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《Chinese Journal of Catalysis》 2006-04
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Asymmetric Reduction of Ethyl 4-Chloro-3-Oxobutanoate to Ethyl 4-Chloro3-Hydroxybutanoate Directly Catalyzed by Yeast Fermentation Broth

MA Xiaokui~(1*),WANG Zhezhi~1,CHEN Wuling~2(1 College of Life Sciences,Shaanxi Normal University,Xi′an 710062,Shaanxi,China;2 College of Life Sciences,Northwest University,Xi′an 710069,Shaanxi,China)  
The asymmetric reduction of ethyl 4-chloro-3-oxobutanoate(COBE) to optically active ethyl 4-chloro-3-hydroxybutanoate(CHBE) directly catalyzed by yeast fermentation broth and the influence of chiral additives and reaction conditions on this reaction were studied.The concentrations of COBE and(S)-CHBE,and the optical purity of the product were determined by gas chromatography and high-performance liquid chromatography with a Chiralcel OB column,respectively.In the yeast fermentation broth without any chiral additive,the substrate was decomposed and the pH value of the reaction mixture decreased sharply.When β-cyclodextrin was used as the chiral additive,the yield and enantiomeric excess of(S)-CHBE reached as high as 76% and 92%,respectively.Under specified conditions,high β-cyclodextrin concentration favored(S)-CHBE formation.The optimum reaction conditions are 29~31 ℃,pH 7.2,and yeast cultivation time of 16~18 h.
【CateGory Index】: O643.32
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1 YANG Zhonghua, YAO Shanjing * (Department of Chemical and Biochemical Engineering, Zhejiang University, Hangzhou 310027, Zhejiang, China);Asymmetric Reduction of Ethyl 4-Chloro-3-Oxobutanoate to Ethyl 4-Chloro-3-Hydroxybutanoate by Yeast Cells in Aqueous Phase[J];Chinese Journal of Catalysis;2004-06
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【Co-citations】
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1 LIU Xiang 1,2, FANG Zhijie 1*, XU Jianhe3(1 School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, Jiangsu, China; 2 School of Chemical and Material Engineering, Southern Yangtze University, Wuxi 214036, Jiangsu, China; 3 State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, China);Asymmetric Reduction of Aromatic Ketones with Yeast Cells[J];Chinese Journal of Catalysis;2006-01
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【Co-references】
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