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Asymmetric reduction of benzil to (S)-benzoin with whole cells of Bacillus cereus

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Abstract

Benzil (1) was selectively reduced to (S)-benzoin (2) in the presence of a wild-type Bacillus cereus Tim-r01. A 92% yield of 2 with 94% enantiomeric excess ratio was attained in phosphate-buffered saline (PBS) (pH 7.5) by using glucose as a nutrient at 37°C for 12 h. Compound 2 was not reduced further to hydrobenzoin (3) at all. The reduction activity differed greatly depending on the strain of B. cereus. Under these conditions the B. cereus strains IFO3001, IFO15305, IAM1110, IAM1229, IAM1656, and IAM1729 gave 2 in yields ranging from 23 to 46% and the configuration of 2 was (S)-form (7 to 86% ee).

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Correspondence to Masami Inoue.

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Saito, T., Maruyama, R., Ono, S. et al. Asymmetric reduction of benzil to (S)-benzoin with whole cells of Bacillus cereus . Appl Biochem Biotechnol 111, 185–190 (2003). https://doi.org/10.1385/ABAB:111:3:185

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  • DOI: https://doi.org/10.1385/ABAB:111:3:185

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