Chapter 26

Biomolecules

Only One Option Correct Type Questions

1. Cellulose upon acetylation with excess acetic anhydride / H2SO4 (catalytic) gives cellulose triacetate whose
structure is [IIT-JEE-2008 (Paper-2)]

AcO
AcO O O–
H H
AcO O OAc H
(A) H H O H
H H O O OAc H H H OAc
OAc H H H OAc
–O
H OAc

AcO
AcO O O–
H H
AcO O OH H
H H O H
(B)
H H O O OH H H H OH
OH H H H OH
–O
H OH

AcO AcO AcO

H H O H H O H H O O–
(C) H H
OAc H OAc H OAc H
–O O O H
H OAc H OAc H OAc

AcO AcO AcO

H H O H H O H H O O–
(D) H H
H H O H H H H
–O O H
OAc OAc OAc OAc OAc OAc

Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph.011-47623456

ARCHIVE - JEE (Advanced) CHEMISTRY

2. The correct statement about the following disaccharide is [IIT-JEE-2010 (Paper-1)]

CH2OH
O
H H CH2OH H
H O

OH H H OH
OCH2 CH2 O CH2OH
OH

H OH OH H
(a) (b)

(A) Ring (a) is pyranose with -glycosidic link (B) Ring (a) is furanose with -glycosidic link

(C) Ring (b) is furanose with -glycosidic link (D) Ring (b) is pyranose with -glycosidic link

3. The following carbohydrate is [IIT-JEE-2011 (Paper-2)]

H OH
H O
HO OH
HO H HO
H
H
(A) A ketohexose (B) An aldohexose
(C) An -furanose (D) An -pyranose
4. The Fischer projection of D-erythrose is shown below. [JEE (Adv)-2020 (Paper-1)]
CHO
H OH
H OH
CH 2OH
D-Erythrose
D-Erythrose and its isomers are listed as P, Q, R, and S in Column-I. Choose the correct relationship of P,
Q, R, and S with D-erythrose from Column II.
Column-I Column-II

HO H
OHC
P. H 1. Diastereomer
OH OH

OHC OH
Q. HO H 2. Identical
H OH

OHC H OH
R. H 3. Enantiomer
OH
OH

OHC OH
s. HO OH
H H

(A) P  2, Q  3, R  2, S  2 (B) P  3, Q  1, R  1, S  2
(C) P  2, Q  1, R  1, S  3 (D) P  2, Q  3, R  3, S  1

Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph.011-47623456

CHEMISTRY ARCHIVE - JEE (Advanced)

5. Treatment of D-glucose with aqueous NaOH results in a mixture of monosaccharides, which are
[JEE (Adv)-2022 (Paper-2)]

(A)

(B)

(C)

(D)

One or More Option(s) Correct Type Questions

6. The correct statement(s) about the following sugars X and Y is(are) [IIT-JEE-2009 (Paper-2)]

CH2OH
O O
H H H HOH2C H
O CH2OH
HO OH H H HO

H OH OH H
X
CH2OH
O
CH2OH H H H
O OH
H O H HO
H

OH H OH H
HO H

H OH
Y

Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph.011-47623456

ARCHIVE - JEE (Advanced) CHEMISTRY

(A) X is a reducing sugar and Y is a non-reducing sugar

(B) X is a non-reducing sugar and Y is a reducing sugar
(C) The glucosidic linkages in X and Y are  and , respectively
(D) The glucosidic linkages in X and Y are  and , respectively
7. The structure of D-(+)-glucose is
CHO
H OH
HO H
H OH
H OH
CH2OH
The structure of L-(–)-glucose is [JEE (Adv)-2015 (Paper-1)]

CHO CHO
HO H H OH
H OH HO H
(A) (B)
HO H H OH
HO H HO H
CH2OH CH2OH

CHO CHO
HO H HO H
HO H HO H
(C) (D)
H OH HO H
HO H H OH
CH2OH CH2OH

8. For "invert sugar", the correct statement(s) is/are

(Given : Specific rotations of (+)-sucrose, (+)-maltose, L-(–)-glucose and L-(+)-fructose in aqueous solution are
+66°, +140°, –52° and +92°, respectively) [JEE (Adv)-2016 (Paper-2)]
(A) "Invert sugar" is prepared by acid catalyzed hydrolysis of maltose
(B) "Invert sugar" is an equimolar mixture of D-(+)-glucose and D-(–)-fructose
(C) Specific rotation of "invert sugar" is –20°
(D) On reaction with Br2 water, "invert sugar" forms saccharic acid as one of the products
9. The Fischer presentation of D-glucose is given below.

CHO
H OH
HO H
H OH
H OH
CH2OH
D-glucose

The correct structure(s) of -L-glucopyranose is (are) [JEE (Adv)-2018 (Paper-2)]

Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph.011-47623456

CHEMISTRY ARCHIVE - JEE (Advanced)

H H
O O
HO CH2OH OH HO CH2OH OH
(A) (B)
H H HO H H H H H

OH H OH OH

CH2OH H
O O
H H OH HO CH2OH H
(C) (D)
HO OH HO H H H HO OH

H H OH H

10. Which of the following statement(s) is(are) true? [JEE (Adv)-2019 (Paper-1)]
(A) Hydrolysis of sucrose gives dextrorotatory glucose and laevorotatory fructose
(B) Oxidation of glucose with bromine water gives glutamic acid
(C) The two six-membered cyclic hemiacetal forms of D-(+)-glucose are called anomers
(D) Monosaccharides cannot be hydrolysed to give polyhydroxy aldehydes and ketones
11. Given:

CHO
H OH
HO H HNO3
P
H OH
[]D = +52.7º
H OH
CH 2OH
D-Glucose
The compound(s), which on reaction with HNO3 will give the product having degree of rotation, []D = –52.7º
is(are) [JEE (Adv)-2021 (Paper-1)]

CHO CHO
HO H HO H
HO H HO H
(A) H OH (B)
H OH
H OH HO H
CH 2OH CH 2OH

CHO CHO
HO H H OH
H OH H OH
(C) HO H (D) HO H
HO H H OH
CH 2OH CH 2OH

Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph.011-47623456

ARCHIVE - JEE (Advanced) CHEMISTRY

Matrix-Match / Matrix Based Type Questions

12. Match the chemical substances in Column I with type of polymers/type of bonds in Column II.
[IIT-JEE-2007 (Paper-1)]
Column I Column II
(A) Cellulose (p) Natural polymer
(B) Nylon-6, 6 (q) Synthetic polymer
(C) Protein (r) Amide linkage
(D) Sucrose (s) Glycoside linkage
Integer / Numerical Value Type Questions
13. The total number of basic groups in the following form of lysine is [IIT-JEE-2010 (Paper-1)]

H3N CH2 CH2 CH2 CH2 O

CH C
H2N O
14. A decapeptide (Mol. Wt. 796) on complete hydrolysis gives glycine (Mol. Wt. 75), alanine and phenylalanine.
Glycine contributes 47.0% to the total weight of the hydrolysed products. The number of glycine units present
in the decapeptide is [IIT-JEE-2011 (Paper-1)]
15. The substituents R1 and R2 for nine peptides are listed in the table given below. How many of these peptides
are positively charged at pH = 7.0? [IIT-JEE-2012 (Paper-1)]

H3 N CH CO NH CH CO NH CH CO NH CH COO

H R1 R2 H
Peptide R1 R2
I H H
II H CH3
III CH2COOH H
IV CH2CONH2 (CH2)4NH2
V CH2CONH2 CH2CONH2
VI (CH2)4NH2 (CH2)4NH2
VII CH2COOH CH2CONH2
VIII CH2OH (CH2)4NH2
IX (CH2)4NH2 CH3

16. When the following aldohexose exists in its D-configuration, the total number of stereoisomers in its pyranose
form is [IIT-JEE-2012 (Paper-1)]
CHO
CH2

CHOH

CHOH

CHOH
CH2OH

Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph.011-47623456

CHEMISTRY ARCHIVE - JEE (Advanced)

17. A tetrapeptide has —COOH group on alanine. This produces glycine (Gly), valine (Val), phenyl alanine (Phe)
and alanine (Ala), on complete hydrolysis. For this tetrapeptide, the number of possible sequences (primary
structures) with —NH2 group attached to a chiral center is [JEE (Adv)-2013 (Paper-1)]
18. The total number of distinct naturally occurring amino acids obtained by complete acidic hydrolysis of the
peptide shown below is [JEE (Adv)-2014 (Paper-1)]
O

O O H O H O H
N
N N N
N N N
N O
H CH2 O H O H CH2

19. The structure of a peptide is given below.

NH2
HO

H O
N OH
H2 N N
O H O
CO2H
If the absolute values of the net charge of the peptide at pH = 2, pH = 6, and pH = 11 are |z1|, |z2|, and |z3|,
respectively, then what is |z1| + |z2| + |z3|? [JEE (Adv)-2020 (Paper-2)]
  

Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005 Ph.011-47623456