EASTERN MICHIGAN UNIVERSITY SPRING 2011 DEPARTMENT OF CHEMISTRY NEWSLETTER biology, and biochemistry, the central goal of this research is to understand the enzymes involved in natural product biosynthesis in order to generate new compounds with important biological activities. Jamie was the recipient of a Provost’s new Faculty Award. CHEM Expo The New Mark Jefferson The new addition to Mark Jefferson was completed in time for the Winter 2011 semester. Faculty and staff moved their offices and labs during the fall term exam week, some to their final locations, but many to temporary locations that will be for one or two years depending on where their final locations will be. In January 2011 there was an open house that featured the new spherical planetarium as well as a showcase of some of our new labs. Many chemistry professors were on hand to provide demos and learning opportunities for guests. Construction is now underway on the existing building where the basement, first and second floors are slated to be completed by the end of August. The entire project is expected to be completed in 2012. Welcome New Faculty! Jamie Scaglione joined the Department of Chemistry in fall 2010 as an Assistant Professor in the area of Biochemistry. Her research interests involve characterizing microbial enzymes responsible for synthesizing natural products. Through an interdisciplinary approach encompassing organic chemistry, molecular Several EMU Chemistry faculty members took part in the first ever Huron Valley Chemistry Expo, organized by the local section of the American Chemical Society. The event, held at Eagle Crest Conference Center on October 16, 2010, brought together students and professional chemists from the southeastern Michigan region to share their experiences and knowledge. Exhibitors included the EMU Chemistry M.S. program, Cayman Chemical, US FDA, Michigan State Police Laboratory, the Detroit Institute of Arts, NSF International, and the University of Michigan Chemistry Professional Development Organization, amongst others. Students – both graduate and undergraduate – shared research posters, which were judged by professional chemists from industry and academia. A panel discussion during lunch featured chemists from different levels, from about-to-graduate Ph.D. students to senior scientists at Dow Corning. The keynote address in the afternoon was given by Dr. Tom Lane, immediate past president of the American Chemical Society, known throughout ACS for an inspirational speaking style. Everyone left the event fired up to get out and be a part of ACS’s vision for “improving people’s lives through the transforming power of chemistry.” T-shirts from the Expo are still available; contact Ruth Ann Armitage ACS Huron Valley Chair, for more information. (rarmitage@ Dr. Lane, the EMU Chemistry emich.edu). Club, and two intruders. 1 Heyl-Clegg Wins Research Award Three Emeritus Professors Pass Away Professor Deborah Heyl-Clegg was the recipient of the 2010 Ronald W. Collins Research II Distinguished Faculty Award. Professor HeylClegg’s scholarly activity is focused on developing peptides (small proteins) with pharmaceutical applications. These molecules are small enough to be easily synthesized, while mimicking the behavior of much larger, naturally occurring molecules. Specifically: 1. opiate peptides (for use as non-addictive analgesics); 2. inhibitors of -amylase enzyme (to aid in sugar regulation for diabetics); 3. antimicrobial peptides (to create antibiotics with less bacterial resistance); 4. amylin inhibitors (to prevent pancreatic amyloid formation in diabetics). Based on work completed during her seventeen years at EMU, Professor HeylClegg has published thirty articles in international, peer-reviewed biochemical journals. There have been forty-five presentations of her work at conferences. It is truly a collaborative effort between Professor Heyl-Clegg and her students. She spends a tremendous amount of time training her students and working side-by-side with them in the lab. Sixty-eight of her students have been listed as co-authors on publications with Professor Heyl-Clegg and sixty students have been co-authors on presentations at regional, national or international conferences. She has been the thesis director for 25% of all M.S. degrees awarded by the department since she was appointed. Four of her M.S. students have won the Graduate Dean’s Award for Research Excellence. Additionally, she has supervised the Honors thesis work of four undergraduates (two of whom received Senior Thesis/Project and Symposium Awards). Additionally, she has given seven invited seminars at other universities or meetings including the fifth annual Leroy B. Townsend Lectureship in Medicinal Chemistry at the University of Michigan last May. We are sad to report that the past year has seen the passing of several valued long time members of the EMU Chemistry Department family. Dr. Clark Spike, 87, passed away on May 7. Dr. Spike came to EMU in 1958, after working as a research chemist at Ethyl Corporation. He became full professor in 1961, and served in numerous administrative positions, including chemistry department head from 1961 to 1977. He retired in 1983. His interests included photography and gardening. Clark and his wife, Avis Spike, who passed away on October 8, hosted the Chemistry Department picnic for over thirty years, primarily at their farm near Manchester. The Clark and Avis R. Spike Chemistry Research Endowment was established to carry on their legacy of supporting students by providing funds for student research during the summer. Dr. Spike received his bachelor’s degree from Michigan State Normal College (EMU) and his Ph.D. from the University of Michigan. Dr. Giles Carter, 80, died of cancer at his home in Clemson, S.C., on Aug. 10. Dr. Carter came to EMU in 1967 after fifteen years at DuPont. He became full professor in 1975 and retired in 1990. Dr. Carter single-handedly maintained the metallurgical chemistry program, coordinated a very active co-operative education program, and was a driving force behind the creation of the College of Technology. Dr. Carter was an active 2 scholar whose interests included researching Roman coins and the Shroud of Turin. Dr. Carter received his bachelor’s degree from Texas Tech and his Ph.D. from the University of California, Berkeley. Dr. Charles Anderson, 89, passed away on January 20. Dr. Anderson came to EMU in 1955, became full professor in 1962, and taught at EMU until his retirement in 1987. His wife, Ginny, also taught Chemistry at EMU for many years. Besides his expertise in analytical chemistry, Dr. Anderson was highly committed to students studying the allied health professions. In 1999, he received the John W. Porter Distinguished Service Award from EMU. Dr. Anderson served as a marshal at commencements for 50 years. He was an avid traveler and loved the theatre. He was also extremely active in the Kiwanis Club. Dr. Anderson received his bachelor’s degree from Fairmont State College and his Ph.D. from the Ohio State University. Rengan gets Advising Award Professor Rengan was the recipient of the inaugural Graduate Advising Award given by the EMU Graduate School. Rengan served as chemistry department graduate coordinator for more than fifteen years. Professor Rengan distinguished himself as Graduate Coordinator in the way he cared about our students. He took care of every detail to ensure the academic success of each of our Master’s students, from recruitment and admission until graduation. When students had crises in their lives, whether economic or emotional, they knew they could go to Professor Rengan for help and support. The Chemistry of Beer About 100 people attended the ACS Huron Valley local section’s first Science Café on December 8, 2010 that featured EMU Chemistry faculty members Arthur Howard and Cory Emal discussing the “Chemistry of Beer.” The event was held at the Corner Brewery in Ypsilanti. We learned about the history of beer and beer making, heard about the importance of the ingredients in making quality brews, and examined the chemistry of skunkiness… first hand! After the talk, the audience had the opportunity to taste the effect of different flavor compounds like acetaldehyde (green apples) and trans-2-nonenal (paper/dust) in beer. The master brewer from the Corner even opened up the brewery for a tour. The event was a big hit, thanks to an ever-popular topic and the capable leadership of our colleagues Cory and Arthur. New Instrumentation Attracts Several Projects In August 2010, the new Direct Analysis in Real Time © time-of-flight mass spectrometer was delivered and installed! This instrument was obtained through a Major Research Instrumentation (MRI) grant from the National Science Foundation. Within the last six months, faculty and students from the Chemistry Department and Polymers and Coatings have been using the new instrument for several different research projects. The Emal group is using the DART-MS to confirm the chemical identity of individual members of a series of novel, small-molecule inhibitors of plasminogen activator inhibitor-1. The Lindsay group has used the DART-MS to support their work in synthesizing complex natural alkaloid products with potential as antiviral, antidiabetic, and anticancer agents. Dr. John Texter from Polymers and Coatings has used the electrospray ionization source and the TOF-MS to characterize stimuliresponsive triblock polymers. The Armitage group continues to develop methods for DARTMS related to characterizing cultural heritage materials, including dyes, ancient food residues, and biomarkers in paint binders. 3 Professor Howard Retires After twentyone years of service, Arthur Howard retired at the end of fall semester. Arthur was a respected and demanding instructor within the classroom and he played a huge role in revitalizing the organic research activity within the department. He capably served in many roles and his experience and counsel were an invaluable source of wisdom to his colleagues and his students. ACS Project SEED This past summer, the EMU Chemistry Department and the Huron Valley Local Section sponsored two high school students to participate in the ACS Project SEED program. Myrtes Moore, a senior at Lincoln High School and Crystal Smith, a senior at Pioneer High School spent eight weeks in the Department’s Summer Undergraduate Research Program. Ms. Moore worked with Prof. Hedeel Evans’ group on a project designed to elucidate the catalytic mechanism of dihydroorotase. Ms. Smith worked with Profs. Maria Milletti and Harriet Lindsay on a computational and experimental project in which she screened a number of Lewis acids to determine which most effectively initiated a tandem reaction in the synthesis of unnatural amino acids. The Project SEED students, along with other chemistry research students, also participated in a number of activities including tours of NSF International in Ann Arbor, the art conservation labs at the Detroit Institute of Arts, and Pfizer’s process facility in Portage. Students heard talks on careers in chemistry and science from Joe Colombo, a chemist at Cayman Chemical, and on careers in science policy by Erica Lanni, a chemistry graduate student at University of Michigan. Additional information on our summer research program is in the enclosed flier. STUDENT AWARDS, 2010 Louis A. Lello, The Peet-Mayor Endowed Chemistry Award Patrick M. Spoutz, ACS Huron Valley Section Undergraduate Award Kevin S. Kawchak, American Institute of Chemists Award Tiffiny M. Micyus, Maurice Decoster Endowed Chemistry Scholarship Joshua M. Osborne, Hypercube Scholar Award Kevin S. Kawchak, POLYED Outstanding Achievement in Organic Chemistry Award Edward C. Grimley, Biochemistry Achievement Award Gregory A. Abernathy, Wiley Organic Achievement Award Edward C. Grimley, Ian M. Pendleton, Collins’ Endowed Scholarships in Chemistry Eric W. Kiturkes, Sandra J. Lobbestael Chemistry Endowed Scholarship Tiffiny M. Micyus, Elva Mae Nicholson Organic Chemistry Endowed Scholarship Louis W. Frederick III, John J. Contario Analytical Chemistry Award Ryan P. Berger, ACS Division of Analytical Chemistry Award Paul R. North, CRC Press Chemistry Achievement Award Michelle Altenburg, John Sullivan Endowed Scholarship Gregory A. Abernathy, James G. and LeAnn K. Emal Scholarship in Chemistry Audra L. Katchorek, Donald B. Phillips Memorial Endowed Scholarship Jill S. Cusumano, Holly L. Roe, Student Employee Appreciation Awards Ian M. Pendleton, Huron Valley Publishing Scholarship Ian M. Pendleton, Symposium Undergraduate Research Fellow Nicholas J. Anagnostou, Elyssa M. Rautiola, Danielle E. Robson, Erika M. Van Goethem, Perry S. Brundage Scholarships 4 Michelle A. Altenburg, CAS Larry and Janice Warren Scholarship Srujana Katukuri, EMU Chemistry Department Research Award Melissa L. Cordes, Louis Lello, Stephanie M. Simon, Patrick M. Spoutz, University Honors Program Graduates Karen L. Sanders, ACS Huron Valley Section EMU Outstanding Graduate Student Award David J. Arnold, Ronald M. Scott Memorial Scholarship Andrew J. Idzior, Srujana Katukuri, Karen L. Sanders, Prasanna Vanja, University Fellowships in Chemistry Louis A. Lello, Patrick M. Spoutz, Honors Senior Thesis Awards Michelle A. Altenburg, William C. Joesten, Tiffiny M. Micyus, Seo Jin Oh, Honors Undergraduate Fellowships Mace R. Mattieson, EMU Chemistry Department Teaching Assistant Award Sarika Pamarthy, Graduate Research Fair Science Paper Award UNDERGRADUATE SYMPOSIUM, March 2010 Michelle Altenburg, Professor Harriet Lindsay, sponsor. “Use of Conformational Anchors to Investigate Stereoselectivity in the Aza-Cope Mannich Reaction” Deidre Hardeman, Professor Ruth Ann Armitage, sponsor. “Determining the Efficacy of Nondestructive Pretreatment Methods on Known-age Textiles” Patricia Hiemstra, Amy Poopat, Konrad Kasparschuster, Logan Darlow, Audrianna Sevilla, and Cody Tull, Professors Ellene Tratras Contis and Brooke Criswell, sponsors. “Inconvenient Truths: Scientific Presentations” William C. Joesten, Professor Timothy Friebe, sponsor. “Investigation of an Acid-catalyzed Robinson Annulation under Microwave Irradiation” Kevin Kawchak and John Heemstra, Professor Gregg Wilmes, sponsor “Synthesis of Amphiphilic Block Copolymers by Reversible Addition Fragmentation Chain Transfer Agents” Bobby Marthambadi, Professor Gavin Edwards, sponsor. “Observation and Modeling of Pollution over the Western Pacific Ocean” Geneve Maxwell, Professor Ruth Ann Armitage, sponsor. “Methodological Study of Two Derivatization Methods for Proteinaceous Binders in Rock Paintings” Tiffiny Micyus, Professor Harriet Lindsay, sponsor. ” Lewis-acid Mediated Aza-Cope Rearrangement Mannich Cyclization of Conformationally Mobile Iminium Cations” Ian Matthew Pendleton, Professor Harriet Lindsay, sponsor. “Aza-Cope Rearrangement Mannich Cyclization of Conformationally Mobile Iminium Cations” Stephanie Simon, Hillary Walters, and Manzar Zaidi, Professor Steven Pernecky, sponsor. “Methodology and Analysis of Butyrate in Bacterial Microorganisms” Patrick Spoutz, Professor Maria Milletti, sponsor. “An Analysis of the Conformational and Electronic Characteristics of PAl-1 Inhibitors” Brenan Micole Wilson, Professor Deborah Heyl-Clegg, sponsor. “Inhibition of Human Islet Amyloid Polypeptide Aggregation and Membrane Damage in -islet Cell Mimics” Greg Abernathy, Professor Cory Emal, sponsor. “Gallate-containing Compounds and Their Role in PAI-1 Inhibition” Kristen Cater, Professor Larry Kolopajlo, sponsor. “e-volving Student Learning in Chemistry via the Flip Video Camera” Melissa Cordes, Professor Hedeel Guy Evans, sponsor. “Catalytic Mechanism of Dihydroorotase” Louis Lello, Professor Maria Milletti, sponsor. “Computational Investigation of an aza-Cope Mannich Reaction” 5 GRADUATE RESEARCH FAIR, March 2010 Nadine C. El-Ayache - Professor Cory Emal, sponsor. “Design and Synthesis of Bisarylsulfonamides as Inactivators of Plasminogen Activator Inhibitor-1 (PAI-1)” Reshma Kankanala - Professor Hedeel Evans, sponsor. “Characterizing the Oligomeric Structure of the Dihydroorotase and Aspartate Transcarbamoylase from the Bacterium Bacillus anthracis” Mahalakshmi Kotichukkala - Professor Hedeel Evans, sponsor. “Interaction of Carbamoyl Phosphate Synthetase with Other Components of the Pyrimidine Pathway in Aquifex Aeolicus” Ran Li - Professor Ruth Ann Armitage, sponsor. “Characterization of the Binders in the Rock Art of Cueva La Conga, Nicaragua” Rajani Maddi - Professor Steven John Pernecky, sponsor. “GC/MS Characterization of Short Chain Fatty Acids in in vitro Microbial Culture” Mace R. Mattieson - Professor Heather Holmes, sponsor. “On-Trap Derivatization of Short-Chain Fatty Acids” JoLisa McDay - Professor Heather Holmes, sponsor. “Ecological Method Development for Detecting N-Nitrosodimethylamine in Water Using HPLC-PDAD” Sarika Pamarthy - Professor Deborah HeylClegg, sponsor.”Simulation of Human Islet Amyloid Polypeptide (hIAPP) and Pancreatic Beta Cell Membrane Interactions: Experimental Analysis and Possible Implications in the Etiology and Pathogenesis of Diabetes Mellitus type II” Karen L. Sanders and Hasina Saraha Professor Cory Emal, sponsor. “StructureActivity Relationships of Inhibitory Molecules for Plasminogen Activator-Inhibitor-1” David J. Sitar - Professor Larry Kolopajlo, sponsor. “E-volving Student Learning in the Sciences using Technology” Faculty Grants, Awards, and Recognitions Ruth Ann Armitage: Full Release Time Fall 2010 Faculty Research Fellowship Cory Emal: Received tenure and promotion to associate professor Full Release Time Fall 2010 Faculty Research Fellowship Hedeel I. Guy Evans: Promotion to full professor. Jeff W. Guthrie: $3,000 and Full Release Time Winter 2011 Faculty Research Fellowship Harriet Lindsay: Student Ian Pendleton was one of few students selected nationally to go to Washington, D.C. to present at the conference celebrating the merger of the Council on Undergraduate Research (CUR) and the National Conferences on Undergraduate Research (NCUR) Maria Milletti and Harriet Lindsay: $5000 EMU Women in Philanthropy grant Maria Milletti: Student Sarika Pamarthy won the Grad Research Fair paper competition in science John Nelson: 2010-2011 EMU Sustainability Fellowship Jamie Scaglione: $5,000 Provost’s New Faculty Award Don Snyder: 2010 Spring/Summer Faculty Research Fellowship Approved by the ACS for listing as an ACS Tour Speaker through the ACS Online Speaker Directory. 6