ACCN, the Canadian Chemical News: October 2011

Canadian Chemical News | L’Actualité chimique canadienneA Magazine of the Chemical Institute of Canada and its Constituent Societies | Une magazine de l’Institut de chimie du Canada et ses sociétés constituantes � Chemical Institute of Canada

October | octobre 2011

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The debaTe over chemicals in cosmeTics

deTox for Tailings pondsreCOdINg dNA

OCtOber 2011 canadian chemical news 3

dna artisan Hanadi Sleiman tinkers with dNA to create smart delivery systems for therapeutics. By Melora Koepke

Table of conTenTs

Features

Tailings TerminationMurray gray is working to speed up the reclamation of land from oil sands tailings ponds.By Tyler IrvingPour obtenir la version française de cet article,écrivez-nous à [email protected]

lipstick Jungle Chemists and consumer advocates come out swinging in the debate over chemicals in household products. By Tim Lougheed

2014

Departments

from the editor

guest columnBy John C. Polanyi

chemical newsBy Tyler Irving

society news

chemfusion By Joe Schwarcz

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October | octobre vol.63, no./no 9

business

chemistry

chemical engineering

2011Ottawa Convention CentreOttawa, ONNovember 16-18

3rdCanadianSciencePolicyConference

Building BRIDGES for the Future of Science Policy in Canada

Science, Politics and Culture in Canada

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Special Focus: International Year of Chemistry

Major Issues In Canadian Science Policy

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For more information or to register go towww.CSPC2011.ca Or write to us:[email protected]

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edItOr (on leave)Jodi di menna

NewS edItOrTyler irving, MCIC

CONtrIbUtINg edItOrTim lougheed

Art dIreCtION & grApHIC deSIgNKrista lerouxKelly Turner

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Many accolades have been bestowed upon John C. Polanyi over

the years: Nobel Prize in chemistry, Companion of the Order of

Canada, member of the Queen’s Privy Council for Canada. There

is even a grant given out in his name: the NSERC John C. Polanyi

Award, recognizing advances in the natural sciences or engineering. The latest

honour for this University of Toronto professor comes from Canada Post,

which commissioned Tejashri Kapure of Toronto design group q30 to create

a stamp that would recognize Polanyi’s contributions to chemistry. Polanyi

reacted with typical humility and modesty to the news his visage would grace

a stamp, which is on Page 29. And that is one of the best things about Polanyi,

in addition to his prodigious talents and intellect, he is, quite simply, a nice

person, generous with his time and genuinely interested in people — a true

scholar and gentleman.

ACCN is chock full of news. We present the final installment of our

special five-part Women in Chemistry series, recognizing the International

Year of Chemistry as well the 100th anniversary of Madam Curie’s

Nobel Prize in Chemistry. Our featured researcher is Hanadi Sleiman, who is

doing marvelous things with DNA in her laboratory at McGill University. Her

work highlights the fact that Canadian scholars are — following in Polanyi’s

footsteps — committed to world-class research.

ACCN also delves into the murky world of bitumen waste tailings ponds

and the efforts being made by researchers like Alberta’s Murray Gray to clean

up this dirty by-product of the oil sands industry, which has given Canada’s

international reputation such a shiner.

Finally, a shout-out to participants at this month’s 61st Canadian Chemical

Engineering conference in London, Ont. Make sure to say “hello” and pass

along any story ideas you may have.

If you want to share your thoughts on any article write to Roberta Staley at [email protected]

Continuing Education for Chemical Professionals

Laboratory Safety course

October 24–25, 2011London, ONfor → Chemists and chemical technologists whose responsibilities include managing, conducting safety audits or improving the operational safety of chemical laboratories, chemical plants and research facilities.

Registration Fees* CIC Members $550Non-members $750Student Members $150*includes Laboratory Health and Safety Guidelines 4th ed.

For more information, visit www.cheminst.ca/profdev


guesTCOLUMN

The science versus public policy paradox

n common with other scientific explorers, chemists need the freedom to be opportunistic. What is antici-pated is seldom what is most worth

discovering. This has profound implica-tions for public policy in regard to basic science. Loath though we are admit it, it is the scientist free to pilot his or her own vessel across hidden shoals into the unknown sea who gives the best value for money spent.

It is the chemist’s daunting task to figure out why some atoms attract and others don’t. This is a field extending from biology to geology; from the living to the dead. No individual chemist roams so far. We move a few tentative ant-footsteps from where our teachers left us. After that, we communicate with one another.

Communication depends on ques-tioning the best people and getting answers. This is as vital as is getting your calls returned in the wider world. And that depends entirely on who is calling. No organizing power can command it.

This personal element is why commu-nication, collaboration and the formation of teams in science are best left to the initiative of the scientist. Governments hamper scientific progress when they attempt to manage university science, rather than facilitating the business of exploiting discoveries once made.

It is an oddity that governments, which for good reason hesitate to manage the traffic in goods, are so keen to plan the traffic in ideas. The fault lies with scientists, who have failed to explain what they do.

Communication, on which the scien-tific enterprise so much depends, is a high art. What is being communicated is

by John c. polanyi

seldom ‘fact’ — it is opinion. That is why it needs the skill of the scientist, operating in a self-governing society. The society of scientists, more complex than that of ants, balances the need for freedom against order. Freedom is vital so that imagina-tion can take flight. But to achieve order, scientists subject themselves to rules. These rules, amazingly, are un-codified and enforced without police.

Publication is censored by anony-mous scientific juries, so as to protect the community from ill-founded reports. Such censorship is hazardous, hence is itself subject to constant scrutiny by the same community.

This intricate structure underlies the functioning of science. Its purpose is to flag what is important, set aside what is pedestrian and abjure what is fraudulent. That is a tall order, but the health of science depends on it.

Yet in many countries, Canada among them, public policy encroaches on this system. That the encroachment will do damage can be seen from the fact that it embodies the following paradox. We know that scientific talent is unevenly distributed. Consequently we require the scientific community to identify those whose work shows signs of excellence. These, the best of the best, are the rare commodity we seek for success in the nation’s science.

But then, paradoxically, governments cause us to do an about-face, treating excellence as a resource so abundant that we can select from among the most excellent those deemed by policy-makers to be the most ‘relevant.’ We thereby confuse a professional judgment with a seat-of-the-pants one.

For how good are we, scientists or non-scientists, at extrapolating from as yet unmade scientific discoveries to distant technologies? Not good at all. The reason we fail is that it is in the nature of discovery to surprise, while it is in the nature of bureaucracy to oppose surprise. What is a ‘plan’ if it is not to diminish the element of surprise? Nonetheless, we prescribe the dubious medicine of perceived relevance in ever-increasing doses.

If we should come to the conclusion that the current governmental manage-ment of university science is not making our industries more innovative, what should we do? Increase the required dose of ‘relevance’ as judged by some central authority?

That is what is being done in other parts of the world. As a result, university science suffers from shrinking horizons that trivialize it.

There is an opportunity here for Canada to do something far-sighted. Toss out the medicine. No longer tell the scientist what to discover. Instead, insist they make the biggest possible discoveries at the least possible cost, in the shortest possible time. Demand that they surprise us, recognizing that there is nothing in the world to beat the best science for the highest degree of relevance.

John C. Polanyi,HFCIC, is a chemistry professor at the University of Toronto and the

1986 recipient of the Nobel Prize in chemistry. He has written extensively on science policy, the control of armaments and peacekeeping.

8 l’acTualiTé chimique canadienne OCtObre 2011

chemical news

PoLICy and Law

chemical news

Molecules are often compared to children’s construction sets, where atoms of different sizes are connected by chemical bonds. Now the same principle has been applied to quantum dots and the result could lead to advances in solar cells and optical devices.

Quantum dots are crystalline nanoparticles that can absorb and reflect light at very specific frequencies based on their size. A team led by Shana kelley and ted Sargent at the University of toronto has managed to connect cadmium telluride quantum dots of different sizes to each other using dNA as a linker. “dNA is inherently a very programmable material and you can define what other molecule that sequence will bind to,” says kelley. “that allows us to build up pretty complex structures.”

the team builds up the dots using a one-pot process, where cadmium salts, tellurium salts, and dNA oligomers are all mixed together and heated to just below boiling. After a few minutes, cadmium telluride crystals begin to grow. the size of these quantum dots is controlled by terminating the reaction at the desired time. Meanwhile, the short dNA sequences start to bind to the surface. by changing the length of these sequences, the team can control how many of them attach; if the sequences are longer, there is less room and fewer of them bind.

by mixing dots of different sizes and valencies the team was able to create complex structures similar to the way atoms assemble to build molecules. the complexes absorb light at multiple wavelengths and transfer them to a single point, a feature that could be very useful in the solar harvesting or optical detection. “we have lots of ideas for interesting devices, so we're in a phase of trying to get creative with what we can build and what the assemblies should be able to do,” says kelley. the work is published in Nature Nanotechnology.

ArtificiAl molecules hArvest light energy

nanoTeChnoLogy

Cadmium telluride quantum dots (red, yellow and green spheres) connected by short strands of dNA can gather and transfer light energy from multiple wavelengths. this could lead to advanced materials for solar cells and other optical devices.

In late 2010, several scientific panels condemned the Alberta oil sands mining monitoring system, calling it inadequate. This past summer, Environment Canada released its plan for a revamped system, but ques-tions remain over how it will be implemented and who will pay for it.

The new plan standardizes methods for measuring and reporting indicators of environmental health and improves integration of the various components, such as water quality, air emissions and monitor-ing of biodiversity. As well, it includes mechanisms whereby abnormal measurements trigger additional studies and increased scrutiny.

At a news conference announcing the plan, Environment Minister Peter Kent estimated that implementation of the plan would cost $50 million per year, which he characterized as small compared to the $80 billion generated annually by oil companies. However, Cana-dian Association of Petroleum Producers spokesperson Travis Davies says that industry has had no formal consultation with the federal government over how the system will be funded. “We’re going to be more than constructive participants, but we need to wait until all the stakeholders can sit down around the table and hammer that out. We haven’t had those discussions yet,” Davies says.

Regardless of how the plan is implemented and paid for, the real proof of its effectiveness will be increased enforcement, according to Marc Huot, a policy analyst with the Pembina Institute. “If it shows that there are problems, and we know there already are some, will they commit to actually addressing those issues with the same effort that they’ve committed to addressing the monitoring system?” Huot asks. “That remains to be seen.”

oTTawa announces new oil sands moniToring plan

bILL bA

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Canada's top stories in the chemical sciences and engineeringby Tyler irving

BIoTeChnoLogy

Tens of thousands of Canadians suf-fer from diabetic retinopathy, where unwanted blood vessels permeate the retina and cause vision loss. Currently, these vessels can only be removed with lasers or surgery. But an implantable, magnetic drug delivery device designed at the University of British Columbia could offer a new way of treating this pervasive condition.

Recent PhD graduate Fatemeh Nazly Pirmoradi designed the device, which looks like a tiny contact lens. It’s actu-ally a disc-shaped polydimethylsiloxane (PDMS) chamber filled with docetaxel, a chemotherapy drug that inhibits cell division. The top of the chamber is a membrane made of PDMS impregnated with magnetic iron oxide particles, with a tiny laser-drilled hole in it.

When fluid fills the chamber, a small amount of the relatively insoluble docetaxel is dissolved. When exposed to a magnetic field, the membrane

magneTic implanT could halT vision loss

heaLTh

sweetly heAlthy mAple syrupCanadians love maple syrup, but the associated sugar rush can be hazardous to one’s health, especially for those living with diabetes or other metabolic disorders. but thanks to some clever chemical engineering, a new maple syrup product may soon alleviate those concerns.

the project is a collaboration between the National research Council, the University of guelph kemptville Campus and Natunola Health Inc., an Ottawa-based supplier of botanical ingredients for both cosmetics and food. the idea was to use natural enzymes to convert sucrose - the main sugar component of maple syrup - to its structural isomer, isomaltulose. because it has a different shape than sucrose, isomaltulose is not as readily digested by human enzymes, leading to a slower release of sugar into the blood stream and eliminating spikes in blood glucose.

In order to convert the sugars, wie Zou and his team at the NrC relied on two species of bacteria, Erwinia rhapontici and Protaminobacter rubrum. these plant pathogens, harm-

deforms, squeezing out the docetaxel solution like toothpaste from a tube. The chamber then refills and more docetaxel dissolves for the next dose. “It worked really well,” says Pirmoradi. “I was activating it every day for five weeks and it was a constant dose.” A second test, where the device was activated after sitting unused for seven months, again showed the same dose.

So far, the experiments have used permanent magnets to actuate devices

in test tubes; more data on biocompat-ibility is needed before the device can be tested in vivo. Still, Pirmoradi is optimistic. “It’s very simple. It doesn’t have a battery, wires or electronics, which allows for a smaller device. And by providing the drug locally, we avoid systemic toxicity,” she says. This means the device may be useful not only for diabetic retinopathy but other applica-tions such as cancer treatments. The work is published in Lab on a Chip.

less to humans, produce enzymes that convert sucrose into isomaltulose. the team immobilized these species in gels made of calcium alginate or carageenan and placed them in a bioreactor with concentrated maple sap from the sugar bush at kemptville Campus. the enzymes did the conversion efficiently and worked even when the bacteria themselves were killed before inoculation. the altered sap was then boiled into syrup in the traditional way.

Zou says the new product tastes great. “we made some cookies, butter, maple candy, all kinds of things. If you didn’t know, you wouldn’t be able to tell the difference.” there are still a few hurdles to jump, including approval from the Canadian Food Inspection Agency and tests to determine the glycemic index (gI), a measure of how fast the body metabolizes the sugars in a given food. this past May, Natunola received a grant from the Ontario Ministry of Agriculture, Food and rural Affairs to help with this process and Zou is hopeful that consumers can be enjoying new, low-gI maple products by 2012.


A new implantable device deforms in the presence of a magnetic field and could allow for targeted drug deli very with-out the need for multiple injections.

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chemical news

When a molecule binds with oxygen, it usually ends up behaving quite differently than it did before. So when Cathleen Crudden and her team at Queen’s University found a complex of rhodium that binds oxygen and changes colour while leaving its crystal structure intact, they knew they were on to something unique.

The original discovery was made by accident two years ago while studying the bonding properties of rhodium com-plexes of N-heterocyclic carbenes (NHCs). When solutions of these compounds were exposed to oxygen in a fumehood, they changed from yellow to green, which prompted further investigations into their structure. “We were able to show that it binds oxygen, but it doesn’t actually oxidize,” says Crudden. “It stays as rhodium (I), which was really unusual.”

Building on this work, post-doctoral researcher Olena Zenkina and PhD candidate Eric Keske prepared Rh complexes featuring different NHCs. They were able to generate macroscopic crystals which change from

yellow to blue on exposure to oxygen, and then to brown on exposure to carbon monoxide. Remarkably, they do this without any change in their crystal structure. “One gas diffuses in, the other diffuses out and all the other atoms stay basically in the same place,” says Crudden. Such colour-changing compounds could be used in sensors to detect oxygen (for example to see if food has been contaminated by exposure to air) or carbon monoxide. The work is published in Angewandte Chemie.

envIronMenT

FundaMenTaLS

persistent orgAnic pollutAnts releAsed in the Arctic

colour-changing crysTals deTecT o2 and co

For years, scientists have speculated that warming temperatures in Canada’s Arctic could lead to the release of persistent organic pollutants (pOps) currently trapped in ice and frozen tundra. Now, a team from environment Canada has provided some of the first evidence that this is indeed happening.

pOps are a broad class of organic chemicals that are bioaccumulative, resistant to degrada-tion and toxic to organisms. they arrive in the Arctic in vapour form or attached to air-borne par-ticles, travelling on air currents from further south. Once they deposit, the cold temperatures make it difficult for them to evaporate once more. “we know that these chemicals are stored in the Arctic,” says environment Canada’s Hayley Hung, one of the co-authors of the study. “what we don't know is how much,” Hung says.

In general, the concentration of pOps in Arctic air has been decreasing since the early 1990s when measurements first began, because most western countries have banned the use of these chemicals. Against that overall trend, a release of pOps due to rising temperatures

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erhodium complexes of N-heterocyclic carbenes form macro-scopic crystals that are able to bind to gases like oxygen and carbon monoxide without changing their internal structure or oxidation state. the distinct colour change could be used in sensors to detect these gases.



In order to block the action of an enzyme, it’s usually necessary to create a molecule that binds to its active site. But a group of research-ers at the University of Toronto Mississauga (UTM) have come up with a different strategy — they simply throw out an anchor.

STAT3 (from Signal Transduction and Activation of Transcription) is a protein that activates certain genes involved in cell differentiation, proliferation and survival. In cancer cells, this protein’s pathway is permanently turned on and turning it off is a big goal for drug makers. “Despite its clinical relevance to cancer, there is no easily targetable site on the surface of the protein and no STAT3 drug in the clinic,” says Patrick Gunning, professor in the Department of Chemical and Physical Sciences at UTM.

The team reasoned that because STAT3 is a macromolecular signalling protein that shuttles between the cytoplasm and the nucleus, preventing it from moving freely throughout the cell would be enough to block its action. They made the anchor by attaching a peptide sequence known to bind to STAT3 to various hydrophobic molecules, which are attracted to the non-polar environment of the cell membrane. The hydrophobic molecule that worked best turned out to be cholesterol. “We were quite amazed by the im-ages that we got. We see complete anchorage of the protein to the cytosolic membrane,” Gunning says.

The team is now working on replacing the peptide binding sequence with a more robust molecule that will not degrade in the body. Gunning notes that the new strategy could work on other enzymes as well. “If we can inhibit any protein’s movement within the cell using a protein-membrane anchor, then we have the poten-tial to stop its function and reverse its aberrant role.” The work is published in Angewandte Chemie.

BIoCheMISTry

protein-membrAne Anchors offer new cAncer strAtegy

would likely be small and hard to spot. the team solved this problem by using statisti-cal methods to remove the general declining trend from the pOp concentrations mea-sured in the Arctic each year, leaving only the residual. this value showed a gradual increase over time since 2000, evidence that these chemicals are in fact being released.

Showing that the process is underway is one thing, but predicting the potential impacts on human health is much more complicated. For one thing, nobody really knows how much of each pOp is currently sequestered in the Arctic. Moreover, climate change will affect human health in other ways. “It might change the food web, which would subsequently affect the bioaccumulation of pOps,” Hung says. “the remobilization of pOps is only one factor out of many. this is the beginning of a story, rather than the end.” the work is published in Nature Climate Change.

protein-membrane anchors have two

domains; a ’key’ do-main which binds

to some part of the target molecule,

and an ’anchor’ domain which is attracted to the

non-polar cell membrane. A team

from the University of toronto

Mississauga is using this strategy to block the StAt3

signalling pathway, which is implicated

in c ertain cancers.

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IchIkIzakI Fund For Young chemIstsThe Ichikizaki Fund for Young Chemists provides financial assistance to young chemists who show unique achievements in basic research by facilitating their participation in international conferences or symposia.

eligibility:• be a member of the Canadian Society for Chemistry or

the Chemical Society of Japan;• not have passed his/her 34th birthday as of December

31 of the year in which the application is submitted; • have a research specialty in synthetic organic chemistry; • be scheduled to attend, within one year, an interna-

tional conference or symposium directly related to synthetic organic chemistry. Conferences taking place in January to March of each year should be applied for a year in advance in order to receive funding in time for the conference.

Deadline: december 31, 2011

For more details:

www.chemistry.ca/awards

2012awardsCanadian Society for Chemical engineering

Nominations are now open for the

deadlinesThe deadline for all CIC awards isdecember 1, 2011 for the 2012 selection.

Nomination procedureSubmit your nominations electronically to: [email protected] Nomination forms and the full terms of reference for these awards are available at www.chemeng.ca/awards.

Canadian Society for Chemical engineering

do you know an outstanding person who deserves to be recognized? act now!

bantrel Award in design and Industrial practice

d. g. Fisher Award

process Safety Management Award

r. S. Jane Memorial Award

the Syncrude Canada Innovation Award


n a world populated with highly processed chemical consumer products, each of us

encounters a variety of unknown or questionable chemicals on a daily basis. Those

encounters can be especially intimate when it comes to cosmetics. Every day millions

of people apply these agents to delicate body parts such as eyelids or lips, raising the

possibility of interactions through the skin that could continue over an extended period.

The implications of these interactions have come under intense scrutiny over the past

decade. The widespread popularity of products such as eye shadow or lipstick makes it easy to

regard them as chemically benign. However, that does not mean they are chemically inert, as

individuals who respond to them with an allergic reaction can testify. Such overt responses tend

to be relatively rare, but some observers want to consider the prospect of broader, more subtle

and significantly more hazardous effects.

Entire books have dwelt on this theme, emblazoned with provocative titles announcing their

intentions. In 2007, former reporter and newspaper publisher Stacy Malkan of San Francisco

published Not Just a Pretty Face: The Ugly Side of the Beauty Industry. In the book, Malkan details

the launch of the Campaign for Safe Cosmetics in the United States, a grassroots consumer

movement to persuade the leading companies in the industry to reduce or eliminate some of

the ingredients in their products. A similar initiative was subsequently taken up in Canada by

former Discovery Channel presenter Gillian Deacon, who wrote There’s Lead in Your Lipstick.

After exploring the gamut of identifiable toxins that are linked to cosmetics and personal

hygiene products, Deacon highlights lesser-known alternatives that feature much shorter and

consumer advocates slam what they call a lack of government regulations pertaining to chemicals in cosmetics. some call this

fear mongering, pointing to a lack of data indicating that the chemicals in makeup, body lotion or sunscreen pose a threat to human health.

by Tim lougheed


business | CONSUMer SAFety

simpler ingredient lists, in contrast to the offerings that currently dominate the

cosmetics marketplace.

The tone of these books is blunt and occasionally strident. They portray a

manufacturing sector that has been graced with a light burden of regulation,

despite the fact that its member firms deal in arcane, multi-syllabic chemicals

that are known to do harm to human health. Moreover, this aspect of the industry

tends to be eclipsed by the accompanying aura of glamour and sophistication. “It’s

not that consumers don’t value safe cosmetics, judging by the number of beauty

ads that emphasize the words healthy, clean, pure and natural,” writes Malkan.

“But with no standards in the industry, the commercial advantage goes to compa-

nies that spend the most money on ads to convince consumers their products are

pure — regardless of what’s actually in them.”

Deacon, for her part, underscores the physical damage that could be wrought by

cosmetics. Referring to the use of under-eye night creams, for example, she explains

that the thin, porous skin around the eyes sits directly atop blood vessels that can

serve as conduits to the body’s vital organs. In this way she casts a pall over what

should be one of life’s happier moments, the venerable ritual that sees mothers

introduce their daughters to the use of such products. “And yet without being selec-

tive about cosmetic ingredients,” writes Deacon, “they inadvertently begin a process

of loading their precious daughters with toxins that do the very thing no mother

would ever want done to her child — make her unwell.”

Both authors are eager to link the intricate chemical cocktails found in cosmetics

to known ailments, especially cancer. Readily accessible cosmetic ingredient data-

bases offer up hundreds of candidates to consider, such as triethanolamine (TEA),

which is found in three distinct types of commonly used products: sunscreen,

body lotion and liquid makeup. “I delve deeper in the database and find that

the chemical (spelled 32 different ways on product labels) forms carcinogenic

nitrosamine compounds if mixed with other ingredients that act as nitrosating

agents,” writes Malkan. “It is also a skin sensitizer and possibly toxic to the lungs

and brain.” Malkan concedes that the amount of this agent found in any given

batch of cosmetics can be all but undetectable. But she adds that the cumulative

exposure — and thus the risk — from multiple sources could wind up being far

greater. “Triethanolamine, I learned in my research, is also used in floor polish,

pool cleaners, rug cleaners, laundry detergent, toilet bowl cleaners and other

products I have been exposed to on the day I used the three beauty products. The

risk assessment didn’t account for that. It also can’t tell me what happens when

TEA is mixed in combination with the 16 other potential carcinogens, two dozen

endocrine disruptors and other toxic substances in my daily routine. Few if any

of the chemicals in my cosmetics have been tested in mixtures to understand the

long-term health impacts of chronic use over time.”

Joe Schwarcz, for his part, rejects this depiction as fear mongering. The McGill

University chemist has made a second career out of soothing public panic over the

chemicals around us. Schwarcz regularly harkens back to the Renaissance scientist

Paracelsus, who is regarded as one of the founders of modern medicine. Among the


Government makeup tips

Health Canada’s current regulations for cosmetics have deep legislative roots. they date from the Adulteration Act of 1906, which subsequently became the Food and drugs Act in 1920. As the use of chemical processing burgeoned in the decades after the Second world war, the legislation diversified to deal more specifically with particular industries. this process extended to personal care products in 1977, when the existing Cosmetics regulations emerged.

this legislation has been amended many times since then, most recently in 2004. the latest change imposed a requirement on manufacturers to label all of the ingre-dients in their products according to a common code known as the International Nomenclature for Cosmetic Ingredients. this standard system is intended to make it easier for consumers and scientific investigators to identify agents that might be of concern, wherever in the world those agents might be found.

Among the most significant distinctions of Health Canada’s approach to chemical-based risks is a consideration of exposure. while the european Union’s regulatory framework simply labels any compound with negative health effects as a hazard, Canadian authorities will consider how likely people are to encounter these compounds and how much of that compound they will encounter. If these interactions are sufficiently low, as they tend to be in the case of many cosmetics ingredients, then even the deadliest carcin-ogen can be deemed to pose little or no risk.

while that approach may not satisfy observers who would prefer to banish all traces of such chemicals from their lives, Health Canada does nevertheless publish all potentially hazardous materials in its Cosmetic Ingredient Hotlist. this data-base, which is updated several times a year, ensures that both companies and consumers are aware of the substances that could be problematic, if individual exposure becomes sufficient.

most important precepts established by Paracelsus was the principle that

there are no inherent poisons; instead, it is the dosage of any particular

agent that makes it poisonous.

That principle is crucial to the way Schwarcz approaches prominent

concerns about chemicals found in everyday products such as cosmetics.

“Without a doubt, the scariest allegation is that cosmetics may contain

carcinogens,” he acknowledges. “Indeed, some do. It is important to

realize, though, that the definition of a carcinogen is a substance that

is capable of causing cancer in some animal at some dose. Dioxane, for

example, is found as an impurity in some cosmetics and is listed as a

carcinogen because it triggers the disease when fed to rodents. Amounts

in cosmetics, however, are vanishingly small, known to be present only

because of the availability of extremely sensitive detection techniques.”

Those same techniques can reveal the carcinogenic qualities of even the

healthiest foods. Malkan confronts this apparent paradox as she recounts

a presentation by University of California professor of biochemistry and

molecular biology Bruce Ames, who pointed to assessments that indicate

the extremely limited, but still measurable, cancer-causing potential of

extremely low levels of synthetic chemical residues found in staples such as

carrots or apples. Even so, Malkan and others remain adamant that cosmetic

manufacturers should be forced to account for the content of their products.

In fact, that disclosure does take place, although the particular regula-

tory regime can vary from one country to another. The European Union

has erected one of the world’s most comprehensive legislative structures to

deal with cosmetics, resulting in outright bans on some constituent chemi-

cals, as well as products that might be commercially available elsewhere.

In the U.S., this responsibility generally falls under the federal purview

of the Food and Drug Administration, but in 2005 the state of California

highlighted weaknesses in this oversight by imposing its own separate set of

more stringent stipulations to inform the public of any hazardous materials

found in cosmetics. California’s move subsequently prompted a revision

of the federal regulations that are currently working their way into revised

legislation that specifically deals with the safety of cosmetics.

In this country, such questions of safety fall to Health Canada, which

demands specific background information before a cosmetic product

can be sold in this country. Elizabeth Nielsen, who used to work for

that department but has since become an independent consultant

and representative of the Consumers Council of Canada, points out

that this information does not pertain to the safety of the product.

Under Section 30 of Health Canada’s Cosmetic Regulations, manu-

facturers are only asked for the purpose of a product, its physical form,

its ingredients and the concentration of those ingredients. “Health

Canada does not require the manufacturers to provide it with the

results of toxicological and other safety tests prior to bringing a product

to the market,” she says.


Even more significant to Nielsen is the paucity of scientific data on exposure

and long-term health effects of the various ingredients that appear at extremely

low levels. Some enforced limits do exist, especially in the case of the metals lead,

arsenic, cadmium, mercury and antimony, which are restricted to set measures

of parts per million. In the absence of direct evidence to justify their elimina-

tion, agents like TEA or dioxane continue to appear in marketed goods, although

Health Canada does publish this fact on a Cosmetic Ingredient Hotlist. “As far as

I am aware, very little or no research has been carried out to determine the effect

of persistent low doses of substances in products like cosmetics,” says Nielsen.

That shortcoming was revealed in a report on metals in cosmetics, which drew

a great deal of media attention early in 2011. Issued by an interest group called

Environmental Defence, the report offered up case studies of the amount of partic-

ular metals that particular individuals would find in their daily cosmetic regime. A

comprehensive bibliography was intended to support the assertion that these ingre-

dients posed a clear health hazard. However, more than one-third of the 71 entries

on this list consist of links to American and Canadian government websites, while

others refer to mass media reports. Even where references to peer-reviewed scien-

tific journal articles occur, many of them only describe analytical techniques that

might be used to study low-level exposure to cosmetic ingredients, rather than docu-

menting any cases of such exposure. In fact, no more than a handful of articles

actually deal with such cases, and even these may not be immediately applicable to

the circumstances of cosmetics users in North America. For instance, several articles

deal exclusively with the use of surma, an antimony-based eye shadow that is tradi-

tionally used on children in North Africa and the Middle East.

Schwarcz, for his part, insists that cosmetic firms have a vested interest in ensuring

that their wares do not harm the health of customers. Despite a popular perception

that leaving industries to police their own standards is the equivalent of letting the

fox guard the henhouse, he maintains that companies are sensitive to the concerns

voiced by observers like Malkan and Deacon. In the U.S., for example, members of

an industry trade association known as the Personal Care Products Council have been

conducting this kind of research since 1976, using procedures developed with the Food

and Drug Administration and the Consumer Federation of America. The results of

this collaboration, known as the Cosmetic Ingredient Review, include safety assess-

ments that are published in the International Journal of Toxicology.

Nevertheless, industry critics could well remain unsatisfied by this organization’s

track record. By the time California was introducing its legislation in 2006, for

example, one account of this development noted that the Cosmetics Ingredient

Review had considered 1,286 agents over the previous 30 years and just nine of

them had been formally removed from use in products.

In the meantime, even more tantalizing aspects of this debate are emerging.

Schwarcz puts forward a proposition that is likely to prove to be even more unsat-

isfactory to critics of the cosmetics industry: small quantities of toxic agents might

actually benefit human health. Dubbed hormesis, this idea has been championed

in the peer-reviewed scientific literature by University of Massachusetts toxi-

cologist Edward Calabrese. Not surprisingly, his work has generated some lively

debate. “It does make biological sense,”

observes Schwarcz. “When an organism

is attacked by poisons, it responds by

unleashing a variety of molecules,

mostly enzymes, which attempt to repair

the damage. If the amount of toxin is

minute, there may be an overreaction,

with more defense chemicals being

churned out than needed, leaving an

excess to deal with the molecular insults

of everyday life. It may yet turn out that

the apocalyptics who warn us of the

perils of exposure to parts per trillion of

toxic chemicals are on the wrong track.”

Along with the emergence of this

new perspective on chemical exposures,

Nielsen sees the very definition of “low-

level” moving to an entirely different

plane. She suggests that a host of new

problems could be posed by the growing

use of agents that are being manipulated

at the nanometre scale. And if little

has been revealed about the impact of

conventional chemical use over the past

few decades, even less is known about

the health effects that might ensue from

recently launched nanotechnological

methods. Nielsen has conducted surveys

on consumers’ knowledge and concerns

about nanotechnology. The results of

these surveys reveal the public’s suspi-

cion and skepticism toward the use of

nano-scale materials in cosmetics. For

her, this attitude is an extension of the

disappointment she has heard individ-

uals express when they learn about the

limitations of Canada’s regulations on

cosmetics. “Most consumers believe that

the government looks at every product

before it is sold,” she explains. “Most

believe that their interests are being

looked after. They will react with disbe-

lief, however, when told that no safety

assessment is carried out on cosmetics

before they are allowed to be sold.”

Do not resize or alter ad in any way. Please contact us with any concerns, 780.424.7000.

The Department of Chemistry at the University of Alberta invites applications for a tenure-track faculty position in Inorganic or Materials Chemistry. The starting date is July 1, 2012. The rank for this position is directed at the Assistant or Associate Professor level. Outstanding individuals with research interests in areas related to Inorganic Chemistry that complement current expertise in the department are encouraged to apply.

The Department has vibrant research programs encompassing most areas of modern chemistry including structure, dynamics, spectroscopy, synthesis, materials, instrumentation and analysis (www.chem.ualberta.ca). An outstanding research environment is offered with access

to excellent support facilities.The candidate will have a

demonstrated potential for excellence in research and teaching and must hold a PhD. Interested individuals should submit a curriculum vitae, a detailed research proposal, a statement of teaching interests, and arrange to have three confidential letters of reference sent on their behalf. The application deadline is October 27, 2011. Applications should be sent to: Professor D. Jed Harrison, Chair; ([email protected]) Depart. of Chemistry, UofA E3-38 Gunning / Lemieux Chemistry Centre, Edmonton, AB, Canada T6G 2G2 Competition No.: A104915091 Closing Date: Oct 27, 2011

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Can research, innovation and clever chemical

engineering overcome the environmental chal-

lenges facing Alberta’s oil sands industry? Murray

Gray believes they can. Gray is the scientific

director of the Centre for Oil Sands Innovation (COSI),

a multi-million dollar network dedicated to funding break-

through research that will eliminate oil sands tailings ponds

and greatly speed up the reclamation of land disturbed by

mining operations. Based at the University of Alberta,

COSI celebrated its fifth anniversary of operation this year.

ACCN spoke with Gray to find out more about his vision

for sustainable oil sands.

accn Is there such a thing as sustainable oil sands development?

mg If you look at the most widely accepted definition

of sustainability from the United Nations’ Brundtland

Commission, it talks about sustaining communities and main-

taining a long-term natural environment for local people. It

doesn’t preclude use of fossil fuels. From that perspective,

what you’re looking at is not to make the oil sands renewable,

but to minimize the impact on the local environment.

One of the biggest problems that the industry faces right

now is with tailings. The current practice is to accumulate

wet tailings materials until the mine is played out and then

put that material back into the mine site. That gives a very

long delay time between when the mine first starts operation

and when serious reclamation work can begin. Our biggest

single research program is focused on trying to extract the

bitumen without using water. It would essentially eliminate

this problem; you still have the sand and the clay, but if it’s

dry it can go back in the mine immediately.

accn How do tailings form in the first place?

mg Bitumen is a naturally occurring, highly biodegraded

crude oil. The current mining operations extract this from

AQ& murray gray is leading a research network that seeks to eliminate tailings ponds of bitumen waste from the northern alberta landscape.

by Tyler irving

tailings termination

the oil sands by digging up the sand and mixing it with warm

water. The bitumen is melted as it warms up, then it releases

from the sand and attaches to air bubbles. That material is

collected as a froth, which is then cleaned up to remove the

water and mineral particles and sent for upgrading.

When you mix the oilsand ore with water you get sand,

which is no problem, but you also take any clay that’s in

the ore and disperse it. Those fine clay solids do not easily

release water, so they form a huge volume of water-rich

sludge which does not re-compact nicely. You can’t just

put sludgy paste back into the mine so it accumulates in

tailings ponds over the mine’s life span. As well, some

of the components of bitumen dissolve in water at low

concentrations and those are toxic to aquatic organisms.

At present, the water is intensively recycled. In the future,

some of that water will have to be released and so there’s an

interest in technology for treating it.

accn what kind of research are you focusing on to deal with this problem?

mg Most of our work is on the fundamental properties of the

oil and how it interacts with clays. One major problem is

that high molecular weight molecules in the bitumen bind

to each other, forming aggregates. This aggregation is very

important in terms of how the oil dissolves and how it releases

from minerals. We’re working on understanding the basic

molecular structure, how these molecules aggregate and how

they stick to surfaces.

On the non-aqueous extraction side we have several proj-

ects looking at using different solvents to extract material

instead of using water. It’s a two-step problem: you want to

get the bitumen away from the mineral material and then you

have to clean up the bitumen to remove any suspended solids.

We’re looking at a whole range of solvents but whatever ones

we use, we have to be very sure of what happens if they go

back into the environment.


chemical engineering | OIL SANdS

accn people have been working with bitumen for more than 60 years, why do we still need fundamental research?

mg Bitumen is an extraordinarily

complex mixture that defies proper

analysis . It contains millions of

different components and that’s a

conservative estimate. The molecular

weight isn’t all that high, in the range

of 1,000 to 3,000 daltons, but the

aggregation makes measuring proper-

ties and doing chemical analysis very

challenging. We’re making progress:

we have new tools that we can use to

probe interfacial behaviour and we can

use techniques from nanotechnology

to better understand what’s happening

with these molecules at interfaces. But

we’re still not there and, as it stands,

nobody in the world has the capability

of completely analyzing one of these mixtures.

Another factor is a big change that has come from the

industry side. When the oil sands mining industry started,

nobody was too worried about wet tailings. Now, the compa-

nies understand that there’s a huge cost associated with that

practice. When you change the ground rules, you open up a

lot of possibilities for new approaches. So techniques that

were rejected in the past as too expensive now have tremen-

dous potential.

accn what prompted the creation of the Centre for Oil Sands Innovation?

mg The centre was initially started in partnership with

Imperial Oil, which wanted new technologies because the

current practices of the industry were not sustainable enough.

They committed $10 million over a period of five years.

They’ve subsequently renewed that commitment for the next

five years, so they’ve committed $20 million in total.

After that, we were able to get two provincial agen-

cies on board: Alberta Ingenuity and the Alberta Energy

Research Institute, which has since been restructured as

Alberta Innovates, Energy and Environmental Solutions.

The commitment from Alberta Ingenuity was in the range

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of $7 million over five years and the commitment from

Alberta Energy and Research Institute was in the range of

$10 million over five years.

accn How has the centre evolved over the past five years?

mg As we expanded the program and developed major

initiatives looking at non-aqueous extraction and new tech-

nologies for upgrading, we quickly realized that we couldn’t

just focus on one group of people at one university. So we

started organizing projects with collaborating universities.

One example is Keng Chou at the University of British

Columbia, who’s using unique spectroscopic techniques to

understand the structure of water, solvents and bitumen at

the interfaces with solids like silicon dioxide, which mimics

some of the minerals of the oil sands. By using non-linear

spectroscopic techniques, he can cancel out the signals

from the bulk liquid and look only at the material that’s

Murray gray, scientific director of the Centre for Oil Sands Innova-tion, holds up a sample of cracked bitumen that is being prepared for injection into a gas chromatograph. Understanding the funda-mental properties of bitumen and its interactions with sand and clay could help industry deal with the problem of wet tailings.


immediately at the interface. Given that our major objec-

tive in recovering bitumen is to get it off of clay and sand

surfaces, that kind of scientific insight is very important.

Another is Juliana Ramsay’s group at Queen’s University.

They’re using microorganisms to degrade some of the soluble

components that go into the water in the oil sands. A tiny

fraction of the bitumen will dissolve in water and those

components that dissolve are toxic to aquatic organisms. But

they’re also biodegradable, so the team is trying to develop

novel bioreactors and active bacterial cultures that will

rapidly degrade those components.

accn How do you expect your industrial and government partnerships will change?

mg The big change over the past number of years has been a

growing realization of just how big an issue the tailings ponds

are for the oil sands industry. Earlier this year, all of the oil

sands companies signed an accord in which they agreed to

share all of their technology, data and research and develop-

ment on trying to deal with wet tailings. As a result, one of

the new initiatives that we’re starting is a theme on aqueous

tailings in partnership with Imperial Oil and all the other oil

sands companies. That’s a new initiative and it’s part of our

proposal to the government of Alberta to renew funding for

our centre for another five years.

accn what do you say to skeptics who doubt the industry’s ability to make good on sustainability?

mg The environmental groups typically don’t like big

industry so there’s a political component there. But there

are also a number of misconceptions, for example, the issue

of acid mine drainage. In other mines, the extraction and

milling of the ore pulverizes minerals that contain sulphur.

The sulphur oxidizes and is released into ground water as

acid, which then leaches out heavy metals. That whole cycle

is irrelevant in the oil sands; the kinds of components in the

tailings are radically different from what you get in any other

mining operation. Yet people have written a number of times

about the toxicity of acid tailings in the oil sands when in fact

the pH is 8.5.

Then you have to look at what has been proposed in terms

of the time frame. These mines are planned on a 20-to 30-year

cycle, so you can’t go in after five years and say, “You’ve made

a big mess, why isn’t it all reclaimed?” When people who have

never visited a mine in their life see the oil sands they’re horri-

fied at all the destruction, but they’re not paying attention

to the efforts being made. Companies are being successful in

reclamation, the problem is the time lag. Last fall, Suncor

successfully reclaimed its first tailings pond, which was

first put into service in 1967, so that’s the timeline that I’m

concerned about. The industry clearly needs to step up and

reclaim much more quickly.

accn when you look back at the past five years, what are you most proud of?

mg My biggest source of pride is in developing a multi-

university, multi-disciplinary network of people who are

committed to making a difference. Canada has a wonderful

resource opportunity but has to use it wisely. Clearly we need

to do research and understand the fundamentals in order to

create a foundation to have much more sustainable oil sands

technology. The experience of recruiting interested scientists

and engineers from across Canada has been very exciting and

I think that’s probably the single biggest satisfaction.

accn How will you measure success?

mg I’d like to see two or three major technologies rolled out.

It obviously takes time to go from the laboratory to practice

but I think we will be in a situation with several technolo-

gies being piloted and tested in industry in three to five years.

I think that would be a fair measure of success.

peMb

INA

INStItU

te

DnA artisaN

Hanadi Sleiman’s tastefully decorated office at McGill University’s

Department of Chemistry is dominated by a large picture window

revealing the spires and rooftops of the 190-year-old Montreal insti-

tution. Displayed on the windowsill are several DNA knick-knacks:

Francis Crick and James Watson bobble head dolls and a model of the iconic

double helix. “This model of DNA is accurate down to the structure of nucleotides

and bases,” Sleiman says, contemplating the intricate model.

DNA — its mystery, its still-untapped potential for scientific innovation — has

long fascinated Sleiman who, as a post-doctoral student, studied under French

chemist Jean-Marie Lehn, winner of the 1987 Nobel Prize for his pioneering work

in supramolecular chemistry. Sleiman and her research team, which works out of a

bright, airy new laboratory in McGill’s Otto Maass Chemistry Building, is expanding

upon Lehn’s work, focusing on the supramolecular chemistry of DNA. Backed by a

number of funding agencies, including NSERC, the Sleiman Research Group uses

the unique chemistry of DNA to design new nanomaterials for drug delivery, diag-

nostic tools and anti-tumour therapeutics. “It’s not just the molecule of life — now we

mcgill university's hanadi sleiman looks to dna as a template to pattern materials like nanotubes that

act as smart delivery systems for therapeutics.

by melora Koepke

24 l’acTualiTé chimique canadienne SepteMbre 2011

Special report for the international year of chemistry


to “learn how to control the interac-

tions between molecules the way nature

controls them,” she recalls. Soon, Lehn

predicted, scientists could combine

supramolecular “components to make

something: a machine, a functional

molecule, a device, whose function is

greater than the sum of its parts.”

Lehn’s talk changed the course of

Sleiman’s studies, propelling her along

a journey of scientific discovery to her

current position as one of Canada’s

foremost researchers in supramolecular

chemistry and DNA nanotechnology.

Although nanotechnology is still

considered an emerging field, nature

itself already builds on this scale; a

double strand of DNA is about two

nanometres wide. Moreover, DNA is

wonderfully programmable; sequences

can be created that bind only to each

other in certain ways. Combine that

with excellent structural properties

and DNA becomes one of the most

promising templates to pattern mate-

rials with nanoscale precision. Sleiman

and her team have used it to create

one-, two- and three-dimensional nanostructures, including DNA nanotubes,

which have a variety of possible applications. For example, they could act as

templates for the growth of nanowires, aid in the structural determination of

proteins, or even provide new platforms for genomics applications. Nanotubes

could also act as “smart” delivery systems for therapeutics, or become implantable

nanoelectronic devices to sense, predict and diagnose disease. “We’re hoping this

will be a whole new generation of molecules,” Sleiman says.

One of Sleiman’s major innovations has been the incorporation of synthetic

organic or metal-based linking molecules into the DNA structure. These act as the

junctions, or corners, of the supermolecules and allow many short DNA sequences

to be linked together in a modular way. Using this strategy, the team recently devel-

oped nanotubes that can selectively encapsulate molecular “cargo,” in this case gold

nanoparticles, along the DNA nanotube length. This cargo can then be released

by the nanotubes in response to specific external stimuli. The innovation could be

used to deliver cancer drug molecules directly to tumours thus reducing the toxic

effects on the body and enhancing efficacy.

chemisTry | NANOteCHNOLOgy

can do something with it. It’s the differ-

ence between studying what’s there and

making your own versions of it,” Sleiman

says. Sleiman was at Stanford University

in the late 1980s completing her PhD in

organic chemistry when she attended

a lecture by Lehn on supramolecular

chemistry — a discipline that examines

the noncovalent interactions between

molecules, from molecular self-assembly

to molecular recognition. At the time,

Sleiman had the idea that she would

focus on the synthesis of small molecules

for her post-doctoral work. Lehn, ever

the visionary, articulated a challenge to

his audience, which included Sleiman,

trIS

tAN

br

AN

d


The research is at a crucial juncture, Sleiman says. “This is the time for the field

of DNA nanoscience to start producing useful things.” Easier said than done. For

example, while DNA structures hold promise for biological applications, their ability

to resist enzymes, to penetrate into cells and their safety in organisms all need to be

examined and optimized. “There is a bright future and a lot of possibilities in DNA

assembly, but there is still a lot of work to be done,” says Sleiman.

Sleiman isn’t focusing solely upon DNA nanoscience. Other areas of research relate

to her background synthesizing small molecules and polymers. Her team also works on

designing and synthesizing biomimetic materials. Among some of the group’s research

highlights, their work on the creation of hybrid polymer-DNA and gold nanoparticle

DNA structures were selected as editor’s choices in Science and Nature.

Sleiman’s science may be complex, but behind it is the simple but lofty goal

of contributing to society in a meaningful way. This passionate sense of purpose

grew out of the most dire of circumstances — war. The eldest of two children,

Sleiman grew up in a family that emphasized achievement. Born in Beirut in

1965, Sleiman’s mother, Leila El-Horr, was a journalist, her professor father,

Farouk Sleiman, chair of the biology department at Lebanese University Beirut.

A happy home life was interrupted on Sleiman’s 10th birthday by the thud of

falling bombs — malevolent heralds of the 15-year Lebanese Civil war. But the

fear and devastation of that protracted conflict entrenched a sense of resolve in

the precocious young girl. “If you’re going to school and there’s snipers and there’s

bombs, it gives you a resilience,” Sleiman says. “You internalize the fact that no

matter what happens around you, you’re going to get that education.”

As the war worsened, Sleiman became determined to leave her beleaguered

nation. “When I was in university, it was really tough, because the war got worse,”

she recalls. “At that point, I said to myself, ‘I’m going to get really great grades so

I can go to a really good graduate school and make it out of here.’ ”

Sleiman received a B.Sc. in chemistry with high distinction and was accepted

to Stanford University when she was only 20 to do a PhD in organic chemistry. It

was at Stanford that Sleiman met her future husband, Bruce Arndtsen, who also

became a chemistry professor at McGill. The couple has two children, Ryan, 12,

and Maya, 7, both born while Sleiman’s career as an academic and researcher was

in its early stages. By becoming the first female faculty member to have a child in

the chemistry department in 1999, Sleiman broke through a glass ceiling of sorts

— embracing her role as academic researcher and mother. McGill was supportive

of their star researcher’s dual demands and, as it turns out, the children adapted

well to their mother’s career. “I remember when Maya was two months old; I was

invited to a conference to give a speech that was very important for my career.

I held her in my arms as I paced back and forth, practicing my speech. She lay in

my arms happily while I practiced.”

It is a lesson that Sleiman hopes to

pass on to her female students: moth-

erhood and a career in science is not

a contradiction in terms. Many female

students have “internalized societal

pressures” telling them that they can’t

be both mothers and researchers, says

Sleiman. “I tell them if they follow

their dreams, they’ll be happier people

as a result. And they’ll be passing on

this happiness to their children; I really

do think it’s a gift to my boy that he

is growing up knowing that women are

active contributors to society.”

Sleiman has always shown such support

and empathy for students, which is one

of the reasons she was recognized several

years ago with McGill’s Leo Yaffe Award

and Principal’s Prize for excellence in

teaching. She has also been recognized

for academic achievement, winning,

most recently, the Strem Award for Pure

or Applied Inorganic Chemistry from

the Canadian Society for Chemistry

and McGill’s William Dawson Scholar

Award (McGill’s equivalent to a Canada

Research Chair Tier II).

Research and teaching in tandem

has given Sleiman the means to “try to

transform the world.” As a researcher,

orchestrating and manipulating nature’s

tiniest particles, she seeks positive

changes for humankind. As a teacher,

the change is more immediate, but no

less lofty because of it. “As a teacher,

you really see your impact, it’s a person

who’s changed by you.”

Special report for the international year of chemistry


In MeMorIaM

A special endowment fund has been created to honour the memory of Simon Fraser

University chemistry professor Melanie O’Neill, 37, who was found slain in her home

by Vancouver Police Department officers the evening of July 26, 2011.

The Melanie O’Neill Chemistry Undergraduate Research Endowment Fund,

established by SFU’s chemistry department as well as friends, family and colleagues,

will be granted annually to a chemistry undergraduate student who demonstrates

research excellence.

Zuo-Guang Ye, chair of the chemistry department, gave a eulogy celebrating

O’Neill’s many academic achievements at SFU at a packed memorial service

Aug. 8. Born and raised in Halifax, O’Neill attended Dalhousie University for her

undergraduate and graduate studies, receiving a PhD in physical organic chemistry in

2001. Afterwards, O’Neill attended California Institute of Technology as an NSERC

postdoctoral fellow. After her postdoctoral work, O’Neill was hired by SFU, where

she established an active and diverse research program in the interdisciplinary area of

biophysical chemistry and chemical biology.

O’Neill, MCIC, was a gifted researcher. In addition to setting up a molecular

biology laboratory, O’Neill also established a first-class biophysical chemistry lab

where she studied protein and other nucleic acid dynamics. She was considered a

pioneer — one of only a handful of scientists around the globe who researched how

humans use light to synchronize their metabolic and behavioural patterns with the

outside world. Her most recent work attempted to correlate structural dynamics in

the RNA editing process with primate evolution.

O’Neill’s work netted accolades; in 2005 she won the Career Investigator Award,

Scholar, from the Michael Smith Foundation for Health Research, the provin-

cial support agency for health research in British Columbia. The foundation cited

simon fraser university mourns chemistry professor

O’Neill’s work in describing the mech-

anism of action of cryptochromes as

circadian photoreceptors at the molec-

ular and cellular level. The research

enabled an understanding and potential

manipulation of biological timing that

had the potential to aid in the treat-

ment of sleeping disorders and diseases

like depression and cancer.

A devoted instructor and mentor as

well as researcher, O’Neill taught lower-

and upper-division undergraduate and

graduate chemistry courses.

Described as a force of nature who

lived life with passion in her professional

and personal life, O’Neill especially

loved the ocean and spent much of her

free time boating, camping, hiking and

bird watching. One of her favourite

quotations was from 17th century French

mathematician Blaise Pascal, whose own

high-minded outlook on life resonated

with O’Neill’s contemplative nature. In

response to a Pascal quotation, O’Neill

penned: “These are some of the most

wise words I have known: ‘Beauty is a

harmonious relation between some-

thing in our nature and the quality of the

object which delights me.’ ”

O’Neill is survived by her brother,

Andrew O’Neill, and many aunts and

uncles and their families.

Donations to the Melanie O’Neill

Chemistry Undergraduate Research

Endowment Fund can be made online at

www.sfu.ca/advancement.

By deadline, no one had been

arrested in connection with O’Neill’s

murder and police weren’t releasing a

cause of death.

IAN

rOb

ertSON


SOCIety NewS

csche and green winners announced The 2011 winners of the annual CSChE awards are:

choon Jim lim, University of British Columbia: Bantrel Award in Design and Industrial Practice, sponsored by Bantrel, for his research on the fundamentals of spouting and fluidization phenomena and the application of these technologies to environmentally friendly processes and clean energy production.

david shook, KemeX Ltd.: D. G. Fisher Award, sponsored by the Chemical Education Fund, for designing control schemes for new SAGD processes in the oil sands.

della wong, MCIC, Shell Energy Canada: Process Safety Management Award, sponsored by AON Reed Stenhouse. Wong has been a leader in the development of PSM programs such as inherently safe designs, process hazard analysis, risk assessments, operational risk studies, incident investigations and audits.

charles xu, MCIC, University of Western Ontario: Syncrude Canada Innovation Award, sponsored by Syncrude Canada Ltd., for his work on developing forest biorefineries.

John f. macgregor, MCIC, McMaster University: R. S. Jane Memorial Award, sponsored by the CSChE, for research in the application of statistical methods to chemical engineering systems.

The 2011 winners of the Canadian Green Chemistry and Engineering Network awards are:

ecosynthetix inc.: Ontario Green Chemistry and Engineering Award (Organization), sponsored by the Ontario Ministry of the Environment. EcoSynthetix’s flagship product line represents a breakthrough in clean technology products that resulted in the production of the world’s first and only waterborne biopolymer latex derived from renewable raw material feed stocks such as corn or potato starches.

franco berruti, University of Western Ontario: Ontario Green Chemistry and Engineering Award (Individual), sponsored by the Ontario Ministry of the Environment, for his research on particle technologies, gas-solid fluidization, heavy oil upgrading technologies and biomass conversion into biochemicals and biofuels.

r. Tom baker, MCIC, University of Ottawa: Canadian Green Chemistry and Engineering Award (Individual), sponsored by GreenCentre Canada, for research into ‘green’ routes to hydrofluorocarbons, base metal complex catalysts for selective, oxidative C-C bond cleavage for lignocellulose disassembly and mechanistic studies of metal complex- catalyzed amine-borane dehydrogenation.

Turkish delight for canucks at chemistry olympiadCanada scored its best results in 26 years in Ankara, Turkey July 9-18 at the 43rd annual International Chemistry Olympiad for high school students. Steven Song of Semiahmoo Secondary School in Vancouver won a gold medal, coming in 22nd overall out of 273 students from 70 countries. Silver medals were won by Shuoli Liu of Glebe Collegiate Institute in Ottawa and Melody Guan and Richard Liu, both of University of Toronto School in Toronto.

John polanyi gets stamp of approval

In honour of the International Year of Chemistry, Canada Post has issued a stamp celebrating the work of John Charles Polanyi, HFCIC, who was awarded the Nobel Prize for chemistry in 1986. In giving the prize, the Royal Swedish Academy stated that Polanyi’s ground-breaking research in reaction dynamics forged a new field of research in chemistry. Polanyi, of the University of Toronto, was also cited for developing infrared chemi-luminescence, where the extremely weak infrared emission from a newly formed molecule is measured and analyzed. This method provides a detailed understanding of how chemical reactions take place. “I am surprised and honoured to find myself a part of this intriguing stamp,” says Polanyi.

order of canada for bandraukUniversity of Sherbrooke professor of theoretical chemistry André Bandrauk, FCIC, was appointed Officer of the Order of Canada June 30 in Ottawa in recognition of his pioneering work in attosecond chemistry.

The Chemical Institute of Canada wishes to extend its condolences to the family of Saul Wolfe, FCIC, who died at age 78 in Vancouver. Wolfe was professor emeritus in the chemistry department at Simon Fraser University.

STudenTS In MeMorIaM

aChIeveMenTS InTernaTIonaL

year oF CheMISTry


The quirky and convoluted history of cocaine

ocaine may have an infamous and well-deserved reputation as a dangerous drug when it is abused, but its contribu-

tion to the discovery of local anesthesia was spectacular. We have here another classic case of a chemical that can be beneficial or detrimental depending on how it is used.

Long before the arrival of European explorers to South America, the Incas had discovered that chewing a concoc-tion made by mixing coca leaves with lime had a stimulating effect and warded off hunger. They also noted that applying coca-laced saliva to skin injuries numbed the pain. This effect was eventually documented by Albert Niemann, a chemistry graduate student working in the laboratory of Friedrich Wohler, one of the fathers of organic chemistry. Wohler had been given some coca leaves brought back by an Austrian expedition and asked his student to undertake a chemical analysis.

In 1860, Niemann managed to isolate a pure white powder he christened cocaine. As was common practice in those days, he tasted the newly isolated substance. The powder, he reported, left a peculiar numbness, followed by a sense of cold when applied to the tongue. Not much was made of this observation until Karl Koller came along. Koller began his career as a surgeon at the Vienna General Hospital where he collaborated with Sigmund Freud, who at the time was exploring the effects of cocaine on the central nervous system. Confronted with a young colleague who had become addicted to morphine after the amputa-tion of a thumb, Freud treated him with cocaine to try to break the morphine habit. It worked, but it turned the unfor-tunate patient into the world’s first cocaine addict.

Freud became intrigued by cocaine and, when he went on leave to Germany, asked Koller to continue the experi-ments. Koller collaborated with another colleague, Dr. Engel. It was Engel’s tongue that would become pivotal in the discovery of local anesthesia.

One day, after tasting a little cocaine from the end of a pen knife, Engel remarked, “How that numbs the tongue!” It was at that moment that the scales fell from Koller’s eyes. He had already become interested in eye surgery and had experimented with anesthetizing the eye with morphine, ether spray, chloral hydrate and potas-sium bromide, all of which were known to have effects on the nervous system. None of these was effective and general anesthesia with chloroform or ether, already widely practiced at the time, was not suitable for eye surgery because it failed to stop involuntary eye reflexes. Interestingly, Koller had been aware of the numbing effect of cocaine, but had never made the connection to his eye research until Engel’s comment.

A classic experiment quickly followed. A solution of cocaine was placed into the protruding eye of a frog. Koller was then able to touch the eye with a needle without any reflex action occurring. The frog’s other eye responded in the usual fashion. Koller then bravely trickled a solution into his own eye, and using a mirror, touched his cornea with the head of a pin. There wasn’t the slightest unpleasant sensation or reaction! Local anesthesia was born!

Before long, cocaine found wide acceptance in eye surgery, although it wasn’t problem-free. It dilated the pupils and caused other undesirable central nervous system effects. Eventually, it was replaced by synthetic compounds that retained the essential features

of the cocaine molecule but elimi-nated most of the undesirable effects. The most successful turned out to be procaine, familiar under the trade name Novocaine. It was followed by lido-caine, benzocaine and a host of others. All because Engel noted that his tongue became numb and Koller capitalized on this observation.

Such a discovery should have secured a position for Koller as an ophthalmologist in the Vienna hospital. But fate inter-vened. After being called an impudent Jew by a colleague, Koller responded with a punch. This led to a duel with sabers. It seems Koller was as good with a saber as with a scalpel because he managed to inflict two gashes on his opponent without being harmed himself. But duels were illegal and when news of the confrontation reached hospital administrators, Koller’s hopes of a posi-tion were dashed.

Koller immigrated to the United States where he worked as an ophthal-mologist in private practice in New York until his death in 1944. To what extent he used cocaine is unknown, but the drug is still occasionally used for eye and nasal surgery. It is available from the Mallinckrodt Company, the only one licensed to produce purified cocaine for medical use. The raw material is purchased from the Stepan Chemical Company in New Jersey which has government approval for the importa-tion of coca leaves from Peru. After the cocaine is extracted, the leaves are sold to cola manufacturers for use as a flavouring agent. But don’t look for any cocaine in cola beverages. The extrac-tion process is very efficient.

Joe Schwarcz is the director of McGill University’s Office for Science and Society.

Read his blog at chemicallyspeaking.com.

CHeMfusion

by Joe schwarcz

ACCN, the Canadian Chemical News: October 2011

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Transcript of ACCN, the Canadian Chemical News: October 2011