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  被引量:7

Enzymatic Synthesis of Both Enantiomers of Ethyl 2-Hydroxy-4-phenylbutanoate

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作  者:何春茂[1] 常东亮[1] 张杰[2] 

机构地区:[1]中国科学院广州化学所,广东广州510650 [2]中国科学院嘉兴中心应用化学分中心,浙江嘉兴314050

出  处:《精细化工》2008年第7期720-723,共4页Fine Chemicals

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%。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.

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 

分 类 号:O621.34[理学—有机化学]

 

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