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生物催化不对称还原法制备(R)-和(S)-2-羟基-4-苯基丁酸乙酯
引用本文:何春茂,常东亮,张杰.生物催化不对称还原法制备(R)-和(S)-2-羟基-4-苯基丁酸乙酯[J].精细化工,2008,25(7).
作者姓名:何春茂  常东亮  张杰
作者单位:1. 中国科学院广州化学所,广东,广州,510650
2. 中国科学院广州化学所,广东,广州,510650;中国科学院嘉兴中心应用化学分中心,浙江,嘉兴,314050
3. 中国科学院嘉兴中心应用化学分中心,浙江,嘉兴,314050
摘    要:用全细胞催化法合成2-羟基-4-苯基丁酸乙酯(EHPB)的两种对映异构体。筛选得到两株高立体选择性菌株,能催化前手性酮还原分别生产相应的手性醇。考察了这两株菌株的反应特性,得到了合适的反应条件:菌株短小芽孢杆菌(Bacillus pumilusPhe-C3),反应24 h,底物浓度25 mmol/L,体系pH7.0,温度30℃,R-EHPB的产率达74.5%,对映体过量值(e.e.)达97%;菌株肺炎克雷伯菌(Klebsiella pneumomiaePhe-E4),反应20 h,底物浓度15 mmol/L,体系pH7.0,温度30℃,S-EHPB的产率达71.7%,e.e.达95%。

关 键 词:不对称还原  2-羟基-4-苯基丁酸乙酯  短小芽孢杆菌  肺炎克雷伯菌  生物工程  医药与日化原料

Enzymatic Synthesis of Both Enantiomers of Ethyl 2-Hydroxy-4-phenylbutanoate
HE Chun-mao,CHANG Dong-hang,ZHANG Jie.Enzymatic Synthesis of Both Enantiomers of Ethyl 2-Hydroxy-4-phenylbutanoate[J].Fine Chemicals,2008,25(7).
Authors:HE Chun-mao  CHANG Dong-hang  ZHANG Jie
Abstract:Both enantiomers of ethyl 2-hydroxy-4-phenylbutanoate(EHPB) were prepared by enzymatic reduction of ethyl 2-oxo-4-phenylbutanoate(EOPB) with two whole cells in present work.Two strains capable to reduce the ketone to the corresponding chiral alcohols were screened.The reaction conditions were optimized.The R-enantiomer was obtained in 74.5% yield with 97% e.e.under the catalysis of 25 mmol/L substrate by strain Bacillus pumilus Phe-C3;the S-enantiomer was achieved in 71.7% yield with 95% e.e.under the catalysis of 15 mmol/L substrate by strain Klebsiella pneumomiae Phe-E4.
Keywords:asymmetric reduction  ethyl 2-hydroxy-4-phenylbutanoate  Bacillus pumilus Phe-C3  Klebsiella pneumomiae Phe-E4  biological engineering  drug and cosmetic materials
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