活性酵母细胞不对称催化苯乙酮还原及树脂吸附对反应的促进作用  

Asymmetric Reduction of Acetophenone Catalyzed by Yeast Cells and Promotion Effect of Resin Adsorption on the Reaction

作　　者：杨忠华[1] 姚善泾[1] 赵珺[1] 

机构地区：[1]浙江大学化学工程与生物工程学系

出　　处：《催化学报》2005年第10期895-899,共5页

基　　金：国家自然科学基金资助项目(20276065)

摘　　要：以苯乙酮为模型底物,研究了水相体系中酵母细胞催化前手性芳香酮不对称还原生成相应手性醇的反应特性. 实验发现,酵母细胞催化苯乙酮不对称还原的产物以(S)-α-苯乙醇为主,反应的立体选择性很高,(S)-α-苯乙醇的对映体过量值可达99%左右. 在pH为7～8, 酵母细胞用量为0.2 g/ml的条件下能获得较高的产物收率(可达35%左右). 酵母细胞能选择性地氧化(S)-α-苯乙醇,而留下(R)-α-苯乙醇. 在反应体系中加入合适的吸附树脂,可以降低底物和产物对细胞的毒害作用,显著提高反应底物的初始浓度,从而提高产物收率.Optically active aryl alcohols are the most important chiral building blocks for many single enantiomer pharmaceuticals. Asymmetric reduction of prochiral ketones to these chiral alcohols by active microbial cells is one of the most promising routes. The asymmetric reduction of acetophenone （ACP） to chiral α-phenylethyl alcohol （PEA） in an aqueous phase catalyzed by Saccharornyces cerevisiae cells was studied as a model reaction. ACP can be selectively reduced to （ S）-PEA with excellent stereoselectivity. The enantiomeric excess of （ S）- PEA reaches as high as 99 %. The appropriate conditions for this reaction are pH = 7.0- 8.0 and 0.2 g/ml of cells. （ S）-PEA can be selectively oxidized to ACP by the yeast cells. The high concentration substrate has obvious toxicity to the cells and inhibits the reaction. In order to avoid the toxicity and increase the initial substrate concentration, the introduction of macroporous adsorption resins to the reaction system was investigated. The adsorption ability of the resin to ACP should not be too strong. The initial ACP concentration can be increased remarkably to 72.2 mmol/L when an appropriate resin was used.

关 键 词：生物催化 酵母细胞 苯乙酮 不对称还原 手性醇 苯乙醇 树脂 吸附 

分 类 号：O643.32[理学—物理化学]