Asymmetric Reduction of Alkyl-3-oxobutanoates by Candida parapsilosis ATCC 7330: Insights into Solvent and Substrate Optimisation of the Biocatalytic Reaction

作者：Venkataraman Sowmyalakshmi; Roy Rony K; Chadha Anju^*

来源：Applied Biochemistry and Biotechnology, 2013, 171(3): 756-770.

DOI：10.1007/s12010-013-0379-8

• Asymmetric reduction
• Alkyl-3-oxobutanoates
• Transesterification
• Candida parapsilosis ATCC 7330
• Solvent studies

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.

• 出版日期2013-10