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Microbial enantioselective reduction of ethyl-2-oxo-4-phenyl-butanoate
Institution:1. FarManguinhos-Fundação Oswaldo Cruz-Rio de Janeiro, RJ 20000, Brazil;2. Instituto de Química, UFRJ, Cidade Universitária CT Bl A, Rio de Janeiro, RJ 21945-970, Brazil;3. Escola de Química, UFRJ, Cidade Universitária CT Bl E, Rio de Janeiro, RJ 21945-970, Brazil;1. Innovative Chromatography Group, Irish Separation Science Cluster (ISSC) Ireland, University College Cork, Western Road, Cork, T12 YN60, Ireland;2. School of Chemistry and Analytical & Biological Chemistry Research Facility (ABCRF), University College Cork, College Road, Cork, T12 YN60, Ireland;1. Microbial Processes and Technology Division, CSIR-National Institute for Interdisciplinary Science and Technology, Thiruvananthapuram 695 019, Kerala, India;2. Center of Innovative and Applied Bioprocessing, C-127, II Floor, Phase 8, Industrial Area, SAS Nagar, Mohali 160 071, Punjab, India;1. Department of Bioengineering, University of Pennsylvania, Philadelphia, PA 19104, USA;2. Department of Physiology, Institute for Medicine and Engineering, University of Pennsylvania, Philadelphia, PA 19104, USA;3. Department of Neurosurgery, University of Pennsylvania, Philadelphia, PA 19104, USA;1. Institute of Bioengineering, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310027, PR China;2. Key Laboratory of Biomass Chemical Engineering of Ministry of Education, Zhejiang University, Hangzhou 310027, PR China;1. University Institute of Pharmaceutical Sciences, UGC Center of Advanced Study, Punjab University, Chandigarh 160014, India;2. Department of Pharmaceutical Sciences and Drug Research, Punjabi University, Patiala, Punjab 147002, India
Abstract:Different microorganisms (MOs) were used to carry out the enantioselective reduction of ethyl-2-oxo-4-phenylbutanoate to (S)-(+)-2-hydroxy-4-phenylbutanoate or (R)-(+)-2-hydroxy-4-phenylbutanoate. Commercially available Saccharomyces cerevisiae and Dekera sp. led to over 92% ee of (S)-(+)-2-hydroxy-4-phenylbutanoate. Kluyveromyces marxianus gave the opposite isomer with 32% ee (R). All reactions, except those with Hansenula sp., proceeded to greater than 90% conversion. This the first report on the use of Dekera sp., Hansenula sp. and K. marxianus in the reduction of α-ketoesters.
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