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For information on section activities visit our web site at: www.delawareacs.org Fast Bioorthogonal Chemistry: Discovery, Development, and Applications Joseph M. Fox Department of Chemistry & Biochemistry University of Delaware February 25, 2015, 7:00 to 8:30 PM Volume 82/2 FEBRUARY 2015 DoubleTree 4727 Concord Pike Wilmington, DE 19810

Fast Bioorthogonal Chemistry: Discovery, …The Joseph Priestley Society (JPS) lecture series explores topics in science, technology, and industry through professional networking receptions

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Page 1: Fast Bioorthogonal Chemistry: Discovery, …The Joseph Priestley Society (JPS) lecture series explores topics in science, technology, and industry through professional networking receptions

For information on section activities visit our web site at:

www.delawareacs.org

Fast Bioorthogonal Chemistry: Discovery, Development, and Applications

Joseph M. FoxDepartment of Chemistry & Biochemistry

University of Delaware

February 25, 2015, 7:00 to 8:30 PM

Volume 82/2

FEBRUARY 2015

DoubleTree4727 Concord Pike

Wilmington, DE 19810

34491 Del-Chem_delchem 1/19/15 10:16 AM Page 1

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Call for Nominations for Section Officers and CouncilorsThe Delaware Section of the American Chemical society is looking forcandidates for local section officers to run in the May 2015 elections.The terms would begin January 2016. If you or someone you know isinterested in running for the following positions, please contact JustinChan at 302-695-3514 or by email at [email protected]. Thedeadline for submission of materials is March 1, 2015. The positionsthat are open include:

Chair Elect............................................................1 year termDirector.................................................................3 year term Treasurer...............................................................2 year term

Job descriptions and duties can be found at:http://www.delawareacs.org/documents

2 DEL-CHEM BULLETIN– FEBRUARY 2015

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CHAIR’S COLUMNCHAIR’S COLUMNCHAIR’S COLUMNCHAIR’S COLUMNDEL-CHEM Bulletin

Happy February!February has always been a very specialmonth for me. As a native New Orleanian,I have had the pleasure to celebrate severalMardi Gras seasons, which commonly occurin February. Mardi Gras beads have becomea global symbol of the holiday festivities.Over 25 million pounds of beads are thrownduring Mardi Gras parades. Historically,these beads were made from glass and wereconsidered pretty rare; today, they are madefrom polystyrene and polyethylene and areconsidered a common but desirable MardiGras trinket.

Also in February, many people celebrate St.Valentine’s Day. Typically, we think ofchocolate and flowers to express love for another. Here are a couple fun twists:cuddling can release oxytocin, which can beused to treat headaches, and kissing mayreduce cortisol, the “stress hormone”.

I hope that you all enjoyed our JanuaryNetworking event which was held at BBCGrill and Tavern in Greenville. This was agreat location to connect a lot of new andold friends. It would be great to have moremembers and non-members participate inour future meetings and networking events.Your feedback on our meetings will help tooutline this year's events. Please contact mewith ideas or feedback on our programming.

Section MeetingI am delighted to announce that our nextsection meeting will be an awards presentationin honor of the 2014 Delaware SectionAward winner Prof. Joseph M. Fox,Professor of Chemistry at the University ofDelaware. Prof. Fox will present a seminaron “Fast Bioorthogonal Chemistry: Discovery,Development, and Applications". The meetingwill begin with networking and refresh-ments. Please join us for this fun and educational evening.

Get actively involved with the DE ACSlocal section!

Please share your ideas with our team forgetting the community involved withchemistry and ACS. There are severalawards including the ACS DelawareSection, Tillmans-Skolnick, and WebsterAwards that are given annually – please considernominating someone that you think is worthy.Please visit the website for official rules on

EDITORSheree R. Gold(610) 742-4981

Inter Media Consultants

ADVERTISING MANAGERVince Gale

(781) 837-0424MBO Services

DELAWARE SECTION OFFICERSJustin Chan. . . . . . Chair(302) 695-3514 DuPont

[email protected]

Rakesh R. Nambiar . . . . . . Past Chair(302) 695-2760 DuPont

[email protected]

Peiwen Zheng. . . . . . Chair Elect(302) 695-2964 DuPont

[email protected]

Julie Brady. . . . . Secretary(302) 453-3786 Delaware Technical

Community [email protected]

Mary Jo Bock . . . . . . . Treasurer(302) 407-4224 Axalta

[email protected]

DIRECTORSTodd Brugel (2013-2015)(302) 995-3309 [email protected]

Biswajit Choudhury(302) 695-3091 DuPont

[email protected]

Allison Moore (2014-2016)(302) 995-4140 [email protected]

COUNCILORSJohn Gavenonis (2013-2015)

(302) 695-2690 [email protected]

Martha G. Hollomon (2013-2015)(302) 368-7061

[email protected]

Tiffany N. Hoerter (2014-2016)(302) 695-3032 DuPont

[email protected]

Maggie Schooler (2014-2016)(302) 407-4238 Axalta

[email protected]

ALTERNATE COUNCILORSNorman W. Henry (2014-2016)(410) 398-9484 Retired DuPont

[email protected]

Kim Huynh-Ba (2015-2017)(302) 731-9959 Pharmalytik Consulting

[email protected]

Nora S. Radu (2014-2016)(302) 695-3363 DuPont

[email protected]

Craig Westphal (2014-2016)(302) 695-3103 DuPont

[email protected]

“THE DEL-CHEM BULLETIN”IS PUBLISHED EIGHT TIMES A YEAR.

CIRCULATION– 2,400 COPIES PER ISSUEcontinued on page 8

DEL-CHEM BULLETIN– FEBRUARY 2015 3

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4 DEL-CHEM BULLETIN– FEBRUARY 2015

ACS Delaware Section February 2015 MeetingDepartment of Chemistry & Biochemistry

University of Delaware

Date: February 25th, 2015

Time: 7:00 pm - 8:30 pm Networking, Refreshments and Drinks (cash bar)

Location: Doubletree 4727 Concord Pike (Rt. 202) Wilmington, Delaware 19810

Cost: $5 (non-members welcome, bring a friend includes refreshments)

Registration:

1. Use the link provided on the section website, http://delacs.sites.org, orin the Del-Chem Bulletin distribution announcement to register online.

2. E-mail [email protected] to receive a link to online registration

Members who are unable to register online should call Justin Chan at302-695-3514

Joseph M. Fox

This colloquium will describe the development and advancement of trans-cycloalkenes as tools for facilitating bioorthogonal labeling through reactionswith s-tetrazines. Of the various click chemistries that have been pursuedover the past decade, the tetrazine ligation enables the fastestreactivity. Described in this talk will be advances in computation and

continued on page 11

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Science on Tap“Guano Happens:“Guano Happens:

An IllustratedHistory of

Fertilizer inAmerica”

Date: February 9, 2015

Time: 6:00 p.m. (Doors open at 5:00)

Location: National Mechanics 22 S. Third Street Philadelphia, PA 19106

Event Type: Open to the Public

Fee: Free

Registration: Not Required

Late summer 2014 some 400,000 residents of Toledo, Ohiolost access to tap water because of a massive bloom of toxiccyanobacteria in Lake Erie. Every summer, similar events occurin watersheds that drain regions where soils are saturated with chemicalfertilizers on farms and lawns. If humans are responsible for this annual toxic tide, whyhas it been so hard to stop it? In this talk, Timothy Johnson will discuss the environmentalhistory of chemical fertilizers in the United States, exploring topics as diverse as guanoislands, explosives production, and comic books to show how fertilizers became an indis-pensable tool for farmers, in spite of the considerable costs they have incurred.

Timothy Johnson is the Allington Dissertation Fellow at the Chemical Heritage Foundationfor 2014-15 and a Ph.D. candidate in history at the University of Georgia. His researchfocuses on environmental and political history. Johnson’s dissertation is titled “Growth In-dustry: Unearthing the Origins of Fertilizer-Fueled Agriculture in America, 1865–1950.”The project investigates the chemicalization of American agriculture during the late 19thand early 20th centuries.

Science on Tap is a monthly science café in Philadelphia for anyone interested in gettingtogether with other people to discuss a range of engaging science topics. It is held the secondMonday of (most) every month.

Located at National Mechanics, a relaxed, convivial bar in Old City, Science on Tap featuresa brief, informal presentation by a scientist or other expert followed by lively conversation.The goal is to promote enthusiasm for science in a fun, spirited, and accessible way, whilealso meeting new people. Come join the conversation!

Open to the public (age 21+ or accompanied by chaperone 25 years or older).

Topic: Check http://scienceontapphilly.com/sot-events

DEL-CHEM BULLETIN– FEBRUARY 2015 5

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6 DEL-CHEM BULLETIN– FEBRUARY 2015

Chemical Heritage Foundation Priestly Society Luncheon

“Innovation in Chemical Distribution” Speaker: Steven M. Pozzi COO of Benntag North America

Date: February 12, 2015

Time: 11:30 a.m.–2:00 p.m.

Location: CHF 315 Chestnut Street, Philadelphia, PA 19106

Event Type: Open to the Public

Fee: $25

Registration: Required

Visit chemheritage.org for registration

The Joseph Priestley Society (JPS) lecture series explores topics in science, technology, andindustry through professional networking receptions and lectures by industry leaders. In thismonth’s installment the Joseph Priestley Society is pleased to welcome Steven M. Pozzi,COO of Brenntag North America.

Schedule:11:30 a.m.–12:15 p.m. Networking reception12:15–1:00 p.m. Luncheon1:00–2:00 p.m. Keynote address

For more information about this event, please contact Sarah Reisert, awards programmanager, at 215.873.8263 or [email protected].

Brown Bag Lecture:“Bringing Science Down to the Level of Boys: Chemistry Sets,the American Future, and Making Meaning out of Science Usingthe Technological Systems of Toys”

A talk by Deanna DayDeanna Day is a 2014–2015 Haas Postdoctoral Fellow at the Chemical Heritage Foundation.Her talk will focus on her current research project, “Teaching through Toys: Girls Experi-encing Science and Technology from Chemistry Sets to the American Girl Dolls.”

Date: February 3, 2015

Time: 12:00–1:00 p.m.

Location: CHF 315 Chestnut Street, Philadelphia, PA 19106

Event Type: Open to the Public

Fee: Free

Registration: Not Required

For more information about this event, please contact at 215.873.8289 or [email protected]

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DEL-CHEM BULLETIN– FEBRUARY 2015 7

Brown Bag Lecture:“What Are the Historians Doing in the Laboratory?! The Methods

and Methodology of Reconstructing BNF MS. FR. 640”

A talk by Joel KleinJoel Klein is a lecturer at Columbia University and a research fellow in the ChemicalHeritage Foundation′s Institute for Research. He specializes in the history of science andmedicine in the 16th and 17th centuries, with a special emphasis on the interactions amongchemistry, medicine, and atomism in German universities.

Date: February 10, 2015

Time: 12:00–1:00 p.m.

Location CHF 315 Chestnut Street, Philadelphia, PA 19106

Event Type Open to the Public

Fee: Free

Registration: Not Required

For more information about this event, please contact at 215.873.8289 or [email protected]

Brown Bag Lecture:“Roger Bacon’s Experimental Science”A talk by Elly TruittRoger Bacon’s essay on natural philosophy, experimental science, and magic, Letter on theSecret Powers of Art and Nature, and on the Invalidity of Magic (ca. 1270s), contains almostall of the alchemical ideas that were later attributed to Bacon in the Elizabethan text, TheMirror of Alchimy, as well as speculative technology, and a detailed discussion of necro-mancy. In this short work Bacon explained his concept of scientia experimentalis, whichhe proposed as a way of harnessing natural forces to produce stunning and useful effects.Bacon used alchemy as an extended example of the promise of technology to surpass naturallimits. In this talk Truitt will explore how Bacon’s ideas about the power of human art, ortechnology, are central to his reputation as an alchemist and a necromancer in the late 16thcentury, and to understanding the complex intellectual connections between medieval nat-ural philosophy, magic, and technology and early modern natural philosophy and alchemy.Elly Truitt is an assistant professor at Bryn Mawr College and a 2015 CHF Fellow. Hertalk will focus on her current project, “A Medieval Handbook of Art and Magic.”

Date: February 24, 2015

Time: 12:00–1:00 p.m.

Location CHF 315 Chestnut Street, Philadelphia, PA 19106

Event Type Open to the Public

Fee: Free

Registration: Not Required

For more information about this event, please contact at 215.873.8289 or [email protected]

34491 Del-Chem_delchem 1/19/15 10:16 AM Page 7

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8 DEL-CHEM BULLETIN– FEBRUARY 2015

CHAIR’S COLUMNCHAIR’S COLUMN continued from page 3

2015 Wallace H.Carothers Award

Presentationand Banquet

Recipient and Speaker: George LahmProtecting the Global Food Supply:Advances in Crop Protection Chemistry

Date: April 22nd, 2015

Time: 5:30 p.m. – 8:30 p.m.

Location:DuPont Country Club1001 Rockland Rd, Wilmington, DE19803

Event Type: Registration Required

Fee: 35$ (includes dinner)

Registration:visit http://www.delawareacs.org/

nominations. The elections are in coming up in April!Please think about nominating someone thatyou think might contribute positively to thechapter. We are always looking for diversity,

creativity, and productivity to strengthen theDelaware Section of ACS. Contact me orany of the Delaware section officers in if youhave any queries regarding elections or thelocal section activities.

Justin Chan

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Texas Tragedy – Dupont suffered a terrible accident inNovember at its plant in LaPorte, Texas.The release of 23,000 pounds of methylmercaptan killed four workers and sent afifth to the hospital. (Refer to C&E News,December 22 issue.)

Given the strong traditional safety culture ofDupont, the loss of four lives is hard tocomprehend. When I joined their TextileResearch Lab at Chestnut Run in 1957, mysafety training began on day one. It wasmade clear that refusal to follow safety ruleswas fast route to termination.

I returned to Dupont’s Pioneering ResearchLab at the Experimental Station in 1962.Again their safety culture was stressed onmy first day. This was excellent preparationwhen I joined the faculty at the Universityof Wisconsin-Eau Claire. They quicklymade me Chair of the Safety Committee.

A detailed report of this accident will even-tually be available. I am curious to readhow this event was able to occur in spite ofDupont’s fine safety culture.

Our New ACS CEO – It is great news thatour ACS Board of Directors, after a reviewof 200 candidates, selected Thomas M.Connelly, Jr. to lead our organization. Hischem engineering background started atPrinceton University and was completed atCambridge University. He joined Dupont in1978 and has had a very successful career.He has been serving as executive vicepresident and chief innovation officer. Hebegins his new job on February 17.

The Evolution of Dupont –The recent news about changes at thecompany are quite startling. Dupont Corporatewill move from the historic headquarters indowntown Wilmington to the new buildingat Chestnut Run in the western suburbs.

Then comes the “Great Spinoff” toChemours, which will occupy the formercorporate space in the Dupont Building.

This new company will take over thetitanium dioxide business, the fluorochemicalsbusiness and several other product lines.For example, sulfuric acid has long been acompany product. Just a few years agoDupont built a new sulfuric acid plant tosupply the Delaware City Refinery. Willthat become part of Chemours or be sold tothe refinery? Stay tuned!

Bad Blood –I am not talking about the Ravens and Steelersmatchup or the Big Ten/SEC comparison. Itis much more personal.

Back in November I read that blood donorswere needed as we approached the holidayseason. Usually my O-Negative blood wasin great demand since it can be given tothose with other blood types. And it can begiven to both Republicans and Democrats!

I visited the Blood Bank of Delaware andoffered them a pint of my precious fluid.They asked my age. When I said 80, theysaid no thanks. They do not accept GeezerBlood!

While I admit my blood may contain tracesof ethanol, caffeine, chocolate and dailyproducts, it still works for me. To be turnedaway by the Blood Bank was a blow to mypsyche. I coped with a glass of Baileys IrishCream.

Meanwhile, I hope you are off to a goodstart in 2015. Best wishes for a promotion,a raise and a Nobel!%

DEL-CHEM BULLETIN– FEBRUARY 2015 9

Winter ReflectionsAl Denio

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10 DEL-CHEM BULLETIN– FEBRUARY 2015

Directory of Services

NuMega Resonance Labs ...............10

Robertson Microlit Labs ....................2

Micron ...............................................2

INDEX OF ADVERTISERS

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trans-Cyclooctene (small)

Another example of cis-trans

continued from page 4

synthesis that have enabled the creation of coupling partners with rateconstants in excess of k2 = 106 M–1S–1. After an overview of recentapplications of tetrazine ligation to chemical biology and nuclear medicinewill be a detailed discussion of recent applications to the field of biomaterials.Introduced will be the first example of interfacial bioorthogonal crosslink-ing—the use of bioorthogonal chemistry to create and pattern biomaterialsfor 3-D cell culture through diffusion-limited reactivity at the gel-liquid interface.

DEL-CHEM BULLETIN– FEBRUARY 2015 11

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