 4 6
4' 5'
Tubocuraran Tubulosan Veratraman
6' OH 20'
21'
N 4' CH3 17
19'
10' 3' CH3
9'
9 8 7 16
H
8 7
16' 18' 1' N
N 19
H 22 4
14' H 13 13
1
2
N 19
1 CH3N
CH3O2C 5
20 21 N 3 4 13 N 2
3
21
12
23' 22' 1
H CH3 H 20
3 14 14
CH3O 18 N H 4 OAc 15 17
25 20 15
H3C HO CO2CH3 CH3 CH3
22 23 24 21 18
9'
N
19' H
13' 5'
6' 24'
12' O
H
1' 3' 21'
18' N 20'
OH H
CH3O 23' 22'
22
25' O
7
6
9 H 5
N 20 8 7
H 2 4
1 N 21
12 3 CO2CH3 13 N 3
13 23 H H H
18 NH 14
19
1
H
16
Vobtusine Yohimban
265
Parent Structures of Miscellaneous Natural Products
5
4 6
1
H 2
3 7 8 12 13 17 18 S
5 10 15
7
6 1 N N 9
1 21 19 8 21 22
5
N N N N N 24 23
O 19 11
H 22 23 24 4 N N
21H-Biline 18
Cepham
16
17 14
Corrin
8 1
O
2
8 1
6'
1
O 4
8 2
O 5
2'
1'
2 1' 1'
2' 6' 2'
5 4
5 4 6'
Flavan Isoflavan
Neoflavan
3 5 7
8
1
H NH N
S 1
21 22
6 10
5 20 24 23
7 4
N 3 N NH
O 18
12
Penam 17 15 13
Porphyrin
1 9 H 7 1
9 H 7
CH3 CH3
20 20
11 CH3 11 CH3
O 13
H 13
11a H
Prostane Thromboxane
266
Monoterpene Biosynthesis
OPP
OH OH OPP
Mono-/Bicyclic
Monoterpenes
OPP
Geraniol Geranyl PP
Citronellol
Menthyl Cation
OH OAc
Iridoids,
CHO CHO
Terpene Alkaloids
CHO
OH
O OH
O
O
Camphor Borneol
3-Carene Cineole
OH
α-Terpineol α-Phellandrene
Camphene
O OH
O
O O
O
Fenchone Fenchol
Menthyl Cation β-Phellandrene (+)-cis-Isopulegone (+)-Pulegone (−)-Menthone
OH O O O
α-Pinene
OH
Limonene (−)-trans-Isopiperitenol (−)-Isopiperitenone (−)-Piperitone
(−)-Menthol
HO O
β-Pinene
(−)-trans-Carveol (−)-Carvone
Thujone OH
Sabinene
α-Terpinene γ-Terpinene Terpinene-4-ol
267
268
Sesquiterpene Biosynthesis
OPP
Geranyl PP H
Guaiyl Cation
H
OPP
Isopentenyl PP Germacryl Cation
Longifolyl Cation
Farnesyl Cation
Humulyl Cation
Caryophyllyl Cation
Acoryl Cation
Cedryl Cation
Nerolidyl Cation
H OH OH
O
Geranylgeranyl PP Casbene Phorbol
Farnesyl Cation
O
OH
OPP O O
OPP
Isopentenyl PP H OH
H OH
OAc
H H
H OH O
Forskoline
OPP
Geranylgeranyl PP O O
H H H H
OPP AcO
OPP H H O
OPP
H
H CO2CH3
Neoclerodiene PP Salvinorin A
Labdanyl Cation
H+
H H H H
OPP
H H H
OPP H H H
OPP
H H H H
H H H
Geranylgeranyl PP (−)-Copalyl PP ent-Pimarenyl Cation ent-Beyetanyl Cation ent-Kauranyl Cation ent-Kaurene
OPP
OPP H
OPP H H H
H H H
H H H
H+
Geranylgeranyl PP (+)-Copalyl PP Sandaracopimarenyl Abietenyl Cation Abietatriene
Cation
O OH
O
OH CO2H
O OHC
OH HO2C OH
O O
O O
CO2H
OH
Ginkgolide A
269
270
O
Triterpene & Steroid Biosynthesis H
H
H H H
H H H
H H H H
H H
HO HO
H HO
H H H Cholesterol
HO Ergosterol Pregnenolone
H
Zymosterol
H
H H H
HO HO HO HO
H H H H H H
H
Cycloartenol Cycloeucalenol
H H
HO HO H H
H H
Dammarenyl Cation Baccharenyl Cation
H H H H
HO HO
H H
H
H
H
H
H
H
H H
H H H
H HO
HO H H
HO H H H
H
H H
Oleanyl Cation Lupanyl Cation H H H H
Taraxasteryl Cation HO
HO HO
Stigmasterol Sitosterol Campesterol
Shikimate Pathway: Biosynthesis of Phe, Tyr, Trp & Flavonoids OH OH
OH
O HO
CO2H
P O
O P O
O CO2H
HO H O O O OH
HO OH Resvertrol
OH Coumarin
CO2H OH
Erythrose 4-P OH
P O
PEP O
CO2H CO2H HO CO2H
HO CO2H CO2H
O
SCoA
O OH O OH OH O O
HO OH HO OH
OH OH
OH OH
3-Dehydro-
Shikimic Acid 3-Dehydro-
shikimic Acid HO SCoA
quinic Acid Quinic Acid 2-Coumaric Acid
O O
CO2H
CO2H CO2H
CO2H CO2H O SCoA
CO2H O
NH2 OH
OH OH
CH2 O SCoA
O SCoA
HO HO OH
O CO2H O
OH OH O
Isochorismic Acid Protocatechuric Acid Phenylpyruvic Phenylalanine
Gallic Acid Acid Cinnamic Acid OH O
OH HO SCoA O O
CO2H CO2H
O O OH
CO2H HO2C HO2C OH
CO2H
O NH2 CO2H CO2H
OH O O
CH2 O O
O CO2H
OH OH
OH OH O
Salicylic Acid Chorismic Acid L-Arogenic Acid O O
Prephenic Acid
HO
CO2H OH
CO2H OH OH
OH
O 4-Coumaric Acid Caffeic Acid HO OH
NH2
CO2H HO OH
CO2H CO2H
NH2 CH2
O
NH2 CH2 CH2OH O SCoA
N O CO2H OH OH O
H O CO2H OH
NH2 4-Hydroxyphenyl- Thyrosine
Tryptophan OH OH
pyruvic Acid
HO O HO O
H3CO
CO2H HO
CO2H OH
CO2H OH
NH2 Coniferyl Alcohol Phenyl Propenes OH O O
NH2 Liquiritigenin
N Naringenin
H NH2
CH3 CH2
Indole Anthranilic Acid p-Aminobenzoic Acid HO
OH HO O HO O
DOPA
H3CO H3CO OH O O
OH OH OH OH
Isoeugenol Eugenol Genistein Daidzein
271
272
Alkaloid Biosynthesis from Lys, Arg, Orn OH
N CHO CHO CHO
H H H H H
H
H2N N
H2N CO2H − CO2
H NH N N
NH NH
NH2 NH2 NH2 O N OHC
Lysine Cadaverine H NH2 (−)-Lupinine
O N
H O OH OH OH H
CO2H H H H
HO H
H N
NH N
NH N N
O SCoA N
HO N
SCoA N H
L-Pipecolic Acid HSCoA HO
Castanospermine
O O (−)-Sparteine
OH OH OH OH
H H H
OH OH
N N N
Swainsonine
NH2 NH2
CO2H − CO2
H 2N N H2N N NH2 NH NH2
H H H2N N H2N N
NH2 NH2 H H
Arginine Agmatine
Spermine
Spermidine
NH2 NH2 OH
CHO CHO OH
CO2H − CO2 H H
H2 N H2N
H2N NH2 CHO
NH2 NH2 N N N N N
H NH
Ornitine Putrescine
Homospermidine Retronecine
CO2CH3 HO
O O COSCoA CO2CH3 CO2CH3
N O
N N N CH3
N SCoA CH3 CH3 CH3 OH O
O
CH3 O O O O O
Cocaine H
Methylecgonine
N
N
CH3
Senecionine
CH3
O O N
N N N CH3 OH N
CH3 CH3 CH3 OH
N SCoA O O O
CO2H O OH O
CH3
Tropine O
Tropinone O
(−)-Hyoscyamine Scopolamine
N
CH3 OH
ψ-Tropine
Alkaloid Biosynthesis from Tyr HO
CH3O
HO CH3O O
CH3O N
N CH3O
N NHCH3 HO H H
N CH3 H H
CH3O H CH3 H H CH3
CH3O CH3O H CH3
CH3O H
CH3O CH3O H H
OCH3 O
O O O CHO HO HN
Demecolcine
H3CO
OCH3 OCH3 N
Colchicine NH2 Emetine OCH3 O
HO
OCH3
Dopamine
HO
CH3O OCH3
HO Berberine
NH
N CH3O HO CH3O
HO CH3 H H
NH
HO H N
NH
H HO H CH3
CH3O O OH H
CH3O H O
H3CO2C
NH NH N N N
NH2 NH2 NH2 HO HO HO CH3 HO CH3 HO CH3
HO HO HO H H H H H
Tyrosine HO OH
DOPA Dopamine
OH (S)-Coclaurine (S)-N-Methyl-
Norcoclaurine
coclaurine
HO
CH3O
CH3O CH3O
NH2 CH3O CH3O
HO NH2
HO N
Noradrenaline HO HO CH3
CH3O HO HO H
CH3 HO
HO CH3 CH3
N N
N H N
OH CH3O H H
CH3O CH3O
HO CH3O CH3O CH3O CH3O
O (R)-Reticuline
OH
NHCH3 NH2
HO HO CH3O
OH
Adrenarine Papaverine
HO
CH3O CH3O
CH3O
CH3O HO O
NH O CH3
CH3O CH3 CH3 N
NH2 N N H H H
OH CH3O H H H
HO
Anhalamine O OH CH3O CH3O
Morphine
OH
H CO2H
273
274
Alkaloid Biosynthesis from Trp
R
OH O OHC
N
N N
N N O CHO N H H
H H H CH3
N H N H N N N CH3
N N H
H H H H H O
Cinchonidine (R = H) Cinchonidinone NH2 H CH2 O
CHO H3CO2C
Quinine (R = OCH3) H3CO2C
Cinchonaminal H Serpentine
Ajmalicine
R H N O
H N N
N O N
O N N H H H
N O N O N N
OH N H H H N
N N H H
H H H CH2 H H H
N CH3
Cinchoninone O H H3CO2C
H
Cinchonine (R = H) CH3 O O H3CO2C CHO O OH
H H3CO2C
Quinidine (R = OCH3) OGlc
OH H Strictosamide Corynantheal Yohimbine
O OGlc
Camptothecin Pumiloside Cathenamine
HO2C CH3 CH3
N HO NHCH3
H OPP
CO2H
H CO2H
NH2 NH2 NH CH2
NH2 N N N N
NH NH N H H H H N
H OGlc H H
Tryptophan Tryptamine OGlc CH3
Lysergic Acid Chanoclavine-I 4-Dimethylallyl- H H
tryptophan O H
O H3CO2C OH
HO CO2H H3CO2C
OHC Strictosidine
NH2 O H
OH N CO2CH3
H
O N 5-Hydroxytryptophan CH3 CO2H
CH3 H N
N N
HN O
O H
CH3 H CH3 N
O N N H OH N
HO NH2 H
H NH N H
N CHO CH3
NH2 H H3CO2C OH
N CH3 CO2H H
N H Wieland-Gumlich Aldehyde OH
H Preakuammicine H3CO2C
3-Aminomethylindole
Serotonin
NH
Ergotamine N
CH3 N N
CH3O N H
NH
CH3 N N N H OH
CH3
NHAc N H CH3O N CH3 H
N H CH3 H
H CH3 OH N H N
Gramine Elaegnine H
Melatonin CO2H H3CO2C OH
CO2CH3
Dehydrosecodine
Tabersonine
H N
N N N
N CH3O N N
H H N H CH2 H
CH3 CH3 H H N
O H3CO2C
Harmine H
Harman O H CO2CH3 CH3
CH3
Strychnine Catharanthine
275
TCI International Offices
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276
TCI Distributors
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277
PHILIPPINES
Theo-Pam Trading Corp. 2818 P. Celle Street, Pasay City, 1300, Philippines
TEL:+63-(0)2-8314808
FAX:+63-(0)2-8314040
E-mail:art@theopam.com.ph
SINGAPORE
Tee Hai Chem Pte. Ltd. 18 Tuas Link 1, Tee Hai Building, Singapore 638599
TEL:+65-68625655
FAX:+65-68625855
E-mail:sales@teehaichem.com.sg
TAIWAN
Echo Chemical Co., Ltd. No.16, Gongyeh Road, Lu-Chu Li, 351, Toufen, Miaoli, Taiwan. R.O.C
TEL:+886-(0)37-621088
FAX:+886-(0)37-621090, 621096
E-mail:sales@echochemical.com
Vercotech Inc. 5F, No.19 Lane 221, Gangcian Road, Neihu Dist, Taipei City, Taiwan 114
(Distributor for HPLC columns) TEL:+886-(0)2-2657-8289
FAX:+886-(0)2-2657-8389
E-mail:vercopak@vercopak.com.tw
THAILAND
Chemical Express Co., Ltd. 6/49 Moo 5, Srinakarin Road, Somrong Nua, Muang, Samutprakarn,
Thailand 10270
TEL:+66-(0)2-7574275
FAX:+66-(0)2-7573094
E-mail:chemex@loxinfo.co.th
Sithiporn Associates Co., Ltd. 451 Sirinthorn Road, Bangbumru, Bangplud, Bangkok 10700, Thailand
TEL:+66-(0)2-4338331
FAX:+66-(0)2-4331679
E-mail:center@sithiphorn.com
AUSTRALIA
Lomb Scientific (Aust) Pty. Ltd. 26 Atkinson Road, Taren Point, NSW 2229, Australia
TEL:1300-725-973, +61-(0)2-8536-6222
FAX:1300-3030-25, +61-(0)2-8536-6250
E-mail:sales@lomb.com.au
NEW ZEALAND
VWR International LP Trading 241 Bush Road, Albany, Auckland 0632, New Zealand
as Global Science & Technology Ltd. TEL:0800-734-100, +64-(0)9-443-5867
FAX:0800-999-002, +64 (0)9-444-7314
E-mail:sales@globalscience.co.nz
278
CHINA
㤤㒣䫔ଚ
࣫Ҁⱒ♉࿕⾥ᡔ᳝䰤݀ৌ 㥃䲚ಶ࣪ᄺ䆩ࠖ࣫Ҁ᳝䰤݀ৌ
࣫Ҁࡲ݀ᅸ Ꮦഎ䚼ࡲ݀ᅸ
࣫Ҁ࣫ಯ⦃Ё䏃 ো⏅㪱ढҁ ' ᑻ ሖ $() ࣫ҀᏖϰජऎϰಯफ㸫 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ǂӴⳳ˖ ⬉䆱˖ǂӴⳳ˖
䚂ӊ˖MNLQIR#MNFKHPLFDOFRP 䚂ӊ˖+RQJZHL#UHDJHQWFRPFQ
Ϟ⍋ࡲ݀ᅸ 䫔ଂ䚼ࡲ݀ᅸ
Ϟ⍋Ꮦ⌺ϰऎϪ㑾䘧 োϰᮍᏠᳯॺ ὐ ࣫ҀᏖϰජऎϰಯफ㸫 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ǂӴⳳ˖ ⬉䆱˖ǂӴⳳ˖
䚂ӊ˖MNVK#MNFKHPLFDOFRP 䚂ӊ˖EM[VE#UHDJHQWFRPFQ
ᑓᎲࡲ݀ᅸ 㥃䲚ಶ࣪ᄺ䆩ࠖ≜䰇᳝䰤݀ৌ
ᑓᎲᏖ⊇ऎ⊇䏃 োເЄॺ $ ഄഔ˖ᑇऎᏖᑰ䏃 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ǂӴⳳ˖ ⬉䆱˖
䚂ӊ˖MNJ]#MNFKHPLFDOFRP Ӵⳳ˖
䚂ӊ˖V\RIILFH#UHDJHQWFRPFQ
㥃䲚ಶ࣪ᄺ䆩᳝ࠖ䰤݀ৌ
Ϟ⍋ऎ࣪ࠖଚᑫ Ϟ⍋ߚ݀ৌ 㥃䲚ಶ࣪ᄺ䆩ࠖ䰩㽓᳝䰤݀ৌ
Ϟ⍋Ꮦ⽣Ꮂ䏃 ো ഄഔ˖䰩㽓ⳕ㽓ᅝᏖϰ㸫 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ǂӴⳳ˖ ⬉䆱˖
䚂ӊ˖ Ӵⳳ˖
ढफऎࡲ݀ᅸ 䚂ӊ˖VKDZHQVK#FRP
Ϟ⍋Ꮦᅕ⊶䏃 ো
㥃䲚ಶ࣪ᄺ䆩ࠖ៤䛑᳝䰤݀ৌ
䚂㓪˖
⬉䆱˖ǂӴⳳ˖ ഄഔ˖៤䛑Ꮦϰϝ⦃䏃Ѡ↉ढݴ䏃 ো
䚂ӊ˖ 䚂㓪˖
⬉䆱˖
ढϰऎࡲ݀ᅸ Ӵⳳ˖
Ϟ⍋Ꮦᅕ⊶䏃 ো 䚂ӊ˖\XGXR#UHDJHQWFRPFQ
䚂㓪˖
⬉䆱˖ǂӴⳳ˖ 㥃䲚ಶ࣪ᄺ䆩ࠖ㢣Ꮂ᳝䰤݀ৌ
䚂ӊ˖ ഄഔ˖㢣ᎲᏖ∈╁Ꮛ ো
䚂㓪˖
Ϟ⍋ऎ⌺ϰ䞥ḹࡲ݀ᅸ
⬉䆱˖
Ϟ⍋Ꮦ㫵Ӻ䏃 ো ὐ O ᑻ
Ӵⳳ˖
䚂㓪˖
䚂ӊ˖JXFXLWLQJ#UHDJHQWFRPFQ
⬉䆱˖ǂӴⳳ˖
䚂ӊ˖ Ϟ⍋㽓ඳᴎ⬉㋏㒳᳝䰤݀ৌ
Ϟ⍋ऎᵿᵫᑫࡲ݀ᅸ Ϟ⍋Ꮦ催ḹֱऎ㕢ⲯ䏃 ো㽓ඳॺ
Ϟ⍋ᏖР剕唤फ䏃 োѠὐ 䚂㓪˖
䚂㓪˖ ⬉䆱˖
⬉䆱˖ǂӴⳳ˖ Ӵⳳ˖
䚂ӊ˖ 䚂ӊ˖VK#HKV\FRP
⌺ϰᓴ∳ࡲ݀ᅸ
Ϟ⍋Ꮦ⼪ކП䏃 ো
䚂㓪˖
⬉䆱˖ǂӴⳳ˖
䚂ӊ˖
279
ЁЙ⾥ᡔ˄Ϟ⍋˅᳝䰤݀ৌ
Ϟ⍋ࡲ݀ᅸ
Ϟ⍋Ꮦᓴ∳催⾥ᡔುऎજ䳋䏃 ᓘ োὐ ὐ
䚂㓪˖
⬉䆱˖ǂӴⳳ˖
䚂ӊ˖PDUNHW#ODESDUWQHUFRPFQ
៤䛑ࡲ݀ᅸ
៤䛑催ᮄऎᑰ䘧催ᮄᅉ࣪ು োὐ $ ᑻ ὐ
䚂㓪˖
⬉䆱˖ǂӴⳳ˖
䚂ӊ˖[]OLX#ODESDUWQHUFRPFQ
Ϟ⍋ℷᰗଚ䌌᳝䰤݀ৌ
Ϟ⍋Ꮦᕤ∛ऎ䳊䱉䏃 ো亲⌆䰙ᑓഎ , - ᅸ
䚂㓪˖
⬉䆱˖ǂӴⳳ˖
䚂ӊ˖VVHLNR#VHLNRQHWFQ
ᮃⱒܼ࣪ᄺ˄Ϟ⍋˅᳝䰤݀ৌ
Ϟ⍋Ꮦᵒ∳ऎ⬇␃䏃 ᓘ $
䚂㓪˖
⬉䆱˖Ӵⳳ˖
䚂ӊ˖LQIR#VSHFWUXPFKLQDQHW
ᑓᎲᏖғПӺ䌌ᯧ᳝䰤݀ৌ
ᑓᎲᏖ⎬䞥䏃 োϪ䌌㢅ು ὐ ) ᅸ
䚂㓪˖
⬉䆱˖
Ӵⳳ˖
䚂ӊ˖\HVJ]#SXEJXDQJ]KRXJGFQ
㒣䫔ଚ
ϰ࣫ഄऎ
䭓䖾ᮍ䖒㒣䌌᳝䰤݀ৌ જᇨⒼ䲼䖄ए⾥䌌᳝䰤݀ৌ
ഄഔ˖䭓Ꮦफਈऎ㒣䏃 ো જᇨⒼᏖ䘧ऎ䴪ᅛ㸫 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖GLIDQJGD#\DKRRFQ 䚂ӊ˖\F\NP#FRP
ঢ়ᵫⳕ⍋ⱘ⾥ᡔ᳝䰤݀ৌ જᇨⒼ߽⑤࣪ᄺ䆩᳝ࠖ䰤݀ৌ
䭓Ꮦफ݇ऎ∛᭛䏃 ো 䘧ऎ࣫कܿ䘧㸫 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖=LIHQJOLQJ#FRP 䚂ӊ˖K[FK#FRP
ढ࣫ഄऎ
࣫Ҁⷨ䇎ֵ䆮࣪Ꮉ᳝䰤݀ৌ ࣫Ҁढ࿕䫤⾥࣪Ꮉ᳝䰤݀ৌ
࣫ҀᏖ⍋⎔ऎ⏙⊇ುϰऎ⬆ োὐ ࣫ҀᏖЄৄऎᅟᑘ䏃乎ϝᴵ োϮॺ ᳳ ো
䚂㓪˖ ὐ
⬉䆱˖ 䚂㓪˖
Ӵⳳ˖ ⬉䆱˖
䚂ӊ˖LQIR#\QFKHPLFDOFRP Ӵⳳ˖
䚂ӊ˖VDOHV#KZUNFKHPLFDOFRP
280
࣫ҀӞ䇎߃⾥ᡔ᳝䰤݀ৌ ⋹Ꮦ࣪ᄺ䆩ࠖկ䫔݀ৌ
࣫ҀᏖᳱ䰇ऎᑓ⏴䏃 ো䞥⍋ଚᆠЁᖗ $ ᑻ ሖ ᑇऎಯᑇ㽓䘧Ѩো
䚂㓪˖
䚂㓪˖ ⬉䆱˖
⬉䆱˖ Ӵⳳ˖
Ӵⳳ˖ 䚂ӊ˖K[VM#VLQDFRP
䚂ӊ˖LQIR#LQQRFKHPFRPFQ
⋹࣪ޚᄺ䆩᳝ࠖ䰤݀ৌ ᆊᑘ乚Ϯ㊒㒚࣪ᄺક᳝䰤݀ৌ
⋹Ꮦ⊇㽓ऎ咥⠯ජ䘧Ϫ㑾ජ ᆊᑘᏖ∈⑤㸫䖢Ꮛ ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖WMML]KXQ#KRWPDLOFRP 䚂ӊ˖\PZFQ#FRP
⋹८᱂⫳⠽ᡔᴃᓔথ᳝䰤݀ৌ
⋹Ꮦफᓔऎ∈Ϟ࣫䏃߃⼹㢅ು ো
䚂㓪˖
⬉䆱˖
Ӵⳳ˖
䚂ӊ˖ZZZKRSHELRFRP
㽓࣫ഄऎ
⫬㙗䫊ජ⊍࣪Ꮉѻક᳝䰤݀ৌ ݄Ꮂ᯳࣫⾥ᄺҾ఼䆒᳝䰤݀ৌ
݄ᎲᏖ㽓ऎড়∈࣫䏃 ো ⫬㙗ⳕ݄ᎲᏖ㽓ऎᑘ⌾㽓䏃 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖JV\LQFKHQJ#\DKRRFQ 䚂ӊ˖O]E[#YLSVLQDFRP
ढϰഄऎ
Ϟ⍋ᅝ䈅⾥ᄺҾ఼᳝䰤݀ৌ Ϟ⍋㽓ᅱ⫳⠽⾥ᡔ᳝䰤݀ৌ
Ϟ⍋Ꮦ᭰ೳ䏃 ᓘ ো ᅸ Ϟ⍋Ꮦ⌺ϰᮄऎᓴ∳催⾥ᡔುऎ↩छ䏃 ᓘ
䚂㓪˖
⬉䆱˖ 䚂㓪˖
Ӵⳳ˖ ⬉䆱˖
䚂ӊ˖VKDQSHO#DQSHOFRPFQ Ӵⳳ˖
䚂ӊ˖VDOHV#F[ELRFRP
Ϟ⍋◮吓࣪Ꮉ⾥ᡔ᳝䰤݀ৌ Ϟ⍋⩲ܝᅲϮ᳝䰤݀ৌ
Ϟ⍋Ꮦᕤ∛ऎᎱ䏃 ো োὐ ᅸ Ϟ⍋Ꮦ⌺ϰᮄऎ㦆ᅝ㽓䏃 ᓘ ᷟ ᅸ
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖LQIR#KDQKRQJJURXSFRP 䚂ӊ˖LQIR#HQHUJ\FKHPLFDOFRP
Ϟ⍋㣅㧆䖾࣪ᄺ⾥ᡔ᳝䰤݀ৌ Ϟ⍋乡∝࣪Ꮉ⾥ᡔ᳝䰤݀ৌ
Ϟ⍋Ꮦᴼ⌺ऎᅕ䏃 ো䚵∳䰙 $ ᑻ ᅸ 䯉㸠ऎ㥬ᴅ䏃 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖RIILFH#LQILQLW\FKHPFRP 䚂ӊ˖]KHQJ[LDRKXL#KRWPDLOFRP
Ϟ⍋᱂߃ྚ࣪ᄺ⾥ᡔ᳝䰤݀ৌ Ϟ⍋䖜⨲ᇨ࣪ᄺᡔᴃ᳝䰤݀ৌ
Ϟ⍋Ꮦᴼ⌺ऎӳ䏃 ᓘ ো ᐶ ᅸ Ϟ⍋Ꮦ䯉㸠ऎ∳ජ䏃 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖\F#SHUFKHPFRP 䚂ӊ˖6DOHV#PHU\HUFRP
281
ҧᏖϰℷ䞥៤࣪Ꮉ᳝䰤݀ৌ फҀ吣࣪⦏Ҿ఼᳝䰤݀ৌ
ҧᏖ䚥㽓䏃 ো फҀᏖᑇफ䏃 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖WFG]#FRP 䚂ӊ˖QMSFKE#FRP
ᵁᎲᐌ䴦࣪Ꮉ᳝䰤݀ৌ फҀᇓᖋ䆩偠఼ᴤ᳝䰤݀ৌ
ᵁᎲᏖ㡂ቅ㽓䏃 ো फҀᏖ⥘℺ऎスि䏃 ো ᐶ ᅸ
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖MLQOLXSLQ#FRP 䚂ӊ˖QMVKRXGH#FRP
ढϰए㥃㙵ӑ᳝䰤݀ৌ఼ᴤ࣪ࠖߚ݀ৌ 㢣ᎲᎹϮುऎम㕢䖒䆩ࠖҾ఼᳝䰤݀ৌ
ᵁᎲᏖ⏙⋄㸫 ো 㢣ᎲᎹϮುऎ᯳㸫 ো⫳⠽㒇㉇ು $ ᅸ
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖VKHQPLKXD#FRP 䚂ӊ˖[XMLDQ#ERPHLGDFRP
ᵁᎲᓎ∛࣪Ꮉ᳝䰤݀ৌ ᯚቅডᑨ䫒࣪Ꮉ఼ᴤ᳝䰤݀ৌ
⌭∳ⳕᵁᎲᏖḤᑤওḤ৯㸫䘧ᑓഎ䏃 ো ᯚቅᏖᯚ࣫䏃 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖#TTFRP 䚂ӊ˖I\OEI#FRP
⏽ᎲᏖ呓ජ䞥ቅ࣪ᄺ䆩ࠖҾ఼݀ৌ ᮴䫵Ёᘦᅲ偠Ҿ఼᳝䰤݀ৌ
⏽ᎲᏖ⠯ቅ࣫䏃 ো࣪ᎹᏖഎ ᮴䫵Ꮦ䫵≾㽓䏃 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖Z]MLQVKDQ#TTFRP 䚂ӊ˖Z[]K\T#FRP
ᅕ⊶༹म⾥ᄺҾ఼᳝䰤݀ৌ ড়㙹䞥߯ᮄᴤ᳝᭭䰤݀ৌ
ᅕ⊶Ꮦ∳ϰऎ∳ϰ࣫䏃 ো ড়㙹Ꮦᅬҁ䏃 োᯎජॺ ᅸ
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖/5#QE\TZFRP 䚂ӊ˖[VP#VRKXFRP
ᅕ⊶Ꮦ⍋Ჭᮄ␃఼࣪䌌ᯧ᳝䰤݀ৌ ড়㙹㕢Є࣪ᎹҾ఼᳝䰤݀ৌ
ᅕ⊶Ꮦṕ㸫 ো ড়㙹Ꮦ▝⑾ϰ䏃݄ҁುଚ䫎 ᐶ
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖#TTFRP 䚂ӊ˖#FRP
फҀᰮ᱈࣪⦏Ҿ఼᳝䰤݀ৌ फᯠ㓓ᘦ⾥ᡔ᳝䰤݀ৌ
哧ὐऎ啭ҧᏋ ো䮼䴶᠓ फᯠᏖ乎䏃 ো᱃⊇᯳ᅿ ᅸ
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖QMZDQTLQJ#FRP 䚂ӊ˖QFJH#FRP
फҀᒋ⒵ᵫ࣪ᎹᅲϮ᳝䰤݀ৌ ∳㽓ⳕϰᮍ࣪⦏䆒᳝䰤݀ৌ
फҀᏖЁቅ࣫䏃 ো啭৳ᑓഎ ᅸ फᯠᏖफҀ㽓䏃 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖VDOHV#FKHPOLQFRPFQ 䚂ӊ˖QFGIKJ#FRP
282
⚳ৄҎ㒣䌌᳝䰤݀ৌ 䴦ቯ㝒啭ᖂ⊶⾥ᡔ᳝䰤݀ৌ
⚳ৄᏖ㡱㔬ऎᓎ䆒䏃 ো䌌ὐ ᅸ 䴦ቯᏖ䖑ᅕ䏃 ো乤Ё䫊㸫佪ᑻ ᅸ
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖WDQJUHQMLQJPDR#FRP 䚂ӊ˖VDOHV#WOZEFRPFQ
䴦ቯ䨿ᒋᮃᖋ⫳⠽ଚ䌌᳝䰤݀ৌ ⌢फᳱᯁҾ఼䆒᳝䰤݀ৌ
䴦ቯᏖಯᮍऎҎ⇥䏃 ো ऩ ܗᅸ ⌢फᏖग़ජऎ㢅ು䏃 ো োὐ䰘ሲ
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖]KDQJ[XH\DQ#FRP 䚂ӊ˖GLQJ[T#VLQDFRP
Ёफഄऎ
℺∝⬇䆩࣪Ꮉ⾥ᡔ᳝䰤݀ৌ ᑓᎲᏖ䞥ढ࣪ᄺ䆩᳝ࠖ䰤݀ৌ
℺ᯠऎϕᄫḹ䏃 ো ᑓᎲᏖ⍋⦴ऎ∳➩फ䏃 োড়߽থሩॺ ὐ
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖ZKVVKJBMNO#FRP 䚂ӊ˖VHUYLFH#MLQKXDGDFRP
⏅ഇᏖ࣪䆩⾥ᡔ᳝䰤݀ৌ
⏅ഇᏖफቅऎϔ⬆ϰᮍᮄഄ $ ᑻ োଚ䫎
䚂㓪˖
⬉䆱˖
Ӵⳳ˖
䚂ӊ˖+VVFLHQFH#KVVFLHQFHFRP
㽓फഄऎ
䞡ᑚ㽓फ࣪ᄺ䆩᳝ࠖ䰤݀ৌ ᯚᯢס᥋⾥ᡔ᳝䰤݀ৌ
䞡ᑚ䕗എষ % ᯚᯢᏖᓎ䆒䏃㖹㸫 োᴹᮄජ ᐶ ᅸ
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖;QKV#\DKRRFQ 䚂ӊ˖LQIR#ELRJHQQHWFQ
㓉䰇Ꮦ㤷ⲯ⾥ᡔ᳝䰤݀ৌ ៤䛑Ꮦ㢠䪆࣪⦏᳝䰤݀ৌ
㓉䰇ᏖЈು䏃㽓↉ ো ៤䛑Ꮦ啭㟳䏃 ো
䚂㓪˖ 䚂㓪˖
⬉䆱˖ ⬉䆱˖
Ӵⳳ˖ Ӵⳳ˖
䚂ӊ˖#FRP 䚂ӊ˖#TTFRP
283
Reagent Guide
Bioscience
& Analytical Science
Not for Sale
First Edition : May 2011
©2011 Tokyo Chemical Industry Co., Ltd. Reproduction forbidden without permission. T130110530
Printed in Japan