Asymmetric synthesis of (S)-3-chloro-1-phenylpropanol with immobilized Acetobacter sp. CCTCC M209061 cells in a monophasic system

作者：Huang, Yu-Mei; Xu, Yu; Zhao, Bing-Yi; Lou, Wen-Yong

来源：Modern Food Science and Technology, 2015, 31(9): 124-131.

DOI：10.13982/j.mfst.1673-9078.2015.9.021

• 3-chloropropiophenone
• Asymmetric reduction
• Asymmetric synthesis
• Operational stability
• Optimized reaction conditions
• Optimum concentration
• Reaction temperature
• Substrate concentrations

Optically pure 3-chloro-1-phenyl-1-propanol is an important intermediate for the synthesis of drugs for treating depression. In the present study, biocatalytic asymmetric reduction of 3-chloropropiophenone to (S)-3-chloro-1-phenyl-1-propanol with immobilized Acetobacter sp. CCTCC M209061 cells was successfully conducted in a monophasic aqueous system with high efficiency and selectivity. The immobilized Acetobacter sp. CCTCC M209061 cells exhibited higher stabilities (thermal, pH, and operational stability) than the free cells. In addition, the immobilized microbial cells exhibited a relatively good recyclability;the relative activity of immobilized cells remained over 80%, while that of the free cells under the same condition was less than 20%. In the studied system, glucose was the best co-substrate at an optimum concentration of 50 mmol/L. The optimum buffer pH, reaction temperature, and substrate concentration in this reaction system were 5.5, 30, and 3.0 mmol/L, respectively. Under the optimized reaction conditions, the initial reaction rate, yield, and product e.e. were 1.77 mM/h, 88.9%, and above 99.0%, respectively.

• 出版日期2015-9-15
• 单位华南理工大学