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OMB No. 0925-0001 and 0925-0002 (Rev. 11/16 Approved Through 10/31/2018)

BIOGRAPHICAL SKETCH Provide the following information for the Senior/key personnel and other significant contributors. Follow this format for each person. DO NOT EXCEED FIVE PAGES. NAME: Charlie Anderson Evans eRA COMMONS USER NAME (credential, e.g., agency login): cevans1 POSITION TITLE: RISE Fellow, Drew University, Madison NJ

EDUCATION/TRAINING (Begin with baccalaureate or other initial professional education, such as nursing, include postdoctoral training and residency training if applicable. Add/delete rows as necessary.) DEGREE Completion (if Date FIELD OF STUDY INSTITUTION AND LOCATION applicable) MM/YYYY

Georgia Institute of Technology, GA B.S. Chem 06/1968 University of , Athens GA Ph. D. 08/1974 Organic Chemistry Centre d'Études Nucléaires, Grenoble, France Postdoctoral 06/1974 Organic Chemistry/ESR Fellow Postdoctoral, University of Western Ontario, Postdoctoral 09/1976 Photosynthesis/Solar London, Ontario, Canada Fellow Energy

A. Personal Statement My professional activities have included positions in academic institutions, private industry, and military service. Shortly after graduating from I enrolled in a Ph.D. program in organic chemistry at the . While in my first quarter of Graduate School I was drafted into the Army where I was eventually assigned to the Army Chemical Corps. My unit was responsible for mobile chemical plants used to generate tanks of gaseous oxygen and of acetylene to be used in welding. Following training my Detachment was transferred to Viet Nam to carry out production of these gases in Country. While in Viet Nam I was promoted to Specialist 5, the highest enlisted rank in my Detachment and I was placed in charge of day shift operations. During the year long deployment, my Detachment produced some 20000 bottles of oxygen and ~8000 bottles of acetylene. The experience I had in this area was valuable to me in that it would prove to be my only exposure to production line chemistry.

When I was discharged from the Army I returned to graduate studies at . My Advisor was Edward Janzen, the inventor of the of Spin Trapping. This technique uses specific organic compounds (e.g., nitrones, nitroso compounds, among others) to combine with highly reactive free radicals forming relatively stable free radicals (usually, nitroxides) that can be directly observed by Electron Spin Resonance (ESR). Spin Trapping can be used to identify the reactive free radical involved in a process as well as to follow its kinetics of formation.

I finished my graduate studies and applied for a Fulbright-Hays post-doctoral Fellowship to study at the Centre d'Études Nucléaires in Grenoble, France (CENG) working with Dr. André Rassat, internationally renowned for his work synthesizing stable nitroxides. I was fortunate enough to win this award and was allowed to depart UGa even though I had yet to defend my Ph. D. . My research at the CENG involved the use of ESR to study a nitroxide capable of gelling hydrocarbon solvents. I presented the results of this research at an International Conference in .

When my Fellowship in France was complete I briefly returned to UGa to successfully defend my thesis work. I then moved on to my second post-doctoral study, this one in collaboration with Professor James Bolton at the University of Western Ontario (UWO) in London, Ontario. Professor Bolton was (and still is) an internationally recognized expert in ESR. He has written several books on ESR and continues to carry out research at the University of Alberta. My research at UWO centered on studies in solar energy and in photosynthesis.

Following my second post-doctoral appointment I was hired by Varian Associates, a manufacturer of scientific instrumentation. I worked in the East Coast ESR Applications Laboratory as an Applications Chemist demonstrating Varian's ESR instrumentation and carrying out collaborative research with potential clients. During my time at Varian I made several presentations on the introduction to and applications of Spin Trapping and ESR at the Food and Drug Administration, Walter Reed Hospital, National Institutes of Health, and National Institutes of Environmental Health Sciences.

After a few years at Varian I changed from ESR to Nuclear Magnetic Resonance (NMR) and moved to JEOL, a Japanese manufacturer of scientific instruments. The day to day activities were similar to those at Varian, but NMR addressed a considerably larger market than did ESR. At this time, NMR was in the middle of an exciting transformation. Precisely timed pulsed sequences of radiofrequency irradiation had been shown to reveal organic structural and dynamic information. Also, two dimensional data collection had just become available on commercially available NMR instrumentation. My research at JEOL involved implementation of newly published pulse sequences and two dimensional techniques on JEOL NMR instruments. I gave more than 50 presentations at universities and industrial research sites describing results obtained using these new techniques.

After eight years in the Scientific Instrument industry, I was ready for a change. Fortunately, a position became available at Berlex Pharmaceuticals for which I interviewed and was hired. Berlex was the U. S. arm of Schering, A. G. whose headquarters were in Berlin. The operation at Berlex was small (~30 chemists, ~40 biologists) and was focused on discovery and development of cardiovascular (anti-arrhythmic and cardiotonic) drugs. It was exciting to be able to work on a project that lasted longer than a week.

Several years later I was contacted by a Group Leader at the other Schering, Schering-Plough, where I was offered a job as Head of the NMR Group. I accepted this position which entailed hiring staff and purchasing millions of dollars of NMR instrumentation to improve Schering's ability to compete in the pharmaceutical industry. It was an exciting time of growth and prosperity for the Industry. My research at Schering involved organic structure determinations by NMR, along with solid state NMR applications, and Magnetic Resonance Imaging (MRI). Near the end of my career in Pharmaceuticals, Schering-Plough and Merck merged and surviving Schering employees became members of Merck Research Laboratories. Under this new management, I carried out solid state NMR projects and participated in the installation and implementation of a flow through NMR probe in the NMR labs in Rahway NJ. I retired from Merck in December, 2011 after a total of 24 years at Schering-Plough and Merck.

After retirement, I was contacted by Dr. Ron Doll of the RISE (Research Institute for Emeriti) Department at Drew University, who asked me to present a paper at Drew on the use of NMR for organic structure determination. I did so and was offered a position as a Fellow in RISE, which I accepted. The department consists exclusively of retired industrial scientists who volunteer their services as mentors of undergraduate research in their area of expertise. This has proven to be a richly rewarding experience, working collaboratively with experienced, seasoned scientists, and talented, motivated students.

B. Positions and Honors Muscogee Foundation Scholarship, Georgia Tech., 1964-68 Undergraduate faculty in Mathematics Department at Georgia Tech, Atlanta GA, Teaching four courses in Freshman Calculus, 1967-68 , Chemical Corps, 1969-70 NDEA Title IV Fellowship, University of Georgia, 1971-73 Fulbright-Hays Fellowship, Centre d'Études Nucléaires, Grenoble, 1973-74 ESR Applications Chemist, Varian Associates, Florham Park NJ, 1976-80 NMR Applications Chemist, JEOL Scientific Instruments, 1980-1984 NMR Spectroscopist, Berlex Pharmaceuticals, 1984-87 Senior Principal , Schering-Plough Research Institute, 1987-90 President’s Award, Schering-Plough Research Institute, 1990 Best Poster Paper in NMR at the Eastern Analytical Symposium, Somerset NJ, November, 1995 Adjunct Chemistry Faculty, Fairleigh-Dickinson University, Florham Park NJ, 1987-98 Schering-Plough Excellence Award, Solid-State Nuclear Magnetic Resonance, 2002 Fellow, Schering-Plough Research Institute, 1990-2009 Senior Scientist, Merck Research Laboratories, 2009-2011 RISE Fellow, Drew University, 2012-Present

Other Experience and Professional Memberships Member, American Chemical Society Member, American Association for the Advancement of Science Member, NMR Awards Committee, Eastern Analytical Symposium, 2000-2002, 2008-2010 Member, Organizing committee for inaugural small-molecule NMR meeting, , Argonne IL, 1999 Chairperson, North Jersey ACS NMR Discussion Group, 1988 and 1994 Chairperson, Eastern Analytical Symposium sessions on NMR Applications in the Pharmaceutical Industry, 1994, 1996, 1998, 2000, and 2003

Professional Courses Taught "High Field NMR", National Science Foundation graduate Faculty Enhancement Workshop, , August 2-4, 1996 "Introduction to Two Dimensional NMR", North Jersey American Chemical Tutorial on Center for Advanced Biotechnology and Medicine, Piscataway NJ. (1) May, 1994 and (2) October, 1993 17 courses on the operation of JEOL FX-90Q NMR Spectrometers, JEOL (USA), Inc., Cranford NJ and other locations (UCLA, LSU), 1980-84 Six courses on GX NMR spectrometer operation, JEOL (USA), Inc., Cranford NJ, 1984 Pulse programming course, JEOL (USA), Inc., Cranford NJ, June, 1983 Five courses on Time Dependent ESR Phenomena, at: (1) , Charlottesville VA, April, 1980 (2) Food and Drug Administration, Washington DC, December, 1979 (3) Food and Drug Administration, Washington DC, March, 1980 (4) Furman University, Greenville SC, April, 1980 (5) Varian Associates, Florham Park NJ, June, 1979 Six courses on the operation of Varian EM series NMR spectrometers, Varian Associates, Florham Park NJ, and other locations, 1978-1980 Six courses on Varian ESR spectrometer operation, Varian Associates, Florham Park NJ, 1976-80

C. Contributions to Science At UGa I carried out the first chemical kinetics research in Spin Trapping which proved that the technique was a free radical process and not an ionic addition followed by oxidation to produce the observed nitroxide. Sample publications arising from my thesis work were "Kinetics of Spin Trapping Benzoyloxy Radicals", J. Amer. Chem. Soc., 94, 8236 (1972), "Absolute Rate Constants for Phenyl Radical Addition to Phenyl-N-tert- Butyl Nitrone and Benzene", J. Amer. Chem. Soc., 97, 205 (1975), and a review, "The Spin Trapping Reaction", Chapter 26 in Organic Free Radicals, ACS Symposium Series No. 69, W. A. Pryor, ed. (1977).

At C.E.N., Grenoble, I conducted the first Research using ESR to examine a gel caused by the multinodal, rampant crystallization of a paramagnetic material. Results of this work was presented under the title, "ESR Studies of a Free Radical Gel" at the International Conference on Organic Free Radicals, Sirmione, Italy, June, 1974.

At the University of Western Ontario, I explored the use of detergent micelles to develop a direct conversion of solar energy to hydrogen gas. This approach did not work out, but micelles were successfully employed in an ESR study of the light mediated photo-reduction of phenazine methosulfate, a dye widely exploited as an electron transport catalyst in photosynthetic studies. This research resulted in two publications, "NMR and ESR Evidence for the Strength and Site of Attachment of N-methylphenazonium Cation Radical to Sodium Dodecyl Sulfate Micelles", J. Amer. Chem. Soc., 99, 4502 (1977) and "The Association of N-methylphenazonium Cation and 5-methylphenazonium Radical Cation with Micelles", Photochem. Photobiol., 30, 697 (1979).

At Varian I published a single author paper entitled "Use of the Integral of Saturation Transfer ESR (ST-ESR) Spectra to Determine Molecular Rotational Correlation Times. Slowly Tumbling Spin Labels in the Presence of Rapidly Tumbling Spin Labels", J. Magn. Reson., 44, 109 (1981). ST-ESR was a new approach which extended the detectable time scale for rotational correlation times of spin labels further into the slow tumbling regime. Because it was a new research approach I received more than 50 requests for reprints. I also published an invited, non-refereed review entitled "Spin Trapping", in Aldrichimica Acta, 12, 23 (1979), a journal issued by Aldrich Chemical Company. This review generated more interest than any other paper of mine with over 400 reprint requests received. In another research project, collaborating with Dr. Bill Yamanashi of , we carried out an ESR Spin Trapping study involving ultraviolet light irradiation of homogenized human eye lens tissue. This work established that uv irradiation of this tissue produced hydrogen atoms which we monitored as the ESR observable hydrogen adduct to the Spin Trap. This was presented as "Spin Trapping Studies Aimed at Elucidating the Mechanism of Formation of UV Induced Cataracts", Southeast Magnetic Resonance Conference, Atlanta GA, October, 1977.

While at JEOL I carried out several research projects collaborating with owners of JEOL NMR instrumentation. I was fortunate enough to work with a group from the University of Illinois on a structural assignment which made use of INEPT spectra for direct measurement of 1H-13C coupling constants, "Aristolindiquinone - A New Naphthoquinone from Aristolochia Indica L.(Aristolochiceae)", Tetrahedron Letters, 24, 1333 (1983). This approach is now commonly carried out using two dimensional NMR techniques. Internally at JEOL, we conducted a solid state NMR study which was published as "13C T1's in the Rotating Frame of Solid Polymers: Correlation to Molecular Weight and Tacticity", Bull. Magn. Reson., 2, 332 (1980). I had the opportunity to travel with Professor John Waugh, an internationally renowned NMR spectroscopist who was a consultant to JEOL in solid state NMR. Dr. Waugh and I each presented a paper at University in . My paper was "Introduction to Two-Dimensional NMR" and was presented in June, 1982.

At Berlex I co-authored a paper assigning the double bond configuration of iloprost, a long lived prostacyclin analog, with collaborators from the University of Zurich: "Assignment of the 5,6 Double Bond Configuration of Iloprost and Isoiloprost from 13C NMR Shifts Determined by 2D Methods", Helv. Chim. Acta, 69, 1718 (1986). Another project was brought to me by a medical student at University of Medicine and Dentistry of . He was interested in measuring the intracellular pH changes in arterial smooth muscle during a muscular contraction. He had a design for an apparatus to perfuse an artery inside the NMR probe. A fluorinated compound in the perfusate was the pH sensitive agent. The student and I built the apparatus and eventually worked out all the kinks to make the necessary measurements. This elaborate experiment resulted in a publication, "Simultaneous Pressure and 19F NMR pH Measurements of Smooth Muscle Cells of Intact Hog Carotid Arteries at Rest and During Contractions with Norepinephrine", Life Sciences, 43, 999 (1988). This work was presented at several scientific conferences as "Use of a 19F NMR Probe to Measure Intracellular pH in Intact Hog Carotid Arteries. Mechanism of pH Homeostasis During Contraction of Arterial Smooth Muscle", (1) Eastern Analytical Symposium, New York NY, September, 1989, (2) North Jersey American Chemical Society Poster Session, AT&T Bell Laboratories, Murray Hill NJ, May, 1989, (3) University of Rhode Island Graduate School Symposium, Kingston RI, April, 1989 and (4) Southeast Magnetic Resonance Conference, NIEHS, Research Triangle Park NC, October, 1987.

Schering-Plough had a considerably larger research operation than Berlex and I was fortunate enough to take part in a number of projects. Our NMR group made a discovery of a previously unknown NMR phenomenon which we described in two papers, "Choosing a Spin Lock Transmitter Position Which Minimizes HOHAHA Distortions of ROESY Spectra. Observation of a Molecular Weight Dependence of Frequency Offset", J. Magn. Reson., 126, 183 (1997) and "Origin of the Correlation Time Dependence of Coherence Transfer Distortions in Rotating Frame Cross-relaxation Spectra", J. Magn. Reson., 128, 207 (1997). This research required extensive NMR experimental observation and a theoretical approach involving density matrices. We used MRI approaches in support of drug discovery efforts at Schering. One of these was "MRI Evaluation of Renal Vascular Collapse due to Anaphylaxis in Ovalbumin Challenged Mice", presented at the Eastern Analytical Symposium in November, 1995. Another project was "Use of Diffusion Weighted Magnetic Resonance Images to Study Diet Induced Fat Deposition in Normal Mice", planned for publication in Am. J. Clin. Nutr. We were the first to use MRI to study pharmaceutical tablets by means of an in vitro process of dissolution. This was published in collaboration with the Pharmacy Department at the University of Maryland entitled "A Novel Nuclear Magnetic Resonance (NMR) Imaging Method for Measuring the Water Front Penetration Rate in Hydrophilic Polymer Matrix Capsule Plugs and Its Role in Drug Release", Pharm. Res., 11, 733 (1994). Solid state NMR studies were commonly carried out in support of drug formulations development. One of our works was published as "Spectroscopic Identification of an Amorphous to Crystalline Drug Transition in a Solid Dispersion SCH 48461 Capsule Formulation", J. Pharm.and Biomed. Anal., 16, 661 (1997). We discovered a new class of compounds for which I provided the NMR support. This resulted in a publication, "A Novel Application of Chloroperoxidase: Preparation of gem-halonitro Compounds", J. Org. Chem., 61, 8692 (1996).

While at Schering and Merck I was able to participate in several outside activities and scientific presentations. A sampling of these were Director of "High Field NMR", National Science Foundation Graduate Faculty Enhancement Workshop, Clemson University, August, 1996, "NMR (and Other) Studies of Nucleotide Exchange in Ras p21", University of Blue Hen NMR Conference, June, 1995, "Uses of Multidimensional NMR and Molecular Modeling in Drug Discovery by the Pharmaceutical Industry", Keynote Speaker, New Jersey of Sciences Meeting, Seton Hall University, April, 1995, "Applications of Modern NMR to Structure Elucidation of Proteins and Organic Compounds", New York American Chemical Society Analytical Topical Group, CUNY Graduate Center, New York NY, April, 1993, and "Applications of NMR to Structure Elucidation of Proteins and Organic Compounds", American Association of Pharmaceutical Scientists Meeting, San Antonio TX, November, 1992.

In Drew University's RISE program I have mentored students who use NMR for organic structure determination. I also mentored a student in the Drew Summer Science Institute for a physics project in which the student learned quantum mechanics and used density matrix calculations to predict the NMR spectrum produced by a sequence of radiofrequency pulses. I have supervised 7 students in the RISE Honors Symposium, a competitive literature research course where students pick research projects interesting to them. A RISE Fellow provides guidance as they carry out the project. I presented a paper entitled “Use of NMR in a Research Program Teaching Drug Discovery Techniques in an Undergraduate Environment” at the 2014 Northeast Conference on Research and Education in NMR and Mass Spectrometry.

D. Additional Information: Research Support and/or Scholastic Performance

As presented above, I had scholarships and fellowships supporting my undergraduate, graduate, and post- doctoral research. Since entering the industrial workforce I have not had outside research support.