Stereoselective production of (S)-1-aralkyl- and 1-arylethanols by freshly harvested and lyophilized yeast cells |
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| Affiliation: | 1. Fermentation Pilot Plant, IVAX Drug Research Institute Ltd, PO Box 82, H-1325 Budapest, Hungary;2. Analytical Department, IVAX Drug Research Institute Ltd, PO Box 82, H-1325 Budapest, Hungary;3. Synthetic Pilot Plant, IVAX Drug Research Institute Ltd, PO Box 82, H-1325 Budapest, Hungary;4. Institute for Organic Chemistry and Research Group for Alkaloid Chemistry, Budapest University of Technology and Economics, Gellért tér 4., H-1111 Budapest, Hungary;1. Department of Pure and Industrial Chemistry, University of Nigeria, Nsukka, Nigeria;2. Department of Pharmaceutical Chemistry, University of Nigeria, Nsukka, Nigeria;3. Department of Chemistry, Indian Institute of Technology, Kanpur, India;3. From the Cancer Biology and Inflammatory Disorder Division, Council of Scientific and Industrial Research (CSIR)-Indian Institute of Chemical Biology, 4, Raja S.C. Mullick Road, Kolkata-700 032, India;;4. Glycobiology Core Resources, Regents of the University of California, USCD, 9500 Gilman Drive (MC-0687), La Jolla, California, 92093-0687;;5. Microbiology Department, All India Institute of Medical Sciences, Ansari Nagar East, Gautam Nagar, New Delhi, Delhi 110029 |
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| Abstract: | Substituted (S)-1-phenyl- 2a–h and (S)-1-benzyl-propan-2-ols 4a and b, and (S)-1-phenylethanol 6 were produced from prochiral ketones 1a–h, 3a,b and 5 by reductions with freshly harvested Zygosaccharomyces rouxii and Debaryomyces hansenii cells. The bioreductions were also performed by lyophilized cells. Comparison of the secondary alcohols from the bioreductions 2b–e,g,h and 4a and authentic (S)-alcohols (S)-2b–e,g,h and (S)-4a synthesized from enantiopure (S)-methyloxirane 7 proved the absolute configuration of the products. |
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