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Asymmetric Synthesis of (-)-1-Trimethylsilyl-ethanol with Immobilized Saccharomyces
Cerevisiae Cells in Water/Organic Solvent Biphasic System

LOU Wenyong; ZONG Minhua; FAN Xiaodan   

  1. Biotechnology Department, South China University of Technology, Guangzhou 510640, China
  • Received:1900-01-01 Revised:1900-01-01 Online:2003-04-28 Published:2003-04-28
  • Contact: LOU Wenyong

水/有机溶剂双相中固定化啤酒酵母细胞催化三甲基硅乙酮不对称还原

娄文勇; 宗敏华; 范晓丹   

  1. Biotechnology Department, South China University of Technology, Guangzhou 510640, China
  • 通讯作者: 娄文勇

Abstract: Asymmetric synthesis of (-)-1-trimethylsilyl-ethanol with immobilized Saccharomyces
cerevisiae cells in water/organic solvent biphasic system was studied. The effects of shake
speed, hydrophobicity of organic solvent,volume ratio of water phase to organic phase, pH
value of aqueous phase and reaction temperature on the initial reaction rate, maximum yield
and enantiomeric excess (ee) of the product were systematically explored. All the above-
mentioned factors had significant influence on the reaction. n-Hexane was found to be the
best organic solvent for the reaction. The optimum shake speed, volume ratio of water phase
to organic phase, pH value and reaction temperature were 150 r.min- 1, 1/2, 8 and 30℃
respectively, under which the maximum yield and enantiomeric excess of the product were as
high as 96.8% and 95.7%, which are 15% and 16% higher than those of the corresponding
reaction performed in aqueous phase. To our best knowledge, this is the most satisfactory
result obtained.

Key words: (-)-1-trimethylsilyl-ethanol, immobilized cell, Saccharomyces cerevisiae, asymmetric synthesis, water/organic solvent biphase

摘要: Asymmetric synthesis of (-)-1-trimethylsilyl-ethanol with immobilized Saccharomyces
cerevisiae cells in water/organic solvent biphasic system was studied. The effects of shake
speed, hydrophobicity of organic solvent,volume ratio of water phase to organic phase, pH
value of aqueous phase and reaction temperature on the initial reaction rate, maximum yield
and enantiomeric excess (ee) of the product were systematically explored. All the above-
mentioned factors had significant influence on the reaction. n-Hexane was found to be the
best organic solvent for the reaction. The optimum shake speed, volume ratio of water phase
to organic phase, pH value and reaction temperature were 150 r.min- 1, 1/2, 8 and 30℃
respectively, under which the maximum yield and enantiomeric excess of the product were as
high as 96.8% and 95.7%, which are 15% and 16% higher than those of the corresponding
reaction performed in aqueous phase. To our best knowledge, this is the most satisfactory
result obtained.

关键词: (-)-1-trimethylsilyl-ethanol;immobilized cell;Saccharomyces cerevisiae;asymmetric synthesis;water/organic solvent biphase