ACS: Sweet surrender

I went to the carbohydrate-protein interactions and glycolipids session this morning (I’m at the ACS, in case you forgot). It was a great session! Even with the best efforts from the session chair, there were so many questions that we got way behind (which unfortunately meant that I missed George Wang’s talk due to a previous engagement). One particularly interesting part of the morning was yet another tribute to Emil Fischer, who seems to have done more work in his life than occurs in a year at most universities. In this particular story, Jacqueline Gervay-Hague was discussing the troubles with substituting sugars at the alpha position, and had tried to use trimethylsilyl iodine in combination with an alcohol to activate the center and incorporate the alcohol as a substituent. To her amazement, her student didn’t form the ester, but instead purified the iodated sugar. They looked back in the literature for any precedent of stable iodo-substituted sugars, and found that Fischer not only made them, but crystallized them back in 1910. The secret? The alpha-substituted sugar is stable, whereas the beta-functionalized position reacts right away. They have since used this insight to couple unprotected lipids to TMS-protected sugars; with the right purification conditions, they get the unprotected final product in one step.

Catherine Goodman (Assistant Editor, Nature Chemical Biology)

ACS: All that glitters is gold

The morning session of the Arthur C. Cope Award and Arthur C. Cope Scholar Awards just finished – I was really impressed with F. Dean Toste’s talk, which was a whirlwind tour of some of the work his group has done involving gold(I)-catalyzed reactions.

There are now a number of groups exploring the chemistry of gold(I) and gold(III) complexes – Toste’s group has focused on gold(I) complexes, which are air-/moisture-tolerant and able to catalyze a number of reactions, including the stereoselective cyclopropanation of olefins and intramolecular acetylenic Schmidt reactions (making substituted pyrroles). They’ve also shown that these reactions can be used to make natural products, recently demonstrating that the gold(I)-catalyzed cyclization of a silyl enol ether onto an alkyne enabled them to rapidly synthesize (+)-lycopladine A (in eight steps with 17% overall yield from the starting enone).

Joshua

Joshua Finkelstein (Associate Editor, Nature)

ACS: I love technology

David Schwartz gave a great talk this afternoon – he’s the director of the National Institute of Environmental Health Sciences, which recently created the ‘Genes and Environment Initiative,’ a five-year research effort that hopes to identify the genetic and environmental causes of asthma, arthritis, and other common diseases.

The initiative has two components: the first involves “”https://www.niehs.nih.gov/oc/news/gei.htm">efficiently analyzing genetic variation in groups of patients with specific illnesses," and the second involves the development of new devices that can monitor “”https://www.niehs.nih.gov/oc/news/gei.htm">personal environmental exposures that interact with genetic variations and result in human diseases."

Why – you might ask – is the NIH spending approximately 192 million dollars on this new initiative? Well, we know that “”https://www.sciencemag.org/cgi/content/full/296/5568/695">[g]enetic and environmental factors, including diet and life-style, both contribute to cardiovascular disease, cancers, and other major causes of mortality," and there’s a growing body of evidence that suggests that environmental factors are responsible for a large percentage of these diseases.

The NIEHS will use a portion of this money to fund grants that involve “”https://www.niehs.nih.gov/oc/news/gei.htm">innovative new technologies to measure environmental toxins, dietary intake and physical activity, and to determine an individual’s biological response to those influences, using new tools of genomics, proteomics and metabolomics," so this looks like an excellent opportunity for chemists interested in complex diseases and human health.

For more information on the NIEHS 2006–2011 Strategic Plan, see “”https://www.niehs.nih.gov/external/plan2006/StrategicPlan2006final.pdf">New Frontiers in Environmental Sciences and Human Health."

Joshua

Joshua Finkelstein (Associate Editor, Nature)

ACS: Mongolian Licorice

This meeting has it all. Today I caught a wonderful presentation by Frank Lee of Nanchang University about efforts to introduce “Good Agriculture Practice” or GAP (See the FAO’s page on this approach here), on the growing of herbs for traditional medicines. The idea is to make sure the medicines are what they purport to be, are not chock-full of mercury or other toxins, and are being harvested in a sustainable way.

So, field labs have been set up in Inner Mongolia to work of the harvesting of licorice there—used as a medicine to “invigorate the heart, lungs, spleen and stomach,” among other thing. The most interesting challenge they face is supervising the transition from collecting wild plants to growing them as a crop. They are watching to make sure that the domestication process does not affect expression of the active component. Awesome.

ACS: Nobel laureate book club

I only have time for a quick post before I run off to David Schwartz‘s talk on ’Environmental genomics and human health.’ I just left the H.C. Brown Legacy Symposium, where Professor Sharpless talked about ‘click’ chemistry, azido-phobia, pandas, and Kevin Kelly’s Out of Control (which he highly recommended). Needless to say, it was a great talk and I learned a few new things about ‘click’ chemistry: it turns out that the Huisgen 1,3-dipolar cycloaddition works pretty well in Jack Daniel’s whiskey and in human plasma…

I also bumped into Mark Peplow, who used to work at Nature and is now the editor of Chemistry World. He’s blogging about the conference, and he’s not alone: the ACS, Tenderblog, the Chem Blog, and Chemical Forums are here too… Update: C&EN and Peter Murray-Rust are also blogging from the conference.

Joshua

Joshua Finkelstein (Associate Editor, Nature)

ACS: Against “molecular gastronomy”

The hype-heavy world of haute cuisine has recently been rolling its tongue over the phrase “molecular gastronomy”, said to be practiced by such chefs célèbres as Pierre Gagnaire and Ferran Adrià. The trend is for innovative foods, and new ingredients. Shrimp treated with protein-knitting enzymes, so it can be coaxed into noodle shape, glass-like spheres of isomalt, filled with the smoke from roasting mushrooms, flavored foam.

But On Food and Cooking author Harold McGee, in a session this morning, opined that the term should be ditched. He noted that most chefs labeled as molecular gastronomists rejected the label and say that their experiments rarely take place on the molecular level. Apparently, the phrase came from a workshop about the science of cooking, held in Sicilly in the early 1990s—but the workshop was, according to McGee, was all about the chemical underpinnings of traditional cuisine, and has nothing to do with the Julia Child-meets-Dale Chihuly creations of the new cooking.

These chefs aren’t looking into molecules, says McGee, “they are cooking with ingredients. They are artists, not chemists.”

That said, there are some firm links between the new daring cooks and chemistry. Fat Duck chef Heston Blumenthal questioned the age-old custom of removing the jelly and seeds from tomatoes before cooking with them. To his palate, they were tastier than the flesh. He worked with Don Mottram of the University of Reading to see why, and they found that the jelly has tons more glutamic acid—the source of the famous meaty, nummy umami flavor (See https://www.nature.com/news/2003/030707/full/030707-3.html)—than the flesh.

So, special note to my boyfriend: I now have scientific proof that de-seeding tomatoes is silly.

ACS: Ah, high culture

I bet $100 that this is the first ACS meeting where a session has featured a slide of Jesus Christ with an erection.

Yes, you guessed it, it is the presidential session celebrating Carl Djerassi: chemist, novelist, and playwright. He was a top chemist for many years, specializing in synthesis of marine natural products, and collecting awards like pogs. Then, late in his career, he turned to literature. Lately, plays have been his thing, and at the end of the laudatory session, there was a reading of selections from his play “Phallacy”. He played the character Prof. Rex Stolzfuss. But it was in a scene where a young art historian chats with a young chemist about the representations of Christ’s genitals in art that the image, an engraving from the 1520s called “Man of Sorrows”, according to the online text of the play, appeared. Alas, no amount of googling can summon up an image, but rest easy, Jesus is clothed…but showing.

I am no theater critic, so I won’t say anything more about the play. I will say, though, as a feminist, it is fun to see the man who first synthesized progesterone—which led to the birth control pill.

ACS: Fuelmen

Went to some sessions on hydrogen storage (you know, so that cars can run around emitting just clean, pure water vapor, and so that we can enter the “hydrogen economy”) today and was introduced to ammonia borate by Bill Tumas of Los Alamos. I liked him, because he kept telling us “the hard cold facts”. I’ve heard people talk about the “cold hard facts,” but somehow, the “hard cold facts” seem even more bitterly inevitable. One of these was that no one has found a solution to storing hydrogen. The other is that his favorite candidate—ammonia borate—is not going to slot neatly into the current infrastructure.

The stuff may be good at holding onto hydrogen until you want to go vroom, and then letting it go, and it has a glimmer of a hope of getting the hydrogen compact enough so that one can drive 300 miles on a full cell—the standard measure of success—but it isn’t possible to just shoot more hydrogen into it when it’s gone “dry”. So in this version of the hydrogen economy, one would buy a fuel cell, drive until it was used up, then return it to the fuel station for a full one. The old one would have to go back to the plant for some more complex chemical treatments. For some reason, everyone seems to think that this makes the technology completely impractical, but I don’t see why. Everyone used to return their empty milk bottles when they picked up a full one. Maybe we can even take a page from the golden age of dairy and hire fuelmen, who will take the empty fuel cells from your front porch and leave full ones. They can even wear those swell hats.

Well, I suppose we ought to work out whether ammonia borate will even work before we start designing uniforms. In the meantime, I suggest Tumas get his own show on cable news called “The Hard Cold Facts with Bill Tumas.”

ACS: Big in America

The conference gets underway even before my plane lands. A fellow from a microscopy concern is leaning across the aisle chatting to a chemist about his latest model. In the airport shuttle to downtown, chemists wedge inside the van, their poster tubes making the whole process seems like some complex protein folding problem. And today the streets of downtown San Francisco are alive with chemists—teeming with badged hordes looking for a cup of coffee between sessions.

The ACS meeting is big. It has strong points and weak points, but most of all, it is big. This year sees the innovation of satellite registration desks in hotels throughout downtown, and a mind-boggling number of papers—almost 10,000. And I am going to “cover” the meeting. Ha ha ha.

Catherine Goodman, below, says she ends up more or less walking the poster sessions as her fancy takes her. This is perhaps the perfect way to approach a meeting of this size—both posters and talks. Why see all the talks in your own field, when half of it will be old news? Why not stab a pin into the program or just amble into any old session? I pledge to spin the wheel of fate at least once this time—stay tuned for some chemical Kismet.

Goin’ back to Cali

After my recent trip to San Diego, I’m heading back to California for the ACS meeting in San Francisco. The meeting looks great (especially for us chemical biology types); if you want to see what I’ll be up to (and some of the other NPG editors), check out our editor’s choice site (I know, Josh already told you that).

What’s on my mind at the moment, though, is the overall organization of the meeting.

Can we make any sense out of the variation in assigning anything from 20-45 minutes to each speaker? Is it the ongoing conflict of wanting to accommodate more speakers versus really giving them the chance to say something? Is it a statement on the standards of behavior for the different subsections? Or is it all about the seniority of the speaker? Of course we wouldn’t see graduate students giving plenary lectures, but I have seen some pretty established/respected professors lined up for 20 minute slots.

As a side note: The bonus of finding a session filled with 20-minute talks by professors is that it’s likely that you will come out of the session with 8 times more information in your head than was there going in. The bad part about risking your time on a session without professors is that information may have actually leaked out of your head by the time you can gather your wits enough to leave. (Please note that I say this as one who gave a student seminar not that long ago…)

How can graduate students get more out of the meeting than just a rambling haze of science, intermingled with rambling hazes revolving around drink tickets redeemed at their friends’ poster sessions? Certainly my first ACS meetings were overwhelming, with the number of talks that I ‘must see’ filling more hours than I had and the uptake on new scientific information limited to the first day or two before my brain got full. Students and postdocs on the job hunt seem to be much more focused and calm. Perhaps the secret is going in on a mission?

How can everyone get more out of the poster sessions? These events have become so huge that it’s almost impossible to find anyone or anything on purpose. My recent experiences have pretty much relied on wandering around and looking for interesting stuff, regardless of whether it’s related to my work at all. To be fair, I’ve met some great people and found out about amazing work that way, but theoretically poster sessions could serve a much more important function of meeting people in your field to share ideas and experimental advice.

What are your thoughts on ACS meetings? How do you get the most out of them? What, in fact, does it mean to ‘get the most out of them’ when there are talks to be listened to, jobs to be interviewed for, free pens to be accepted, a new city to be seen…? Let me know, and I’ll try to put your advice into practice. Alternatively, you can wait for the meeting updates and see how my new secret plan works.

Catherine Goodman (Assistant Editor, Nature Chemical Biology)