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Asymmetric reduction of aryl ketones with a new isolate Rhodotorula sp. AS2.2241
Journal of Molecular Catalysis B: Enzymatic 18(2002)233~241,-0001,():
A yeast strain, Rhodotorula sp. AS2.2241, capable of reducing acetophenone and -bromoacetophenone with high stereoselectivity, was isolated from soil samples through a novel screening procedure in which acetophenone was supplied in vapor state as the sole carbon and energy source. The biosynthesis of the ketone reductase in the yeast cells reached a maximum of 41.0 U/l at 20h of cultivation. The reductase isolated from the Rhodotorula sp. cells was partially purified by 52.6-fold through a single column chromatography of DEAE-cellulose. The catalytic performance of the partially purified reductase was examined, and the highest activitywas observed at pH 6.5 and 50 ◦C. The short-chain alkyl aldehydes such as acetaldehyde and those aldehydes or ketones with a benzoyl group were found to be good substrates for the reductase. In the preparative bioreductions of 50mM acetophenone and 2mM -bromoacetophenone using resting cells of Rhodotorula sp. AS2.2241, (S)-(−)-1-phenylethanol (>99.5% enantiomeric excess (e.e.), 34.7% yield) and (R)-(−)-2-bromo-1-phenylethanol (>99.9% e.e., 19.9% yield) were obtained, respectively.
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