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›› 2010, Vol. 10 ›› Issue (2): 339-343.

• 生化工程专栏 • 上一篇    下一篇

表面活性剂对面包酵母细胞催化2-辛酮不对称还原反应的影响

李聪颖 娄文勇 吴虹 宗敏华 郭养浩 孟春 石贤爱 宗敏华   

  1. 福州大学生物工程系 华南理工大学应用生物催化研究室 华南理工大学应用生物催化研究室 华南理工大学应用生物催化研究室 福州大学生物科学与工程学院 福州大学生物科学与工程学院 福州大学生物科学与工程学院
  • 收稿日期:2009-02-26 修回日期:2010-02-01 出版日期:2010-04-20 发布日期:2010-04-20
  • 通讯作者: 李聪颖

Impact of Surfactants on Asymmetric Bioreduction of 2-Octanone by Saccharomyces cerevisiae

SHI Xian-ai， LI Cong-ying， FU Juan， MENG Chun， GUO Yang-hao LOU Wen-yong, WU Hong， Min-hua,   

  1. College of Biotechnology, Fuzhou University Lab of Applied Biocatalysis, South China University of Technology Lab of Applied Biocatalysis, South China University of Technology Lab of Applied Biocatalysis, South China University of Technology College of biological science and technologe , Fuzhou University College of biological science and technologe , Fuzhou University College of biological science and technologe , Fuzhou University
  • Received:2009-02-26 Revised:2010-02-01 Online:2010-04-20 Published:2010-04-20
  • Contact: SHI Xian-ai，

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被引次数

17

摘要： 实验研究了表面活性剂(SDS, CTAB, Emulsifier OP-6)对面包酵母细胞催化2-辛酮不对称还原反应的影响. 结果表明，当底物浓度为10 mmol/L时，在不含表面活性剂的体系中，副反应和逆反应使反应96 h后的得率和产物(S)-2-辛醇对映体过量率(Enantiomeric Excess, e.e.)仅为77.4%和78.8%. 一定浓度的表面活性剂可提高正反应速率、降低逆反应和副反应速率，在含0.4 mmol/L Emulsifier OP-6或0.04 mmol/L CTAB的体系中反应96 h，得率分别达到88.4%和91.1%，产物e.e.值为97.0%和94.5%. 反应得率和产物e.e.值提高与表面活性剂对细胞生长、细胞膜透性的改变有关. Emulsifier OP-6的作用效果优于其他2种表面活性剂.

关键词: 表面活性剂, 2-辛酮, 面包酵母, 对映选择性, 不对称还原

Abstract: In aqueous buffer system containing surfactants of SDS, CTAB and Emulsifier OP-6, the asymmetric reduction of 2-octanone to (S)-2-octanol with Saccharomyces cerevisiae cells was studied. The results indicated that the yield and product e.e. were disappointingly low due to the serious reverse reaction and side reaction in the surfactant-free system. Particularly, at the substrate concentration of 10 mmol/L, they were 77.4% and 78.8% for 96 h reaction. With addition of surfactants to the system, the rates of reverse and side reactions were decreased by Emulsifier OP-6 and CTAB, with the effective increase of the average positive reaction rate. In the systems containing 0.4 mmol/L Emulsifier OP-6 or 0.04 mmol/L CTAB, the yield and e.e. value were 88.4%, 91.1% and 97.0%, 94.5%, respectively, obviously higher than those in the reaction system without surfactant. The further work showed that the enhancement of efficiency and enantioselectivity of the asymmetric reduction resulted from the effect of the surfactants on the cell characteristics such as growth, membrane penetrability, etc. Among the surfactants investigated, Emulsifier OP-6 performed best.

Key words: surfactant, 2-octanone, Saccharomyces cerevisiae, enantioselectivity, asymmetric bioreduction

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