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Research Links |
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Research Acomplishments (download pdf) |
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Project Summary (download pdf) |
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Brief Research Description |
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| Brief Research Description | |
| 1. New Ligands for Asymmetric Catalysis: | |
| Heterocyclic compounds such as 1,10-phenanthroline and related bridged bipyridyl derivatives are functionalized and studied as ligands for transition-metal catalyzed reactions. This project applies synthesis to organometallic chemistry and employs computational methods for conformational analysis of new ligands that complement laboratory methods. | |
| Past Funding: NIH-AREA, $136,000 / 3 yrs | |
| Schoffers, E. “Reinventing Phenanthroline Ligands” European Journal of Organic Chemistry 2003, 1145-1152. | |
| Schoffers, E.; Tran, S. D.; Mace, K. “Preparation of Chiral 5,6-trans-Disubstituted Phenanthrolines From Phenanthroline-5,6-epoxide” Heterocycles 2003, 60, 769-772. | |
| Schoffers, E.; Tran, S. D.; Kim, E. J.; Miller, J. B.; Perkovic, M. W. “Conformational Switching of Helicity in 5,6-Dihydrophenanthroline Derivatives” manuscript in preparation | |
| 2. Synthesis of Inosamines: | |
| The challenging structure of 3-O-methyl-scyllo-inosamine displays dense functionality and stereochemistry. The carbohydrate-like target molecule attracted our’ attention due to the potential involvement in plant signal-transduction. Because the target is available in only minute amounts in legume plants,we are not only interested in the preparation of larger quantities but also in the use of synthetic intermediates for antibiotics. | |
| Funding: Frasch Foundation, $ 200, 000 / 5 years. | |
Elke Schoffers, Sing R. Gurung, Petra R.A. Kohler, Silvia Rossbach;Chemical synthesis of scyllo-inosamine and catabolism studies in Sinorhizobium meliloti. Bioorganic & Medicinal Chemistry, Volume 16, Issue 16, 15 August 2008, Pages 7838-7842 (pdf) |
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| 3. Arylamine Nucleoside Adducts | |
| Arylamines are metabolically activated in organisms to form powerful electrophiles that can covalently bond to DNA and RNA to form adducts. If these adducts are not repaired they can cause mutations that ultimately may lead to cancer. These compounds are difficult to study because their traditional syntheses are low yielding. We have developed a facile high yielding synthesis for several adducts by coupling a protected derivative of 8-bromoadenosine directly with the desired amine using palladium catalysis. | |
| Past Funding: Kalamazoo Foundation, $ 20, 000 / 1 year. | |
| Schoffers, E.; Olsen, P.; Means, J. "Synthesis of C8-Adenosine Adducts of Arylamines Using Palladium Catalysis" Organic Letters 2001, 3, 4221-4223. | |
| Olsen, P.; Schoffers, E.; Means, J. “Development of an Isotope Dilution Liquid Chromatography/Tandem Mass Spectrometry Detection Method for DNA Adducts of Selected Aromatic Amines,” Journal of the American Society for Mass Spectrometry 2003, 14, 1057-1066. | |