title: Asymmetric reduction of alkyl-3-oxobutanoates by Candida parapsilosis ATCC 7330: insights into solvent and substrate optimisation of the biocatalytic reaction.
abstract: Asymmetric reduction of alkyl-3-oxobutanoates mediated by Candida parapsilosis ATCC 7330 resulted in optically pure alkyl-3-hydroxybutanoates in good yields (up to 72%) and excellent enantiomeric excess (up to >99 %). A detailed and systematic optimisation study was necessary and was carried out to avoid the undesired transesterification reaction during the course of asymmetric reduction. Under optimised conditions, the (S)-alkyl hydroxyesters were produced predominantly except for the methyl ester which formed the (R)-enantiomer. To the best of our knowledge, the biocatalytic asymmetric reduction of isoamyl-3-oxobutanoate to (S)-isoamyl-3-hydroxybutanoate is reported here for the first time.
authors.affiliation: Laboratory of Bioorganic Chemistry, Department of Biotechnology, Indian Institute of Technology Madras, Chennai, 600 036, India.
authors.forename: Sowmyalakshmi
authors.initials: S
authors.lastname: Venkataraman
authors.forename: Rony K
authors.initials: RK
authors.lastname: Roy
authors.forename: Anju
authors.initials: A
authors.lastname: Chadha
mesh_terms: D055162:Biocatalysis; D002087:Butyrates / Q000378:metabolism*; D002175:Candida / Q000378:metabolism*; D006885:Hydroxybutyrates / Q000378:metabolism*; D010084:Oxidation-Reduction; D012997:Solvents / Q000494:pharmacology; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D002087:Butyrates; D006885:Hydroxybutyrates; D012997:Solvents