芳香酮对酵母细胞的毒性及引入树脂吸附促进酵母细胞不对称还原芳香酮的研讨.pdfVIP

芳香酮对酵母细胞的毒性及引入树脂吸附促进酵母细胞不对 称还原芳香酮的研究 1 2 杨忠华 姚善泾 (1 武汉科技大学 化工与资源环境学院，湖北 武汉 430081 ； 2 浙江大学 化学工程与生物工程学系，浙江 杭州 310027) 摘 要 酵母细胞催化前手性芳香酮不对称还原合成相应手性芳香醇，是许多手性药物的手性砌块的重要合 成方法。但芳香类化合物对细胞具有显著的毒性使得反应底物浓度很低，这就使得反应的时-空产率不高。本 文以酵母细胞不对称还原苯乙酮合成 S-α-苯乙醇为模型反应，首先实验考察了底物和产物对细胞活性的毒性 情况，再在此基础上研究通过引入吸附树脂缓释底物和原位吸附反应产物来提高反应底物的初始浓度已达到 促进反应时-空产率。实验发现苯乙酮和α-苯乙醇对酵母细胞活性具有显著的毒害；发现使用杭州争光树脂厂 的ZG3#树脂可以获得最好的效果；实验考察了树脂的用量和底物浓度对反应的影响，发现当使用合适量的树 脂时，底物初始浓度即使提高到70 mmmoL/L 还可以获得较好的产物收率，这比未引入树脂时浓度提高了近 一倍。 关键词 生物催化，不对称还原，手性醇，S-α-苯乙醇，树脂吸附，酵母细胞 TOXICITY OF ARYL KETONE TO YEAST CELL AND IMPROVEMENT THE ASYMMETRIC REDUCTION OF ARYL KETONE CATALYZED BY YEAST CELL WITH RESIN ADSORPTION 1 2 YANG Zhonghua , YAO Shanjing 1 ( College of Chemical Engineering, Resources and Environment, Wuhan University of Science and Technology, Wuhan 430081, Hubei, China; 2 Department of Chemical and Biochemical Engineering, Zhejiang University, Hangzhou 310027, Zhejiang, China) Abstract Optically active aryl alcohols are one kind of the most important chiral building blocks for many single enantiomer pharmaceuticals. Asymmetric reduction of the corresponding prochiral ketone to these chiral alcohols by active yeast cells is one of the most promising routes. But the space-time productivity was very low due to the toxicity of the substrate and product to the cell at high concentration. It was studied to increase the initial substrate concentration by introducing macropore adsorbing resin to avoid the toxicity to the cells when asymmetric reduction of acetophenone (ACP) to chiral α-phenylethyl