Abstract
A new preparation of optically active 4-chloro-3-acetoxybutyronitrile (AcBN) was developed using the resting cells of bacteria. The resolution was based on enantioselective hydrolysis of the ester function of the substrate. ( R)-AcBN was prepared using Pseudomonas sp. DS-K-717, and the resulting ( R)-AcBN was obtained with high enantiomeric excess of >98% with a yield of 36% during the microbial resolution step. ( S)-AcBN was prepared in the same manner using the resting cells of Pseudomonas sp. DS-K-19 and showed a high enantiomeric excess of >98% with a yield of 32%. The enzyme activity was enhanced and induced by the addition of AcBN, particularly the ( R)-ester hydrolysis, which was enhanced 20-fold.
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