催化学报

催化学报 ›› 2008, Vol. 29 ›› Issue (6): 577-582.

• 研究论文 • 上一篇    下一篇

水/离子液体两相体系中出芽短梗霉催化4-氯-乙酰乙酸乙酯不对称还原合成(S)-4-氯-3-羟基-丁酸乙酯

张帆1,倪晔1,孙志浩1,郑璞1,林文清2,朱坡2,居年丰2   

  1. 1 江南大学生物工程学院工业生物技术教育部重点实验室, 江苏无锡214122; 2 重庆博腾科技有限公司, 重庆401121
  • 收稿日期:2008-06-25 出版日期:2008-06-25 发布日期:2012-04-28

Asymmetric Reduction of Ethyl 4-Chloro-3-oxobutanoate to Ethyl (S)-4-Chloro-3-hydroxybutanoate Catalyzed by Aureobasidium pullulans in an Aqueous/Ionic Liquid Biphase System

ZHANG Fan1, NI Ye1, SUN Zhihao1*, ZHENG Pu1, LIN Wenqing2, ZHU Po2, JU Nianfeng2   

  1. 1 Key Laboratory of Industrial Biotechnology, Ministry of Education, Jiangnan University, Wuxi 214122, Jiangsu, China; 2 Porton Corporation, Chongqing 401121, China
  • Received:2008-06-25 Online:2008-06-25 Published:2012-04-28

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1206

被引次数

44

摘要： 考察了水/离子液体两相体系中出芽短梗霉(Aureobasidium pullulans CGMCC 1244)催化4-氯乙酰乙酸乙酯(COBE)不对称还原生成光学活性(S)-4-氯-3-羟基丁酸乙酯((S)-CHBE)的性能,并对反应条件如摇床转速、相体积比、温度、初始底物浓度和pH值等进行了优化. 结果表明,在水/1-丁基-3-甲基咪唑六氟磷酸盐体系中,出芽短梗霉催化COBE不对称还原生成(S)-CHBE, 在30 ℃, pH 6.6, 摇床转速180 r/min和不对称反应8 h条件下,反应物的转化率、产物ee值和浓度分别达到95.6%, 98.5%和47.1 g/L. 在控制pH值为6.6的情况下,通过分添加底物可有效提高产物(S)-CHBE浓度至75.1 g/L.

关键词: 离子液体, 全细胞, 出芽短梗霉, 4-氯-乙酰乙酸乙酯, 不对称还原, (S)-4-氯-3-羟基丁酸乙酯

Abstract: The asymmetric reduction of ethyl 4-chloro-3-oxobutanoate (COBE) to ethyl (S)-4-chloro-3-hydroxybutanoate ((S)-CHBE) catalyzed by Aureobasidium pullulans CGMCC 1244 was performed in an aqueous/ionic liquid biphase system to improve the productivity and optical purity of (S)-CHBE. The influences of reaction parameters such as shaking rate, phase volumetric ratio, reaction temperature, initial substrate concentration, and pH were studied. In the aqueous/[bmim]PF6 biphase system and under the optimum reaction conditions of 30 ℃, pH 6.6, rotation speed 180 r/min, and reaction time of8 h, the conversion of COBE, the enantiomeric excess, and the concentration of (S)-CHBE were 95.6%, 98.5%, and 47.1 g/L, respectively. When the substrate was fed in batches under the condition of pH 6.6, the accumulated product concentration could reach up to 75.1 g/L.

Key words: ionic liquid, whole cell, Aureobasidium pullulan, ethyl 4-chloro-3-oxobutanoate, asymmetric redution, ethyl (S)-4-chloro-3-hydroxybutanoate