Asymmetric reduction of benzil to (S)-benzoin with whole cells of Bacillus cereus |
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Authors: | Tomoya Saito Reiji Maruyama Shin Ono Nobuo Yasukawa Ken-ichi Kodaira Mikio Nishizawa Seiji Ito Masami Inoue |
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Institution: | Department of System Engineering of Materials and Life Sciences, Faculty of Engineering, Toyama University, Gofuku 3190, Toyama 930-8555, Japan. |
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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 degrees 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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