Microbial transformations. Part 7 (1) Biohydroxylation of bornylamide derivatives by the fungus beauveria sulfurescens |
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| Affiliation: | 1. Cancer Metastasis Alert and Prevention Center, College of Chemistry, Fuzhou University, Fuzhou 350002, China;2. Department of Medical Oncology, Fujian Provincial Hospital, Fuzhou 350001, China;3. School of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou 350001, China;4. Biopharmaceutical Photocatalysis, State Key Laboratory of Photocatalysis on Energy and Environment, Fuzhou University, Fuzhou 350002, China;1. Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 210-41, Pasadena, CA 91125, United States;2. Division of Biology and Bioengineering, California Institute of Technology, 1200 East California Boulevard, MC 210-41, Pasadena, CA 91125, United States;1. Department of Pharmaceutical Sciences, College of Pharmacy, University of Michigan, Ann Arbor, MI, 48109, USA;2. Translational Development and Clinical Pharmacology, Bristol Meyer Squibb Company, Summit, NJ, 07920, USA |
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| Abstract: | The biohydroxylation of various amide derivatives of norbornane and of camphane have been studied, in order to explore the possible influence of the amide group configuration and substitution upon the regio, the stereo and the enantioselectivity of the process. The results obtained indicate that, for two cases out of the three, the variation of configuration of the amide group has no influence on the hydroxylatian selectivity. However, it appears that, in the case of the endo N-methylated amide derived from camphane, the results are completely different. In particular, we observe partial resolution of the starting racemic compound, due to different regioselectivities occuring in the hydroxylation of each of the two enantiomers. |
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