华南理工大学学报(自然科学版) ›› 2009, Vol. 37 ›› Issue (12): 90-94.

• 生物工程 • 上一篇    下一篇

高光学纯度2-氯-1-苯乙醇的酶法合成

夏小乐1  王永华2  李文成1  杨博1  王小宁1   

  1. 1.华南理工大学 生物科学与工程学院, 广东 广州 510006; 2.华南理工大学 轻工与食品学院, 广东 广州 510640
  • 收稿日期:2008-10-07 修回日期:2009-07-03 出版日期:2009-12-25 发布日期:2009-12-25
  • 通信作者: 夏小乐(1980-),男,博士生,主要从事生物催化和生物计算研究. E-mail:xiaxiaole@210n.com
  • 作者简介:夏小乐(1980-),男,博士生,主要从事生物催化和生物计算研究.
  • 基金资助:

    国家自然科学基金资助项目(20506007,20706021)

Enzymatic Synthesis of 2-Chloro-1-Phenylethanol with High Optical Purity

Xia Xiao-le1  Wang Yong-hua2  Li Wen-cheng1  Yang Bo Wang Xiao-ning1   

  1. 1. School of Biological Science and Engineering, South China University of Technology, Guangzhou 510006, Guangdong, China; 2. School of Light Industry and Food Sciences, South China University of Technology, Guangzhou 510640, Guangdong, China
  • Received:2008-10-07 Revised:2009-07-03 Online:2009-12-25 Published:2009-12-25
  • Contact: 夏小乐(1980-),男,博士生,主要从事生物催化和生物计算研究. E-mail:xiaxiaole@210n.com
  • About author:夏小乐(1980-),男,博士生,主要从事生物催化和生物计算研究.
  • Supported by:

    国家自然科学基金资助项目(20506007,20706021)

摘要: 为实现手性2-氯-1-苯乙醇两个高纯度对映体的酶法合成,考察了多种脂肪酶的动力学拆分效果,并探讨了有机溶剂、温度以及水活度对脂肪酶催化拆分(R,S)2-氯-1-1-苯乙醇的影响,研究了固定化酶的重复利用性.结果表明:一种来自Pseudomonas cepacia的固定化脂肪酶Lipase PSIM,在正己烷体系、35℃和水活度0.69时,能同时得到两个高纯度的对映体(eep99%,ees99%);经过5次重复反应后Lipase PSIM的相对酶活仍有85%.

关键词: 2-氯-1-苯乙醇, 动力学拆分, 水活度, 脂肪酶, 小麦胚芽脂肪酶

Abstract:

Two enantiomers of chiral 2-chloro-1-phenylethanol with high optical purity were synthesized using the enzymatic method, and the kinetic resolution of various lipases were investigated. Moreover, the effects of organic solvent, temperature and water activity on the lipase-catalyzed resolution of (R, S)-2-chloro-1-phenylethanol were analyzed, and the reuse of immobilized enzymes was investigated. The results indicate that a new immobilized lipase from Pseudomonas cepacia marked as Lipase PS IM shows high activity, by which two high-purity enantiomers (eep 99% and ees 99% , respectively) can be separated in n-hexane at 35℃with a water activity of 0. 69; and that the relative activity of Lipase PS IM after five repetitive reactions is still up to 85%.

Key words: 2-chloro-1-phenylethanol, kinetic resolution, water activity, lipase, wheat germ lipase