Chemical Industry and Engineering Progree

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Asymmetric synthesis of (R)-methyl mandelate by yeast coupled with
in situ product removal technique

GUO Jinling,MU Xiaoqing,XU Yan   

  1. Key Laboratory of Industrial Biotechnology of Ministry of Education,Jiangnan University
  • Online:2010-03-05 Published:2010-03-05

酵母耦合原位分离技术不对称合成(R)-扁桃酸甲酯

郭金玲,穆晓清,徐 岩   

  1. 江南大学生物工程学院教育部工业生物技术重点实验室

Abstract: Whole cells of Saccharomyces cerevisiae AS2.1392 were used to catalyze the asymmetric reduction of methyl benzoylformate to form (R)-methyl mandelate. This biocatalytic process showed application potentials for its high catalytic activity and good operational stability. The inhibition effect of substrate and product on the bioreduction was evaluated by determining the initial reaction rate,and adsorbent resins were applied to alleviate the substrate and/or product inhibition. Due to the high adsorption capacity and the promoting effect on the bioreduction,resin NKA-Ⅱ was selected as the adsorbent material. Under the optimum resin amount and the proper adding mode,molecular yield of the product increased from 35.0% to 71.2% with an ee of (R)-methyl mandelate maintained 95% at the substrate concentration of 180 mmol/L.

摘要: 以酿酒酵母(Saccharomyces cerevisiae AS2.1392)全细胞为催化剂不对称还原苯甲酰甲酸甲酯合成(R)- 扁桃酸甲酯,该催化剂催化速度快、操作稳定性好。研究了底物和产物浓度对反应初速度的影响,建立了底物和产物抑制模型,并采取分批加入底物和添加树脂的方式解除底物和产物抑制。通过考察不同树脂对底物和产物的吸附量以及对生物还原反应的影响,筛选出了一种较适合的大孔吸附树脂NKA-Ⅱ。在优化的树脂加入量和加入模式下,当底物浓度为180 mmol/L时,产物产率由35.0%提高到71.2%,对映体过量值(ee)保持在95%左右。

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