Professional Documents
Culture Documents
Cen20170313 DL
Cen20170313 DL
Inside
drug production
Three stories about how
molecules are made
P.36
Pharma&Biotech
Features
30 Spider venom: An
insecticide whose time
has come?
Bioinsecticide maker Vestaron
says fruit and vegetable farmers
are ready for its spider venom
peptide.
20 Foreign students
and postdocs in U.S.
worry about the future
With Trump taking aim at
immigration, foreign trainees
consider taking their talents
elsewhere.
Views expressed are those of the author and not necessarily those of ACS.
Concentrates
Chemistry news from the week
George Olah dies at 89
Quantum effect could explain chiral interactions
Data bit stored on single atom
Rening crude oil analysis
Nestl, Danone look to renewable bottles
Vertex acquires deuterated competitor
DSM, Evonik get omega-3s from algae
6
6
7
9
12
13
13
EPA scraps methane reporting for oil and gas industries 16
INFECTIOUS DISEASE
PHYSICAL CHEMISTRY
cules, that reorganization is accompanied we think about molecular recognition in covalent interactions bring molecules
by electron spin polarization that enables biological and organic chemistry. together, making it more likely to influence
molecules of the same chirality to interact In the new work, Naaman and colleagues enantiospecific recognition in a crowded
more strongly than molecules of opposite combined experimental studies of helical cellular environment than in dilute solu-
chirality, reports a research team led by oligopeptides with computational analysis. tions. It is also additive and becomes more
Ron Naaman and Jan M. L. Martin of the They found that the electron spin polar- significant when many chiral functional
Weizmann Institute of Science and David ization induced by molecular interactions groups interact across the surfaces of large
H. Waldeck of the University of Pittsburgh constrains the symmetry of the wave biomolecules.JYLLIAN KEMSLEY
magnetically stable. If the polarity of a do- states, or spins. Then the team detected asserts that the IBM team has unambigu-
main spontaneously flips, data will be lost. the orientation of the spins via an STM ously achieved the ultimate limit of writ-
That problem is related to the domains technique known as tunnel magnetore- ing and reading information.
composition and size, as well as their ther- sistance, which showed that the spins can The complexity of the method means
modynamic properties. be switched at will and remain stable for that the work is still far from real-world
The domains in todays commercial several hours. To confirm that they had applications, she notes, yet it shows that it
devices, which have lateral dimensions in achieved spin switching, the researchers is possible to store and retrieve magnetic
the nanometer range and are a few atomic placed one iron atom near the holmium information with a single atom.MITCH
layers thick, typically consist of hundreds atoms and used it as a magnetic sensor JACOBY
Enzyme-inspired
route to heterocycle
functionalization
Bifunctional metal agents reversibly coordinate
heterocycles and derivatize them at remote sites
Chemists often use CH activation to help The reagents use distance and geome-
replace specific hydrogen atoms in organ- try constraints to focus on specific target
ic compounds with complex functional sites on substrates, like enzymes do. They
groups. This strategy generally involves coordinate reversibly with substrate
covalently bonding a reagent con- molecules, derivatize them, de-
taining a CH-activating O N O tach after activation, and then
group, such as a palladium CH3O N Pd N F move on to activate other
atom, to a substrate that substrate molecules, also
already has a directing func- OCH3 N like enzymes do. The re-
tional group. The directing agents work stoichiomet-
group steers the CH rically or catalytically, and
N
activator to the desired A bimetallic H relatively large amounts
CH bond. Once the bond reagents Pd are required. But their ef-
breaks, a new functional anchoring ficiency can potentially be
group replaces hydrogen palladium (near center) improved, experts say.
and the directing group is coordinates with the Yu and coworkers
removed. nitrogen atom of a substrate used the new reagents
A new class of bimetal- (quinoline in this case, red), to alkenylate a range of
lic reagents now uses en- positioning the reagents nitrogen heterocycles,
zyme-inspired reversible second palladium (lower including phenylpyridine,
metal coordination, in- right) to activate a remote quinoline, and the anti-
stead of covalent bonding, CH bond (green). cancer natural product
to achieve CH activation camptothecin, none of
and functionalization in nitrogen hetero- which could previously be functionalized
cycles, with no need to preinstall or later in the same way using CH activation, Yu
remove a directing group. The reagents, says.
designed by Jin-Quan Yu and coworkers at Motomu Kanai of the University of
Scripps Research Institute California, also Tokyo comments that the technique is
activate remote CH bonds that have been very powerful, noting that it could ease
difficult to reach or completely inaccessible drug design by making it possible to modi-
with other synthetic techniques (Nature fy compounds at positions other methods
2017, DOI: 10.1038/nature21418). cannot easily reach. Victor Snieckus of
CH activation hasnt worked well with Queens University in Ontario calls the
heterocycles because metal discovery a major leap
activators tend to coordi-
nate with heteroatoms, in-
The discovery forward in synthetic
aromatic substitution
terfering with site selectiv- is a major chemistry. And Kian Tan,
ity. Yu and coworkers have
now turned that problem
leap forward who leads the Chemical
Technology-Synthesis
into an advantage. In their
new bimetallic reagents,
in synthetic group at Novartis in Cam-
bridge, Mass., says the
one palladium atom is de- aromatic templates are amazingly
signed intentionally to co-
ordinate reversibly with the substitution well designed and ver-
satile, making it easy to
heteroatom of a substrate,
positioning the second
chemistry. envision creating libraries
of templates to access
metal to activate a remote Victor Snieckus, different selectivity pat-
CH bond. Queens University in Ontario terns.STU BORMAN
Titration
FOSSIL FUELS
ten responsible for poisoning oil-processing a crude oil before investing in extracting it. www.metrohm.com
catalystswhich conventional analytical Declining production of low-sulfur, sweet
methods struggle to identify. crude, oil has the industry relying on heavier
The procedure is not based on radical crudes requiring more refining and posing
innovation. It relies on a series of columns greater risks of pipeline corrosion or block-
filled with commercial ion exchange resins ages.MARK PEPLOW, special to C&EN
Li2B6O9F2 offers
tinkling in the pool Acesulfame
potassium
deep-ultraviolet Researchers estimate that swimming pools contain 30 to 80 mL of urine for
nonlinear optical each person whos jumped in. The problem, aside from the ick factor, is that
properties without urine reacts with chemical disinfectants in the water to form potentially
beryllium and harmful by-products. To track the safety of pools and hot tubs, scientists
debilitating layering. would like to find a chemical marker of how much urine is actually in the
water. Xing-Fang Li and coworkers at the University of Alberta propose that
materials currently the artificial sweetener acesulfame potassiumused in products such as bev-
used (Angew. Chem. Int. erages and baked goods, often in combination with other sweetenerscould
Ed. 2017, DOI: 10.1002/ be that marker. Humans dont metabolize the sweetener, so its excreted
anie.201700540). intact in urine. Li and coworkers used liquid chromatography and tandem
DUV NLO materials mass spectrometry to measure acesulfame in 250 samples from 31 pools and
are increasingly being hot tubs in two Canadian cities. They also sampled the corresponding input
used in the semiconductor industry and are tap water for comparison (Environ. Sci. Technol. Lett. 2017, DOI: 10.1021/acs.
crucial in producing solid-state lasers with estlett.7b00043). The team found the sweetener in all pool and hot-tub sam-
wide frequency ranges. The fluorooxoborate ples at concentrations from 30 to 7,110 ng/L, compared with 15 ng/L or less in
KBe2BO3F2, which is the only practical laser the tap water samples. Using the average amount of acesulfame in a human
material for generating light below 200 nm, urine sample, the researchers then estimated that urine can account for up to
has had researchers scrambling for alterna- 30 L of the volume in a standard 420,000-L community pool. The ubiquity of
tives to avoid further use of toxic beryllium. acesulfame suggests that it could indeed be used as a urinary marker for track-
It also grows in layers, which can reduce its ing water quality, the researchers note.CELIA ARNAUD
optical properties. Now, a team led by Shilie
Pan, vice director of the Chinese Academy
of Sciences Xinjiang Technical Institute of
Physics & Chemistry, has prepared a class promising antimicrobial and antitumor activities, The enzymes AmbU4, WelU1,
CRE DIT: SHUTT ERSTOCK (POOL ); ANGEW. CHEM. INT. ED. (CRYSTAL STRUCTURE DIAGRAM)
of beryllium-free fluorooxoborate crystals but they are difficult to make synthetically. New and WelU3 use cascade
that dont layer. The teams strategy involved findings on how cyanobacteria biosynthesize them reactions to convert a common
inserting (BO3F)4, (BO2F2)3, or (BOF3)2 could help guide future synthetic efforts. Xinyu Liu indolenine precursor into three
groups into three-dimensional boron-oxy- and Qin Zhu at the University of Pittsburgh have natural products.
gen networks. The material works as needed discovered that U-pro-
without beryllium, and the synthesis meth- tein enzymes catalyze
od avoids the formation of terminal oxygen cascade reactions that
H
atomsthe existence of which leads to layer structurally diversify a
formation. One compound in particular, common precursor into
WelU3 H NC
Li2B6O9F2, promises to further break down different indole alkaloids NC
the DUV wall for NLO materials, the re- (Chem. Commun. 2017, N
searchers report.ELIZABETH WILSON DOI: 10.1039/c7cc00782e). Indolenine precursor N
For example, three of the H
enzymesWelU1, WelU3, AmbU4 12-epi-Hapalindole C
BIOCATALYSIS and AmbU4convert a WelU1
have been able to show that bumblebees acid (J. Am. Chem. Soc. 2017, DOI: 10.1021/
can distinguish their odor from that of their jacs.6b12360). Gandelmans group had pre-
nest mates, Pearce notes.SARAH EVERTS viously studied a triazolium salt and found
When bumblebees land on a flower, they it to be an analog of imidazole-based N-het-
leave behind their foot odor, which stems erocyclic carbenes, including the ability to
in part from (Z)-9-tricosene (shown). CHEMICAL BONDING serve as a ligand for transition metals. The
over foot funk is their own, a nest mates, Nitrogen Lewis central nitrogen of the saturated NNN
triazolium unit in the molecule can accept
or that of an entirely unknown bumblebee. electron density from a metal into a vacant
The researchers think being able to dis-
acids unveiled p orbital, even though it weakly donates its
tinguish these odor prints could prevent lone pair of electrons residing in an sp2-type
bees from making redundant visits to the Lewis acids and bases are one of chemistrys orbital to the metal. With that information
CRE DIT: NAT. MAT ER. (CONES); SHUTTERSTOCK (BEE )
same nectar source (Sci. Rep. 2017, DOI: fundamental concepts, depicting a mole- in hand, the team decided to treat various
10.1038/srep43872). Bumblebees arent the cules ability to accept an electron pair from triazolium compounds with different Lewis
only insects to leave behind smelly foot a partner molecule or to donate an electron bases such as phosphides, phosphines, and
residues as they go about their day: Wasps, pair to a partner, respectively. For example, carbanions and found that the nitrogen-cen-
termites, and ants also secrete mixtures of electron-rich nitrogen-centered mole- tered molecules functioned as the Lewis acid
hydrocarbons from their feet that give each cules such as ammonia function as Lewis partner. Gandelman and coworkers think
individual its own personal aroma. The bases. Mark Gandelman of these new nitrogen-based
secretions also help with adhesion and with TechnionIsrael Institute of CH3 Lewis acids could join other
: Base
avoiding desiccation. For bumblebees, their Technology and his group have N well-established Lewis acids
signatures often include (Z)-9-tricosene found a situation in which they N+ : based on boron, phosphorus,
and other long-chain hydrocarbons, and the can turn that donor-acceptor N aluminum, and tin and serve in
relative concentration of these components reactivity around, so that reactive frustrated Lewis pairs
uniquely identifies an individual. The new a nitrogen-centered mol-
CH3 or other types of catalysts.
findings represent the first time researchers ecule functions as a Lewis Triazolium Lewis acid STEVE RITTER
BIOBASED CHEMICALS
BY THE NUMBERS
Nestl, Danone look to
INFORMATICS
storing, and manipulating the flood of data informatics vice president, by allowing acquisition with the purchase of laboratory
from todays scientific instruments. companies to focus on science and not the software and services firm Ceiba Solutions
Their cloud-based offerings are more infrastructure. in 2014.MARC REISCH
Wacker Chemie will spend Pharmaron, a Beijing-based Vaxess Technologies has BioVersys, a Swiss biotech
about $7 million to expand sil- contract research firm, has received two grants totaling firm, will work with the U.S.
icone production at its Jandi- agreed to buy a majority stake about $6 million from the Bill drug discovery services firm
ra site near So Paulo, Brazil. in a U.S. subsidiary of Japans & Melinda Gates Foundation Aptuit on new targets and
The firm says the project will Shin-Nippon Biomedical Lab- to support the development molecules for Gram-negative
boost output of antifoam oratories. Based at the Uni- of polio and measles-rubella bacteria. BioVersys studies
compounds and specialty sil- versity of Maryland BioPark, vaccines. The company uses small molecules that interfere
icones for industries such as the subsidiary conducts silk-derived biopolymers to with bacterial-resistance
paper and personal care. Phase I and II clinical studies create controlled-release mi- mechanisms.
for drug industry customers. croneedle patches for trans-
Vernalis and Servier, dermal delivery of vaccines. Takeda Pharmaceutical
partners since 2007, have set Herbalife, a producer of invested in the $120 million
up a new two-year oncology supplements used for weight UCB Biopharma has signed initial public offering of Arix
drug discovery collaboration. loss and nutrition, has set up a multiyear insourcing Bioscience, a London-based
Vernalis will receive an ini- a 275-m2 facility at the Banga- agreement with the French firm that finances and builds
CRE DIT: VANDE RBILT
tial $2 million for applying lore, India, site of the contract contract research firm NovA- life sciences businesses. Arix
its fragment- and struc- research firm Syngene. Staffed liX. Under the pact, NovAliX says it will create and incubate
ture-based drug discovery with Syngene employees, the will provide on-site chemistry companies in partnership
methods to the program. facility will help Herbalife for- services to support small-mol- with Takeda.
which biotechnology products are intro- will seek in the trilateral trade agreement,
duced, and the types of products, are ex- With the Trump Administration vow- but the GOP-led Congress is considering
pected to significantly increase in the next ing to renegotiate the North American border adjustment import taxes and other
five to 10 years, and federal agencies need Free Trade Agreement with Mexico and measures that would upend the current
to prepare for this growth, says Richard Canada, trade groups representing the tariff-free arrangement.GLENN HESS,
M. Murray, a Caltech bioengineering pro- North American chemical industry say special to C&EN
11 70 200 220
GLOBAL APIs & CONTROLLED YEARS OF EXPERIENCE DEDICATED RESEARCH
MANUFACTURING SITES SUBSTANCES CHEMISTS
Custom Pharma Solutions Controlled Substances APIs & Life Cycle Management Catalysts
EMPLOYMENT
I
n late January, when President Donald J. Trumps initial U.S. competitiveness in science and tech-
executive order took effect barring people from seven nology. There are many places in the world
that would love to have smart, educated
predominantly Muslim countries from entering the U.S. for people who have skills in science and tech-
90 days, the scientific community reacted swiftly (C&EN, nology, he says.
Feb. 6, page 5). Among them, foreign graduate students and postdocs Khademhosseini and 45 other journal ed-
itors recently published an editorial in ACS
in the U.S. scrambled to figure out how such travel restrictions would Nano encouraging the scientific commu-
affect them. nity to promote a culture of inclusiveness,
The first 24 hours, nobody did any Im walking on eggshells, and I dont tolerance, and diversity (2017, DOI: 10.1021/
work, says Saghi Saghazadeh, an Iranian know whats going to happen, Saghazadeh acsnano.7b00953).
postdoc in the lab of Ali Khademhosseini at says. The worst part is that we cannot plan Foreign grad students and postdocs
Harvard Medical School. I was constantly for the future. whom C&EN spoke with said they are seri-
refreshing news websites; thats all I did. The National Science Foundations ously considering leaving the U.S. for coun-
A federal judge issued a stay on that National Center for Science & Engineering tries that have a more welcoming immi-
executive order, but President Trump on Statistics conducts a Survey of Graduate gration policy. Im questioning staying in
March 6 announced a new executive order Students & Postdoctorates in Science & En- America, and I have already started looking
that suspends for 90 days immigration gineering. According to that survey, 45% of through documents for Canada, Saghaza-
from six, instead of seven, predominantly full-time graduate students in science and deh says. I will go to a country where I have
Muslim countries: Iran, Libya, Somalia, Su- engineering in the U.S. were on a temporary to worry less about my life.
dan, Syria, and Yemen. Iraq, which was list- visa in 2015. Cathleen Crudden, a chemistry pro-
ed in the first immigration executive order, Khademhosseini, who is researching fessor at Queens University in Ontario
CRE DIT: SHRIKE ZHANG
is no longer on the list. tissue engineering, says the majority of stu- and a member of C&ENs advisory board,
These curbs on immigration are prompt- dents and postdocs in his lab are from other says she has been fielding phone calls and
ing foreign grad students and postdocs in countries. e-mails every day from foreign scientists
the U.S. to consider alternative plans for We are very multicultural in our lab, and in the U.S. and other countries inquiring
their education and career, including mov- its representative of most labs in the U.S., about joining her lab. Ive had people from
ing to another country. he says. Ive always appreciated this vision the U.S. contact me to say that they want to
Electrosynthesis
gives chemists
more power
Organic chemists find using
electric current as a reagent
helps streamline reactions
STEPHEN K. RITTER, C&EN WASHINGTON
W
hen it comes to electrochemistry, the first thing Waldvogels lab in Mainz, Germany,
that pops into mind probably isnt CH activation uses a variety of divided and undivided
batch-type electrochemical cells (colored
or arene cross-coupling reactions. You might think solutions added for visualization) for
of batteries and solar cells, or industrial processes small-scale screening reactions and for
such as electroplating and the electrolytic production of metals such prep-scale electrosynthesis.
as aluminum. Others might think of cyclic voltammetry, a technique hands of the modern synthetic organic
used to study the chemical properties of compounds and reaction chemist, who is faced with the challenge of
mechanisms. creating increasingly complex molecules
in a greener, more sustainable, safer, and
But for plain old organic chemistry, like mentally about adding and subtracting more cost-effective manner over current
those arene cross-couplings, electrochem- electrons to and from target molecules. reagent-based approaches.
istry isnt common in research or used Researchers achieve electron pushing typi- Waldvogels group, for example, in
widely on a preparative scale. The centu- cally through the power of an acid, base, or collaboration with researchers at Evonik
ry-old chlor-alkali electrolysis process to metal catalyst, accompanied by the activity Industries, last year created a metal-free,
prepare chlorine and sodium hydroxide of a cocatalyst or oxidizing and reducing oxidant-free one-step electrochemical
from sodium chloride solution is one agents to complete the circuit, so to speak, protocol for cross-coupling phenols to
exception. And emerging more recently allowing the catalyst to be recycled. make symmetrical and nonsymmetrical
have been clean energy electrocatalytic In recent years, improvements in pho- biaryl diols (Angew. Chem. Int. Ed. 2016,
reactions such as splitting water to make tocatalysis, in which light interacting with DOI: 10.1002/anie.201604321 and 10.1002/
hydrogen and reducing carbon dioxide to a catalyst helps drive the electron-transfer anie.201605865). The researchers just
make simple hydrocarbons. process, have further boosted organic syn- expanded the approach to aniline-aniline
Todays chemists have been simply re- thesis. Electrosynthesis is offering a similar cross-couplings to form 2,2-diamino-
luctant to adopt electrosynthesis, believing boost, except its a pair of electrodes con- biaryls (Angew. Chem. Int. Ed. 2017, DOI:
the technology is too cumbersome or ex- trolling electron flow in the reaction vessel 10.1002/anie.201612613).
pensive. Yet as a growing cadre of research- instead of a lightbulb. Electrochemical syn- Overall, the scalable power-to-chem-
ers is showing, the benefits of the technolo- thesis shares some of the same perceived icals approach is important for making
CRE DIT: VERBAND DE R CHE MISCHE INDUSTRIE /GERAL D FUEST
gy can no longer be overlooked. barriers to adoption as photocatalysis, but specialty, value-added products, Waldvogel
Synthetic chemists have long viewed both approaches present the benefit for notes, including drug candidates, agro-
electrochemistry as an area where a few chemists to do more with less. chemicals, flavors and fragrances, catalyst
people do interesting reactions that are Electric current, when used as a surro- ligands, and molecules for materials sci-
difficult for everyone else to repeat, says gate reagent, offers researchers the ability ence. And going beyond standard batch
Kevin D. Moeller of Washington University to avoid toxic or dangerous oxidizing or processes, Waldvogels team is developing
in St. Louis. That view is changing: The reducing reagents, protecting groups, and continuous electrochemical processes us-
field is undergoing a dramatic uptick in catalysts typically used in organic syn- ing microflow reactors, which can further
popularity at the present, which for those of thesis. Moreover, reducing or eliminating increase efficiency and reduce waste.
us who have been advancing the technique heating and cooling of reaction vessels can This stuff is extraordinary, Wald-
for a while now is really exciting. cut energy consumption. Another plus is vogel exclaims. These findings bring
There is a real resurgence of electrosyn- the ability to selectively target functional oxidative cross-coupling to the next level.
thesis, adds Siegfried R. Waldvogel of Jo- groups in a molecule during a reaction Electrosynthesis represents a disruptive
hannes Gutenberg University Mainz. The based on their different redox potentials, technology and will be a game changer for
invasion of more synthetically oriented sci- which is useful in diversifying intermedi- industry .
entists is propelling the area dramatically. ates and final products. In another example, Jun-ichi Yoshida
Synthetic organic reactions are funda- Those advantages play right into the and coworkers at Kyoto University have
U
.S.-based chemical firms failed earnings boost of 31% to $187 million, com- Meanwhile, results at Dow were mod-
in their attempts to boost profits pared with the 2015 pro forma figures. estly higher on mixed performance in its
in 2016 in the face of an uneven Chemours CEO Mark Vergnano wrote diverse businesses. As at DuPont, con-
and slow-growing global in a note to investors that 2016 was sumer specialties blossomed: Sales were
economy. The 19 chemical compa- about transformation; our five- up 25% compared with 2015, and earnings
nies tracked by C&EN largely met point transformation plan delivered more than doubled. Dows purchase of all
earnings expectations for the final results on all frontscost reduc- of Dow Corning amped up silicone sales to
quarter. But for the full year, sales tions, portfolio rationalization, auto and consumer care markets. Plastics
declined 5.3%, mainly because of growth opportunities, focused used in packaging continued their strong
lower raw material costs, while 2016 capital investments, and cultural run. The firm also introduced ingredients
earnings fell 8.7%.
The picture looked rosier
financial change. The company focused on
lowering the cost of producing the
for gluten-free products that were well re-
ceived by the food industry.
for the 17 firms that are not in review white pigment titanium dioxide But demand was lower for Dows refin-
the fertilizer business. Their combined and growing its sales of Opteon, its line of ing chemicals and performance monomers.
earnings slipped by only 1.8%. And most low-greenhouse-gas-potential refrigerants. Overall, Dow earned $4.2 billion for the
specialty chemical makers, thanks to their Vergnano was also pleased about a year, up 4% from 2015.
value-added products, more than made up recent agreement to settle thousands For firms with portfolios tied more
for lower materials costs to post significant of lawsuits in Ohio and West Virginia closely to basic chemicals, 2016 was not
earnings gains. In contrast, the fertilizer over drinking water contaminated with a great year. Huntsman Corp., Lyondell-
sellers Mosaic and CF Industries were hit
hard by much lower selling prices and ex- The year in chemicals
cess global supply. Specialties rms mainly had a good year, but basic chemicals and fertilizer companies
The power of specialties to generate struggled.
higher profits was particularly evident
for companies that sell into consumer SALES EARNINGSa CHANGE FROM 2015 PROFIT MARGINb
markets. In the fourth quarter, DuPont $ MILLIONS SALES EARNINGS 2016 2015
saw volume growth for sweeteners and Air Products $9,051 $1,580 -1.6% 13.7% 17.5% 15.1%
probiotics aimed at the food industry and Albemarle 2,677 483 -5.3 10.0 18.0 15.5
for performance materials used in auto- Ashland 4,978 415 -3.5 -11.7 8.3 9.1
motive manufacturing. The firm also ben- Celanese 5,389 963 -5.0 5.0 17.9 16.2
efited from the popularity of its Solamet
CF Industries 3,685 109 -14.5 -87.8 3.0 20.8
brand of metallization paste, used in solar
Chemours 5,400 187 -5.5 30.8 3.5 2.5
cells.
Overall, DuPonts 2016 sales dipped Chemtura 1,616 111 -5.3 9.9 6.9 5.9
slightly compared with 2015not every Dow Chemical 45,108 4,221 -3.4 4.1 9.4 8.7
specialty was in high demandbut earn- DuPont 24,594 2,934 -2.1 27.5 11.9 9.2
ings shot up by more than 27% to $2.9 bil- Eastman Chemical 9,008 1,003 -6.6 -8.1 11.1 11.3
lion. Chief Executive Officer Ed Breen FMC Corp. 3,282 380 0.2 14.1 11.6 10.2
credited the success to new product intro- W.R. Grace 1,599 192 -1.8 8.5 12.0 10.9
ductions as well as to the companys ef- Huntsman Corp. 9,657 377 -6.2 -23.4 3.9 4.8
forts to aggressively slim down in advance LyondellBasell 29,183 3,865 -10.9 -20.0 13.2 14.8
of its planned merger with Dow Chemical. Mosaic 7,163 298 -19.5 -70.2 4.2 11.2
In a conference call with analysts, he said NewMarket 2,049 243 -4.3 1.7 11.9 11.2
DuPont trimmed 11% from its operating
Praxair 10,534 1,576 -2.2 -6.0 15.0 15.6
costs, including a 41% cut in corporate
Stepan 1,766 98 -0.6 24.1 5.5 4.4
expenses.
The year was also a good one for Du- Westlake Chemical 5,075 399 13.7 -38.2 7.9 14.5
Ponts former performance chemicals TOTALc $181,814 $19,434 -5.3% -8.7% 10.7% 11.1%
businesses, Chemours. In its first full year a After-tax earnings from continuing operations, excluding significant extraordinary and nonrecurring items. b Af-
of financial results, Chemours reported an ter-tax earnings as a percentage of sales. c Percentages were calculated from combined sales and earnings.
I
t was a rocky year for the pharma- in 2016. Among those biologics is 2016s 6%, and that number may slip in the near
ceutical industry in 2016, made even biggest seller, AbbVies Humira. Sales of the future. We will likely face headwinds in
more uneasy by infighting among anti-inflammatory rose 16% to $16 billion 2017 as declines in our mature brands will
companies. and accounted for more than 60% of the begin to offset volume growth from our
Dynamics stemming from the U.S. companys sales. By broadening the more recently launched products, Amgen
presidential election, mergers, pric- market for Humira, AbbVie has Chief Executive Officer Robert Bradway
ing, and global markets pushed and prevented the drug from showing said on a conference call with analysts last
pulled drug company fortunes in its age. month.
many directions. Leading drugs ex- AbbVie has also been trying to A similar trend is happening at Roche for
perienced competitive and legal stave off impending competitors. its three leading productsthe anticancer
threats in what seemed a particu- 2016 In September, the Food & Drug Ad- antibodies Rituxan, Avastin, and Her-
larly litigious year filled with dis-
putes among most major firms.
financial ministration approved Amgens bi-
osimilar version, Amjevita, but not
ceptinwhich enjoy more than $20 billion
in combined annual sales. Competition from
Even so, the 18 companies review before AbbVie sued Amgen for pat- biosimilars and newer immuno-oncology
that C&EN tracks fared well overall, with ent infringement. Litigation is now under therapies kept sales of the three products
combined sales up about 5% and earnings way, as is a separate dispute between Am- flat or only slightly up. Roche is betting on
increasing by nearly 6% from 2015. For gen and Roche about another biosimilar. new drugs, including its recently launched
traditional big pharma companies, it was a Amgen contends that Amjevita and other immuno-oncology antibody Tecentriq, to
welcome change after four years of decline. biosimilars it is developing will eventually help it regain ground.
Factoring into this years averages,
however, were individual company results The year in pharmaceuticals
that ranged from significant double-digit A few standouts helped 2016 sales and earnings growth.
gains to a like-sized drop. For Shire, a 78% SALES EARNINGSa CHANGE FROM 2015 PROFIT MARGINb
jump in sales was a one-time event due to
$ MILLIONS SALES EARNINGS 2016 2015
its acquisition of Baxalta in June. In most
other cases, changes up or down centered AbbVie $25,638 $7,904 12.2% 12.0% 30.8% 30.9%
on specific products. Amgen 22,991 8,785 6.1 10.4 38.2 36.7
Complicating the situation, the pharma- AstraZeneca 23,002 5,455 -6.9 1.2 23.7 21.8
ceutical industry found itself on a patent Biogen 11,449 4,423 6.4 12.5 38.6 36.5
cliff, a precipitous event occurring every Bristol-Myers Squibb 19,427 4,750 17.3 40.6 24.5 20.4
three to four years when patent expirations Celgene 11,229 4,770 21.3 22.9 42.5 41.9
add up. The roughly $50 billion per year in Eli Lilly & Co. 21,222 3,736 6.3 2.2 17.6 18.3
sales of products at risk in 2015 and 2016 Gilead Sciences 30,390 15,713 -6.9 -18.1 51.7 58.7
were on the same order as that of the previ- GlaxoSmithKline 37,929 6,770 16.6 36.1 17.8 15.3
ous cliff, in 2012, according to data from the
Johnson & Johnson 71,890 18,764 2.6 7.6 26.1 24.9
market research firm Evaluate.
Merck & Co. 39,807 10,538 0.8 3.4 26.5 25.8
The difference this time is the type
of drugs losing patent protection and Novartis 48,518 11,314 -1.8 -6.0 23.3 24.4
the potential blow to sales. In 2012, Pzer 52,824 14,761 8.1 7.3 27.9 28.2
small-molecule drugs such as Lipitor fell Regeneron Pharmaceuticals 4,860 1,319 18.4 39.7 27.1 23.0
off the cliff, and generic drug competitors Roche 49,726 12,475 5.0 7.2 25.1 24.6
cannibalized as much as 90% of sales. Now, Sano 37,440 8,090 -0.7 -0.9 21.6 21.6
several blockbuster biologics are losing Shire 11,397 3,391 77.6 46.9 29.8 36.0
protection to biosimilar versions, which Vertex Pharmaceuticals 1,702 211 64.9 nm 12.4 def
are expected to cause less erosion than TOTALc $521,441 $143,169 5.3% 5.6% 27.5% 27.4%
small-molecule generics.
Nevertheless, biosimilar competition Note: European company results are converted at average annual 2016 exchange rates, except for AstraZeneca and
Novartis, which report in U.S. dollars. a After-tax earnings from continuing operations, excluding significant extraordi-
is significant because the threatened nary and nonrecurring items. b After-tax earnings as a percentage of sales. c Percentages were calculated from com-
biologics were seven of the top 10 drugs bined sales and earnings. def = deficit. nm = not meaningful.
Likewise, Merck & Co. is seeing biosimi- $625 million and royalties on sales of its been ordered to pay Merck $2.5 billion in
lars start to erode the European market for drug Keytruda through 2026. damages, equal to 10% of the drugs sales
the anti-inflammatory biologic Remicade. Despite the legal setback, Merck is gen- through August 2016. Gilead says it intends
In the U.S., where Johnson & Johnson erally seen as having taken the lead in the to appeal.
markets Remicade, FDA approved Pfizers immuno-oncology drug area, especially In 2016, Gilead saw sales of Sovaldi and
biosimilar version, Inflectra, in April. J&Js after Bristol-Myerss drug Opdivo failed Harvoni drop 35% and 24%, respectively,
subsequent legal attempt to stop the launch to perform as expected in some Phase III as successful treatment led to a decline in
failed. trials. Although Bristol-Myerss projections the relevant patient population. During the
Mercks sales were also hit by patent for 2017 are dampened, sales of Opdivo second half of the year, Gilead tried to fill
expirations on small-molecule drugs, in- grew to $3.8 billion in 2016 from less than the gap with a new product called Epclusa
cluding the antibiotic Cubicin, allergy drug $1.0 billion the previous year. that can be used against all hepatitis C virus
Nasonex, and cholesterol-lowering therapy Merck, meanwhile, won a lawsuit genotypes. Although lower in price than its
Zetia. AstraZeneca felt similar pressure against Gilead Sciences about intellectual predecessors, Epclusa still costs $75,000
from lost sales of the lipid-lowering drug property rights to sofosbuvir. The com- per course of treatment. Sales of the drug
Crestor. The firm reported a nearly 7% drop pound is the active ingredient in Gileads reached $1.8 billion in 2016.
in sales. And at Novartis, sales dropped 2% multi-billion-dollar blockbuster hepatitis To keep a hold on its lead product, the
as growth in new products only partially C drugs Sovaldi and Harvoni. Gilead has multiple sclerosis drug Tecfidera, Biogen
offset lost sales of its cancer drug Gleevec opted to pay the Danish biotech firm For-
due to generic competition. ward Pharma a $1.3 billion licensing fee
Along with cancer and inflammation,
diabetes was another area where compe-
tition heated up. Sanofis biggest product,
The industry while the companies patent interference
dispute is under way. Sales of the drug
reached almost $4.0 billion in 2016. Pos-
the insulin analog Lantus, struggled against
biosimilars and with patients switching to a
newer product. As a result, sales of the drug
found itself on sible future royalty payments depend on
whether Forward Pharma prevails in the
dispute over rights to the drugs active in-
fell more than 9% to about $6 billion. In Au-
gust, FDA accepted Mercks application for
a patent cliff, gredient, dimethyl fumarate.
The news in 2016 wasnt entirely bad,
approval of a biosimilar version of Lantus,
prompting Sanofi to sue Merck for infring-
ing 10 patents.
a precipitous though, and a few companies boasted
double-digit sales and earnings increases.
Celgene continued to see strong growth
Sanofi and its partner Regeneron
Pharmaceuticals were also on one end of
a major patent battle, although not over
event occurring for its cancer drug Revilmid, while Regen-
erons gains were driven by sales of its eye
drug Eylea. And Vertex Pharmaceuticals
biosimilars. Amgen sued the companies to
prevent the sale of Praluent, a monoclonal
every three sales of the cystic fibrosis drugs Orkambi
and Kalydeco helped it turn the corner to
antibody that competes with Amgens cho-
lesterol-lowering drug Repatha. The PCSK9
inhibitors have also attracted attention
to four years profitability.
Drugmakers should also be heartened by
Evaluates prediction that 2017 will experi-
because of their high prices relative to com-
peting drugs.
Similarly, Bristol-Myers Squibb and Ono
when patent ence a slight drop in patent expirations that
will last until about 2019. But the brakes
are on sales of most of the current top 10,
Pharmaceuticals sued Merck over new
PD-1 inhibitors for treating cancer. The
expirations and to sustain growth, more new drugs will
need to emerge. However, after two plen-
companies settled earlier this year with a
deal in which Merck will pay Bristol-Myers add up. tiful years, 2016 brought just 22 new drug
approvals, a six-year low.
AGRICULTURE
W
hen it comes to solving difficult product than establish it on the market,
CRE DIT: M. GRAY/AUSTRALIAN MUSE UM (TOP); WILLIAM BUL LIMORE /AUSTRALIAN MUSEUM (BOTTOM)
insect problems, it helps warns Duane Ewing, an agricultural
products consultant who was one of the
to consult an expert. For example, you could ask cofounders of AgraQuest. This is not for
Hadronyche versuta, the Blue Mountains funnel-web the fainthearted.
spider. It has a few tried-and-true tools for killing: a funnel-shaped In 2016, the North American biopesti-
cide market was worth $1.2 billion, only
web to hide in, really large fangs, and a venom laced with the powerful about 8% of total pesticide sales, according
insecticide versutoxin. to Arun Ramesh, an analyst at the market
It has a well-earned, fearsome reputa- is effective against thrips, whiteflies, and research firm Frost & Sullivan. Bioinsecti-
tion, says John Sorenson, chief executive spider mites in greenhouse settings. Those cides claimed 30% of that slice. Although
officer of the biobased pesticide firm three are the trifectathe FBI most want- biopesticide sales in general are growing
Vestaron. Like seemingly all things super edof greenhouse pests, Sorenson says. by 11.5% annually, he says, bioinsecticides
venomous, the spider comes from Austra- Getting to launch has not been easy are stuck at 2% growth because of lingering
liaspecifically, the coastal range of New or quick. Vestaron was founded in 2001 farmer skepticism about their efficacy.
South Wales. with the more ominous-sounding name Even among biopesticides, Spear T is un-
A farmer or gardener could travel to east- Venomix. That was before the time when usual. Most are used to kill fungal diseases,
ern Australia, gather up some Hadronyche, pesticides based on biological, rather than not insects. Thats not surprising, because
and milk them to obtain their insect-killing synthetic, compounds were considered sexy. until now biopesticides have all come from
venom. But thats not very practical. So for Since then, major agrochemical com- soil bacteria, and bacterial chemical de-
years scientists have been working out how panies have invested in biopesticides and fenses are designed mainly to combat other
to make a pesticide based on, or inspired by, acquired biobased chemical firms with the microbes. Even the most famous biological
the spiders powerful weapon. hope of providing more options to farmers. insect killer, Bacillus thuringiensis, or Bt, is a
After successful registration with the The marquee deal was Bayers 2012 acquisi- protein made by a microbe.
Environmental Protection Agency in 2014, tion of AgraQuest for $425 million. And spider venom presented a web of
Vestaron is about to introduce its first But even after a few decades of trying, challenges, Sorenson says. When scientists
product, which is based on a peptide in convincing growers to adopt new pest first attempted to identify and character-
versutoxin. The insecticide, called Spear T, control methods for their high-value fruit ize venom peptides, they didnt have the
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Probing the
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Yet another reason to Sechin Chang to produce medicinal
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Montgom
1. Moscone Center: Your 7. San Francisco Marriott 9 10
journey starts here. Marquis (hotel)
ery St.
2. Yerba Buena Gardens: This 8. InterContinental San
Kearny S
Powell S
oasis in the city is also home Francisco (hotel)
Bush St.
t.
to the Childrens Creativity
tS
ke
Museum. Find your inner child. 9. Fishermans Wharf: This
t.
.
St
ar
t.
waterfront neighborhood is
ion
3. San Francisco Museum home to Ghirardelli Square, a 4
iss
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Geary St
M
of Modern Art: In case the decommissioned World War 2n
museums 30,000 works of art II-era submarine, and a sea lion 11 St. dS
arent enough, you can roam Klee colony. OFarrell 3 t.
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central plaza is a great place to museum without competition .
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8 4
ke
people watch. from kids. t
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ar
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5. Cable car turntable: Watch 11. Golden Gate Park: With the om
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the famed cable cars change California Academy of Sciences Fo
direction and then catch a ride to and its aquarium, the de Young
Chinatown. art museum, and multiple 6t
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gardens, theres something here t.
6. W San Francisco (hotel) for everyone.
More online
To find more details about the dates and times
The pick of the program for these presenters and symposiaand even add
Too bad theres no DVR for symposia. Here are some you should try to catch. them to your itineraryvisit cenm.ag/sf2017.
Chemistry of Korean Cant make it out for lunch? Get a vicarious kimchi Sunday
Food & Beverages fix instead. all day
Startup Road: Can you see them circling? This showcase of start-ups kicks off Sunday PM &
BayBio and Beyond Sunday afternoon with the biotech version of Shark Tank. Monday all day
Drug Discovery for ALS: Putting Come learn about recent advances in ALS research. Tuesday PM
the Ice Bucket to Work We promise you wont get an ice bath.
What Have We Learned & Where Hear about the progress thats been made in developing a Wednesday
Are We Going: Post-Settlement in safety culture on the UC campuses. all day
the University of California
Hollyweird Chemistry Producers and consultants for TV and film talk about Sunday PM &
getting the science right in popular entertainment. Monday all day
C&EN talks
with Fraser
Stoddart, 2016
chemistry laureate
Northwestern professor discusses his
legacy and hopes for scientists in China
JEAN-FRANOIS TREMBLAY, C&EN HONG KONG
T
ianjin, China, is as good a place as to organize his Reporters interview Stoddart ally notice anymore. I also have
any to get a sense of how winning inbox because its in Tianjin, China. a personalized parking space.
a Nobel Prize changes a persons been a bit over- Meanwhile, in Washington,
life. Jean-Pierre Sauvage, Ben L. whelming at times, said Alison, who is the D.C., the American Chemical Society head-
Feringa, and J. Fraser Stoddart co-earned chief editor of Nature Reviews Materials. A quarters building at one point set up a large
the chemistry Nobel last November for lot of doors have opened for him since he banner with my name and face on it on their
their work on molecular machines, artifi- received the Nobel, and I help him focus facade.
cial molecules that can carry out tasks with on what he really should respond to. Aside from that, this new life has some
a little jolt of energy. Stoddart led a team C&EN managed to ask Stoddart a few negative and positive aspects that I try to
that created mechanically interlocked mol- questions. The following, presented in a manage. Ive been trying to adjust to my new
ecules, such as switchable rotaxanes, which Q&A format, is partly the result of those life as a minor celebrity. I have had the great
can be used in molecular switches. C&EN interactions and partly from a presenta- privilege of pursuing my hobbychemis-
recently caught up with Stoddart in China, tion and discussion he had with local high tryin great facilities with good people for
where hes a visiting scholar at the School school students in Tianjin about his per- several decades, and now I have the oppor-
of Pharmaceutical Science & Technology at sonal and scientific life. Both the questions tunity to meet with presidents and prime
Tianjin University. and answers have been edited for length ministers. [Stoddart met with then-president
At an event held in Stoddarts honor, lo- and clarity. Barack Obama at the White House in the U.S.
cal reporters, students, and academics vied in December, and he met with Chinas Prime
for his attention, either seeking his opinion, How has life changed since winning the Minister Li Keqiang in January.]
requesting an autograph, or wanting a selfie Nobel?
with the newly minted laureate. Northwestern University has put posters What was it like to meet with Prime
On hand to celebrate Stoddarts success of me all over campus. When I enter the Minister Li?
was his daughter Alison Stoddart and her chemistry building, I have to push a door Before the Nobel, the prime minister of
three young children. Ive been trying with a photo of me on it, which I dont actu- Scotland, where Im originally from, never
asked to meet with me. But I talked with
Premier Li last month as if he had all the
Vitals time in the world.
We met in the Great Hall of the People
Hometown: Edinburgh, Scotland [a government building used for state dinners
Positions: professor of chemistry at Northwestern University; visiting professor of and ceremonies]. Premier Li first asked me
nanoscience and supramolecular chemistry in the School of Pharmaceutical Science & questions for about 12 minutes in front of
Technology at Tianjin University everyone who was there. But he was not
Education: B.Sc., University of Edinburgh, 1964; Ph.D., University of Edinburgh, 1966 done with me. He sat next to me at the
CRE DIT: JEAN-FRANOIS TREMBLAY/C&EN
Hobbies: doing fundamental research, spending time with family (five meal and didnt eat anything but instead
grandchildren), keeping in touch with hundreds of former graduate students and grilled me with questions. He wanted to
postdocs worldwide, traveling, art collecting know what factors in my life led to my suc-
Celebrity sighting: In 2007, Queen Elizabeth II put a blade on my shoulder and cess and also what China could and should
made me a Sir. Lord Chamberlain muttered: I present to you Fraser Stoddart for do to foster great people. China is looking
services to chemistry and molecular nanotology. The Queen commented: He got that for best practices. The country is now
wrong, didnt he? She then correctly asked me about nanotechnology and whether supportive of whats called blue sky re-
its about small things. I explained that nanoparticles are about 100,000 times smaller search [curiosity-driven science], and I really
than a human hair. She replied that, indeed, that is exceedingly small. That was the like this. Scotland, with a much smaller
extent of our meeting. population than China, has generated
three chemistry Nobelists out of about 170
What can China do to foster great What do you think your legacy in
scientists? chemistry will be?
I enjoyed going into a lab of my own and My legacy will not necessarily be my
doing my own research. Its important to chemistry, which has been described in
encourage creativity. You have to leave more than 1,000 publicationstoo many!
school wanting to be creative; you need a It will be the more than 400 graduate stu-
thirst for discovery. dents and postdoctoral fellows whom I
Scientists should also be free of restric- have trained and mentored. Almost 100
ever awarded. So China has a lot of poten- tive metrics on their performance. This of them have gone on to be professors in
tial to foster great scientists. is a problem in China, where theres a big their own right in universities all around
emphasis on publishing many papers in the world, while many more have gone into
You speak your mind on many topics. But, science journals. industry, government, finance, and pub-
compared with Western countries, China lishing. It will be the young people I have
restricts freedom of speech and opinion. Will molecular machines built in the lab trained who will be my legacy, particularly
Do you think China can really attract and ever compete with those made by nature if they listen to my plea to tackle a big prob-
develop great scientists? (such as kinesins that transport cargo in lem in science and not to continue doing
Well, you can see that scientists in the cells)? Stoddart chemistry under any circum-
U.S. are starting to be restricted in what Yes. It will happen in a few decades, and stances. Some heed my advice, and some
they can say, so the difference is not as it will bring about a new Industrial Revolu- ignore it.
Building pharmaceutical
outsourcing partnerships
Three tales of
creating new
therapeutic
molecules
T
hroughout the U.S. presidential election season
and into the Trump presidency, the high cost of
drugs has made for heated discussion. A popular
topic for pundits is the amount drug companies
spend on marketing compared to the generally smaller sum
they spend on research.
Little attention, though, is paid to essential to getting this job done.
what it costs them to manufacture In the pages that follow, C&EN
their products. Thats in part because presents stories of three small com-
manufacturing is less glamorous than panies working on new drugs with In brief
marketing and in part because its a outsourcing service partners. One Case study #1: Clovis takes
hard question to answer. Reports on of those drugs, Clovis Oncologys Lonza up on a dedicated plant
the topic put manufacturing at any- Rubraca, was approved by the Food for its cancer drug. P.37
where from 15 to 50% of the overall & Drug Administration in Decem-
Case study #2: Immuno-
cost of getting a drug to market. ber and is now selling for close to
What is clear is that molecules $14,000 per month. medics and Johnson Matthey
have to be built before they can be People can argue over the price connect for antibody-drug
tested, approved, and sold. For small of the drug, but there is no disputing conjugates. P.42
and start-up firms that dont have that Clovis owes some of its success Case study #3: AMRI
molecule-building assets of their to a pharmaceutical outsourcing can do Nemuss cannabinoid
own, contract service partners are partner. chemistry. P.44
broader application in ovarian cancer and commercialization worldwide are not a large component of the cost of
and in development for prostate cancer. in 2011 goods, but they do contribute over time
Every indication is that volume will be Approval: Granted accelerated and large numbers of batches.
higher by 2019. approval for use in cases of pre- The more important benefit, he says,
Lonza already operates dedicated treated advanced ovarian cancer is inventory management. Being able
plants for biologic APIs in Singapore in December 2016 to move material quickly through the
and Portsmouth, N.H. The Clovis proj- Status: In clinical trials for manufacturing facility without the need
ect will be its first such plant for a small broader treatment of ovarian to hold material pending testing and
molecule. cancer and development for treat- release will allow more plant time to
Patrick Mahaffy, chief executive ment of prostate cancer be dedicated to production. This could
officer of Clovis, says Lonza has been translate into more batches per year and
CREDIT: LONZA
deploying it in a planned mammalian ing model, the versatile multipurpose enthusiastic about the new approach
cell culture manufacturing facility for chemical plant may still be best for a to making rucaparib. It was a great
Sanofi in Visp. Lonza is now promoting large contract manufacturer such as proposal from Lonza, Mahaffy says, a
it as an option for small molecules. Lonza, Bruno says. really creative response.
Get on the
Right Track
in the ACS Booth in San Francisco
product Sativex, a multiple sclerosis cannabinoid chemistry. There are about is very hot, Conway observes. Theres
treatment based on a mix of canna- 100 cannabinoids out there, Michels says. so much untapped potential that demand
binoids extracted from the cannabis Clearly, each of the three approaches can will continue to grow.
172079-A-ACS-AP-MAG-PAD
COMMENT
ACS
NEWS
Introducing fast and easy
options to update bylaws
JAMES C. CARVER, CHAIR, ACS COMMITTEE ON CONSTITUTION & BYLAWS
F
or the past several years, the ing is consistent with the ACS governing amendments; b) the results of the vote,
American Chemical Society Com- documents. including a statement that the vote passed
mittee on Constitution & Bylaws If you wish, we will still do in-depth in accordance with your current bylaws
(C&B) has worked diligently to bylaw reviews for those units that want to (for example, by two-thirds of the members
demystify the process of amending bylaws. fully customize their bylaws by using their voting); and c) a statement that all require-
If you have not updated your bylaws recent- existing bylaws as the basis for changes; ments for voting on the proposed bylaws
ly, we urge you to do so because your bylaws required text from the model bylaws must have been followed in accordance with the
are the rules and regulations about your of- be included. While this approach may re- current bylaws.
ficers and executive com- quire more work for the Depending on the number of bylaws in
mittee and how your unit
conducts its business,
including elections.
Its now easier than ever to update
I have been a member
of C&B since 2007 and
your bylaws. The turnaround
have been honored to
be its chair since 2014.
time from when we received
I am happy to report
that in late 2016, C&B
proposed bylaws used to be
modified the options to
update bylaws for divi-
three to four months; it now
sions, local sections, and
international chemical
takes two to three weeks.
sciences chapters, all units and will likely take the queue for reviewing or certifying, we try
known as units. These much longer for C&B to to certify bylaws within two to three weeks
options are fast and easy, unless you prefer review, we do not want to prevent any unit from the date that your chair or secretary
to customize your unit bylaws with special from tailoring its bylaws as it sees fit. Our sends the vote results and other required
provisions. goal is to make sure the unit bylaws are information and documents.
In the past six years, C&B certified internally consistent and consistent with Ten divisions have not updated their by-
between 16 and 29 unit bylaws each year. the ACS governing documents and that laws since 2010, and 89 local sections have
Previously, the average number of bylaws the text is consistent with how the units not updated their bylaws since 2010; of
certified per year was 13. The turnaround wish to conduct their business. these, 27 sections have bylaws certified in
time from when we received proposed by- If you use either of the two easy options the 1970s. If your elections were conducted
laws used to be three to four months; it now mentioned above and dont have any sub- using electronic balloting and if this is not
takes two to three weeks. stantive changes other than optional text permitted by your bylaws, your elections
Options to update bylaws are available that is available, see Next steps below. If might be invalid. Its now easier than ever
at www.acs.org/bulletin5; under Unit youd like to discuss your proposed bylaws to update your bylaws.
BYLAWS, click on OPTIONS to AMEND or any of the documents and/or options, C&B is a standing committee of the ACS
your bylaws. Choose whether you want C&B is available and happy to assist you. Council , for which only councilors may
to respond to the questions document, Next steps: Send your proposed bylaws serve. If you are a councilor and interest-
which gives default answers, or use the or the completed questions document to ed in learning about and helping shape
model bylaws, which are populated with C&B. The committee will let you know the governance of the society and giving
the default answers from the questions when your bylaws are ready for a vote. input to bylaws, you should consider join-
document. Your members must vote on the proposed ing C&B, which meets on Sunday during
Officers of many of the units feel more amendments in accordance with the units ACS national meetings. Others are most
CRE DIT: GRE MIL LION PHOTOGRAPHY
comfortable starting with the model by- current bylaws, for which the certified ver- welcome to attend the committees open
laws, wherein you have flexibility because sion is available online as a PDF; contact meetings, normally held Sunday afternoon
you can modify the optional text, but the C&B if you would like a Word document of during ACS national meetings.
most common options are suggested. We your current bylaws. For more information about C&B or
recommend that you refer to the ques- After your members vote, the units chair help on your bylaws contact us at bylaws@
tions document for available options. or secretary will need to e-mail C&B the acs.org or bpolansky@acs.org, or call
Also, if there are any provisions in the following required information so C&B can (202) 872-4071.
units current bylaws that you would like prepare its final report and certify the units
to include in the proposed bylaws, let us bylaws: a) the date the announcement Views expressed are those of the author and
know and we will check to see if the word- was sent to members to vote on the bylaw not necessarily those of C&EN or ACS.
SATURDAY, APRIL 1, 2017 Hotel Nikko San Francisco, Nikko Ballroom III
(3rd Floor)
12:00 PM - 4:00 PM
Presidential Outreach Event
Cosponsored by CCA SYMPOSIA RECOMMENDED BY THE ACS PRESIDENT
Exploratorium (Pier 15, The Embarcadero &
Green St., San Francisco, CA) Best Practices in Selecting & Presenting GSSPC: Water Sustainability: Chemists in
Safety Training Content Pursuit of Clean Water
(Sponsored by CHAS and Cosponsored by PRES & CCS) (Sponsored by CHED and Cosponsored by PRES & CEI)
SUNDAY, APRIL 2, 2017
Celebrating 90 years of the WCC: PHYS Division Awards Symposium:
9:00 AM - 5:00 PM Refections of Past Chairs Symposium in Honor of Barbara
LGBT Graduate and Postdoctoral (Sponsored by WCC and Cosponsored by PRES & PROF) Finlayson-Pitts, Recipient of the
Student Chemistry Research Francis P. Garvan - John M. Olin Medal
Symposium Chemical Forensics (Sponsored by PHYS and Cosponsored by PRES)
(Sponsored by PROF and Cosponsored by PRES, ANYL, BIOL, (Sponsored ANYL and Cosponsored by PRES & CHAL)
CHED, CMA, COLL, COMP, CWD, ENVR, INOR, MEDI, MPPG,
Producing Knowledgeable, Well-Rounded,
ORGN, PHYS, PMSE, POLY & WCC) Chemists Leading the Charge:
Hotel Nikko San Francisco, Nikko Ballroom III T-Shaped Chemists for the 21st Century:
Chemists Using Business Acumen and
(3rd Floor) Current Perspectives from High School,
Transformative Research to Address
Undergraduate & Graduate Educators
Societal Needs (Sponsored by PROF and Cosponsored by PRES, BMGT &
1:20 PM - 4:00 PM (Sponsored by INOR and Cosponsored by PRES, BMGT, MPPG CHED)
Holy Grails in Chemistry: Celebrating & PROF)
the 50th Anniversary of Accounts of
Communicating Science in the Twenty- Rising Star Award Symposium
Chemical Research Journal (Sponsored by WCC and Cosponsored by PRES & BIOL)
(Cosponsored by BIOL, BMGT, CARB, CATL, CELL, COLL, ENVR, First Century to Diversifed Audiences
HIST, I&EC, MEDI, ORGN & PROF) (Sponsored by CHED and Cosponsored by PRES & CWD)
San Francisco Marriott Marquis, Golden Gate A Teaching, Researching and Community
(B2 Level) Current Best Practices for Chemistry REU Building in the Global Chemical
Programs Enterprise
(Sponsored by CHED and Cosponsored by PRES) (Sponsored by IAC and Cosponsored by PRES, BMGT, ENVR,
I&EC & PROF)
Excellence in Graduate Polymer Research What Have We Learned & Where Are
(Sponsored POLY and Cosponsored by PRES, PROF, SOCED & YCC)
We Going: Post-Settlement in the
Frontiers in Heavy Element Electronic University of California
(Sponsored by CHAS and Cosponsored by PRES & CCS)
Structure: A Tribute to Bruce Bursten
(Sponsored by NUCL and Cosponsored by PRES & INOR)
PRELIMINARY PROGRAM MEETINGS
REGISTRATION
CATEGORY FEES
MEMBERS
ACS afliate $535
San Francisco
Postdoctoral member 535
Emeritus or retired member 270
50-year member No fee
ACS NATIONAL MEETING Unemployed member (Dues waiver No fee
required)
NONMEMBERS
270
SPEAKERS
pubs.acs.org
FINAL PROGRAM MEETINGS
ACS NATIONAL MEETING
AGFD Poster Session Reception District V Councilor Caucus Engaging Colleagues in Dialogue
5 to 7 PM, Moscone Center, West Hall 6 to 7 PM, Hilton SF Union Square, Union 8 AM to noon, Park Central San Francisco,
Square 17 & 18 Commonwealth
University of Wisconsin, Madison, Alumni
& Friends Social Hour District VI Councilor Caucus Undergraduate Hospitality Center
5 to 7 PM, Park Central San Francisco, 6 to 7 PM, Hilton SF Union Square, Union 8 AM to 5 PM, SF Marriott Marquis,
Concordia Park Square 19 & 20 Salon 7
University of California, San Diego, SCHB Entrepreneurs Poster Session Career Pathways I
Alumni & Friends Social Hour 6 to 8 PM, Moscone Center, Halls B/C 8 AM to 5:30 PM, W San Francisco,
5 to 7 PM, SF Marriott Marquis, Salon 1 Workroom 1
University of Washington Alumni &
University of Illinois, Urbana-Champaign, Friends Reception/SE-27/$5.00 Career Pathways II
Alumni & Friends Reception 6 to 8 PM, W San Francisco, Great Room 1 8 AM to 5:30 PM, W San Francisco,
5 to 8 PM, InterContinental San Francisco, Workroom 2
Sutter Attendee Welcome Reception
6 to 8:30 PM, Moscone Center, Halls B/C Career Pathways III
District I Councilor Caucus 8 AM to 5:30 PM, W San Francisco,
5:30 to 7 PM, Hilton SF Union Square, CINF Welcoming Reception and Poster Workroom 3
Union Square 1 & 2 Session
6:30 to 8:30 PM, Park Central San Francis- Improving Scientific Communications
CHED Social Reception co, Franciscan I & II 9 to 10:15 AM, SF Marriott Marquis,
5:30 to 7 PM, Moscone Center, Room 130 Golden Gate Ballroom B
PROF General Posters
COLL Social Hour/Poster Session 6:30 to 8:30 PM, Moscone Center, Halls B/C ACS Exposition
5:30 to 8 PM, Moscone Center, Halls B/C 9 AM to 5 PM, Moscone Center, Halls B/C
Student Chapter Awards Ceremony
INOR Poster Session 7 to 8:30 PM, Hilton SF Union Square, Women Chemists of Color Networking/
5:30 to 7:30 PM, Moscone Center, Hall D Grand Ballroom B SE-09/no charge
10:30 AM to noon, Hilton SF Union Square,
ORGN Poster Session ANYL Poster Session Yosemite C
5:30 to 7:30 PM, Moscone Center, West 7 to 9 PM, Moscone Center, West Hall
Hall CRC Handbook Discussion Forum
MEDI General Posters 11:30 AM to 3 PM, Moscone Center,
7 to 9 PM, Moscone Center, West Hall Room 134
C&EN DIGITAL MEETING
PROGRAM AVAILABLE AT CHED Poster Session Committee on Minority Affairs
cenm.ag/sanfran2017 7 to 9 PM, Moscone Center, Hall D Luncheon/SE-10/$50 (regular)/SE-11/
$25 (undergraduate)
Henry Hill & Lou Sacco Award Reception Howard St. 7 to 9 PM, Moscone Center, Hall D
5 to 7 PM, Hotel Nikko San Francisco, Nik-
ko Ballroom III NUCL Social Hour MEDI & ORGN General Poster Social
6 to 8 PM, Moscone Center, Room 130 7 to 11 PM, Moscone Center, West Hall
UCLA Research Showcase
5 to 7 PM, Moscone Center, Room 135
SPEAKERS
pubs.acs.org
EXPOSITION
Exposition middle of the exposition floor, where Take an afternoon break on Tuesday
ACS staff members will present the from 3 to 5 PM and visit the exhibitors
SEE WHATS NEW INSIDE THE many benefits, services, products, and before the exposition closes. Access the
EXPOSITION. Visit the ACS National merchandise offered by ACS. mobile app, play a game with participat-
Exposition at the Moscone Center, ing exhibitors, and win special prizes!
Halls B/C, from Sunday, April 2, through Online exposition. The online exposi-
Tuesday, April 4. The show hours will be tion is a component within the exhibitor Internet & technology. Get free inter-
Sunday, 6 to 8:30 PM, and Monday and directory that enables attendees to view net access and leave messages for one
Tuesday, 9 AM to 5 PM. videos, press releases, brochures, and another at the meeting mail terminals
Companies will showcase services, flyers of participating exhibitors. Access located throughout the meeting. Enjoy
instruments, books, computer hard- the online exposition at www.acs.org/ free Wi-Fi service at designated areas in
ware, scientific software, and an array of sanfran2017 to learn more about exhib- the Moscone Center.
chromatographic, lab, and safety equip- iting companies and download product
ment. Technical personnel will give information that meets your needs. Admission requirements & expo-only
demonstrations, answer questions, and registration. Exposition admission is
discuss your needs and interests. Free exhibitor workshops. Free work- complimentary for all national meeting
Visit the revamped ACS Career Fair shops will be hosted by exhibitors on the registrants; however, you are required to
where youll meet recruiters from top exposition floor and in private rooms wear your badge. Individuals who want to
companies such as KAUST, Merck, Gil- inside the Moscone Center. These work- visit the exhibits without registering for
ead, Georgia Pacific, and many more. shops will introduce new products and the technical component of the national
Create an online profile and upload services, build skills with specific tools meeting can obtain an expo-only badge
your rsum to our database, where and techniques, and highlight innovative for $60. Students with school identifica-
recruiters can schedule in-person in- applications that may improve your tion can obtain an expo-only badge for
terviews with you. While at the Career productivity. Register at www.acs.org/ $30. Registration can be handled online
Fair, network with potential employers sanfran2017 to reserve your seat. or in person at ACS attendee registration
and drop off your rsum, attend Career at the Moscone Center, North Lobby, and
Pathways workshops, and meet with Presentations & special events. at our satellite registration areas at the
ACS Career Consultants. Join us on Sunday from 6 to 8:30 PM Hilton San Francisco Union Square and
Also, join us at the ACS booth in the for the attendee welcome reception. Grand Hyatt San Francisco.
EXPO 57
EXPO1
EXPOSITION
Getting Real with Organic Chemistry. Seamless Integration of 2-D to 3-D SAR Moscone Center, Hall B, Exhibitor Work-
Sponsor: CAS, 12:30 to 3 PM, Moscone to Guide Multi-Parameter Optimization. shop Room 3. With millennials demand-
Center, Hall B, Exhibitor Workshop Sponsor: Optibrium Ltd., 3:30 to 6 PM, ing a more engaging learning experience,
Room 3. Students are often left wonder- Moscone Center, Hall B, Exhibitor Work- higher education instructors have had to
ing, Why should I care? How does this shop Room 1. This hands-on workshop in evolve their teaching methods. Through
apply to me and my future career? Pro- collaboration with BioSolveIT will explore this lively panel discussion moderated by
fessors are tasked with trying to connect how the combination of 2-D structure ac- Dr. Neil Garg, hear about tips and tricks
the real world with the concepts taught tivity relationships (SAR) with 3-D struc- that experts in the field are using to foster
in textbooks. Come hear how Chemistry ture-based design can be used to guide the active learning both inside and outside
Class Advantage, a new digital learning optimisation of novel, high-quality com- the classroom.
solution from CAS, will help you teach pounds. Practical examples will be illus-
the relevance of organic chemistry, as trated using both Optibriums StarDrop Raman inVia Qontor and LiveTrack-
well as bridge the gap between memori- and BioSolveITs SeeSAR software. ing. Sponsor: Renishaw, 12:30 to 3 PM,
zation and conceptual understanding. Moscone Center, Exhibit Hall B, Exhib-
McGraw-Hill Education Learing Technol- itor Workshop Room 3. inVia Qontor:
What Can NMR Do for the Chemist? ogies Workshop. Sponsor: McGraw-Hill Accurate Raman imaging of rough sam-
Introduction to Experiments Beyond Education, 3:30 to 6 PM, Moscone Center, ples and/or those with complex surface
1D Proton and Carbon Spectra. Sponsor: Room 250. Join McGraw-Hill Education topographies is now even faster with the
Bruker, 12:30 to 3 PM, Moscone Cen- to learn about the technology available to new Renishaw ultra-fast Centrus detec-
ter, Room 250. With the modern NMR provide a unique learning experience for tor. RA802 is a dedicated pharmaceutical
hardware and software available today, every student. Learn about ALEKS, Con- analyser for imaging tablets to determine
many of the experiments that used to be nect, SmartBook, and more! API size and distribution metrics from
considered complicated and unnecessary coatings and particles.
are now quite routine and extremely ben- Tuesday, April 4
eficial to the chemist. This workshop will Advancing HPLC and GC Separations.
present an introduction to the alphabet Mass Spec Inlet Versatility to Max- Sponsor: Agilent Technologies, 12:30
soup of NMR experiments and explain imize Productivity. Sponsor: Advion, to 3 PM, Moscone Center, Hall B, Exhibitor
what they are, what information can be 9:30 AM to noon, Moscone Center, Hall Workshop Room 2. QbD solutions for
obtained from them, and when to use one B, Exhibitor Workshop Room 1. With the analytical method development in HPLC:
over another. daily need to analyze liquids, solids, va- Real-world data will be presented demon-
Topics will include the following: por-phase compounds, and even air-sen- strating unique ways to overcome analyt-
2-D experiments commonly used for sitive samples, the ability to change sam- ical challenges. Plus, Agilent will provide
structure verification and elucidation ple inlets is indispensable. Learn how a an introduction to modern 2-D HPLC
such as COSY, TOCSY, HSQC, and single instrument can be adapted to each for multiple sample types. See the latest
HMBC. of these sample requirements and rapidly developments on this exciting workflow
Examination of NMR active nuclei that changed to accommodate back-to-back that you can implement today. Also wit-
might be of interest to the inorganic assays. Listen to users in the field speak ness a new era in gas chromatography, the
chemist and important things to con- about the innovative sample inlets that Intuvo 9000 GC. Resolve your search for
sider when running these experiments. have cut down on prep and streamlined more ions by discovering the advantages
Brief introduction to magic angle spin- their everyday workflow. of Agilents GCMS solutions.
ning (HR-MAS and MAS) methods.
A quick look into the possibilities Innovative HPLC Solutions to Increase Vibrational Spectroscopy for Pharma-
of triple resonance biomolecular NMR. Efficiency and Productivity in the ceutical Applications. Sponsor: Bruker,
Lab. Sponsor: Agilent Technologies, 12:30 to 3 PM, Moscone Center, Hall B,
Wiley Workshop: Technology in the 9:30 AM to noon, Moscone Center, Exhibitor Workshop Room 1. The latest
Modern General Chemistry Classroom. Hall B, Exhibitor Workshop Room 2. advances in the FTIR and Raman in-
Sponsor: Wiley, 12:30 to 3 PM, Moscone This workshop will focus on two topics: strumentation and applications will be
Center, Hall B, Exhibitor Workshop increasing productivity of biotherapeutic reviewed in this seminar, with a thorough
Room 2. Please join Wiley as we explore characterization in drug development discussion of the following topics:
the trends and challenges of teaching and developing rapid HPLC methods Contaminations in pharmaceutical
general chemistry utilizing technol- with sufficient resolution and speed. products.
ogy. Collaborate with your peers on Details of using novel HPLC instrumen- Reverse engineering.
whats working well and whats needed tation, software, and column chemistries Structural changes in proteins.
to improve student engagement and will be discussed with time for Q&A with Maximization of protein stability.
performance in this course. Share your Agilent application scientists. Chemical imaging of biological tissues.
feedback on a forthcoming, digital gen- Examples of applications will include
eral chemistry project from Jason Kautz Engaging Millennials in the Class- analysis of protein secondary structure,
of the University of Nebraska, Lincoln. room: A Panel Discussion with Dr. Neil protein melting point determination, bac-
Lunch will be served. Garg. Sponsor: Top Hat, 11 AM to noon, teria recognition, and analysis of tablets.
58 EXPO
EXPO2
HOW
Bruker FTIR microscope and a
hands-on session. Attendees are
encouraged to bring samples of
interest for analysis during the
hands-on session.
Wednesday, April 5
Electrochemistry 101: DOES YOUR
SALARY
Experiments for Use in Un-
dergraduate Labs. Sponsor:
Gamry Instruments, 9:30 AM
to noon, Moscone Center, Room
250. Gamry Instruments has de-
STACK UP?
veloped a complete laboratory
course in electrochemistry for
undergraduate facilities. The
course includes experiments
designed to engage students
and provide them the oppor-
EXPO 59
EXPO3
EXPOSITION
60 EXPO
EXPO4
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ugin for structure search is available. LabCollec- Ridge Drive, Ashland, VA, United plus journal titles and over 600 e-books, helping
tor can be used free. 1431 States 23005, 800-722-7556, fax: 804-550-1057, to answer the information needs of the pharma-
e-mail: info.us@anton-paar.com, Internet: www. ceutical and biomedical research community.
Agilent Technologies, 2850 Centerville Rd., anton-paar.com Anton Paar produces high-qual- The leading journals in the eld include Current
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EXPO 61
EXPO5
EXPOSITION
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EXPO 67
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68 EXPO
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EXPO 69
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70 EXPO
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W
eve all waged battle with been recognized traditionally is 94% of it is
a glass ketchup bottle at underwater, says Vaughan M. Stagpoole of
some pointfighting to get GNS Science.
that stubborn tomato slur- Despite mostly being submerged, Zea-
ry to pour without splattering. landia has all the characteristics of the
The process can be frustrating because continents we know and love. Stagpoole
ketchup is a yield-stress fluid, says Anthony and several colleagues lay out the case for
Stickland, a chemical engineer at the Uni- Zealandias continental membership in a
versity of Melbourne. recent paper (GSA Today 2017, DOI: 10.1130/
Like other yield-stress fluids, ketchup gsatg321a.1).
is a suspension of solid particles in liquid.
The solids are concentrated enough that
the particles form an interconnected net-
work that can withstand a load or a force,
Stickland tells Newscripts. So under small
amounts of stress, the fluids behave like
solids. But once that force exceeds a thresh-
oldthe yield stressthe materials start
to flow like a liquid.
Thats why ketchup bottles sometimes
need a firm whack to get the sauce moving.
Stickland recently outlined a three-step
process to coax out the condiment. First,
shake the bottle with the lid on to evenly mix
the ketchup. This gets rid of any dried-out
sauce or settled solids that increase the yield
stress. Next, with the lid still on, invert the
bottle to get the ketchup into the neck. Final-
ly, remove the lid and slowly tilt the bottle so
the weight of the condiment pushes it out. Number 8: Most of Zealandia is a
Tilting too fast can lead to splattering submerged continental shelf.
because the viscosity of some yield-stress
fluids decreases when forces are applied Basically, the land masses and sub-
quickly, a phenomenon called sheer thin- merged continental shelf of Zealandia are
ning. If you push really hard, it becomes geologically distinct from the oceanic crust
almost like water, Stickland says. surrounding them. In general, continental
So why does Stickland know so much crust is thicker and is less dense than oce-
about getting ketchup out of a bottle? His anic crust.
research focuses on industrial versions of One interesting feature of Zealandia is
the problem, such as pumping wastewater that a tectonic plate boundary runs through
sludge or mineral tailings. it. The northwestern portion of the con-
tinent is on the Australian plate, and the
A
t your next cookout, once Newscripts. If it werent for the frequent
youve effortlessly extracted earthquakes here, most of New Zealand
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