Biocatalytic asymmetric hydrogen transfer employing Rhodococcus ruber DSM 44541.
Nonracemic sec-alcohols of opposite absolute configuration were obtained either by asymmetric reduction of the corresponding ketone using 2-propanol as hydrogen donor or by enantioselective oxidation through kinetic resolution of the rac-alcohol using acetone as hydrogen acceptor employing whole lyophilized cells of Rhodococcus ruber DSM 44541. The microbial oxidation/reduction system exhibits not only excellent stereo- and enantioselectivity but also a broad substrate spectrum. Due to the exceptional tolerance of the biocatalyst toward elevated concentrations of organic materials (solvents, substrates and cosubstrates), the process is highly efficient. The simple preparation of the biocatalyst and its ease of handling turns this system into a versatile tool for organic synthesis.
Stampfer
Wolfgang
W
Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, Austria.
Kosjek
Birgit
B
Faber
Kurt
K
Kroutil
Wolfgang
W
D000426:Alcohol Dehydrogenase / Q000378:metabolism*; D000438:Alcohols / Q000378:metabolism; D002384:Catalysis; D006859:Hydrogen; D007659:Ketones / Q000378:metabolism; D007700:Kinetics; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012240:Rhodococcus / Q000201:enzymology*; D013237:Stereoisomerism; D013379:Substrate Specificity
D000438:Alcohols; D007659:Ketones; D006859:Hydrogen; D000426:Alcohol Dehydrogenase