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水-有机溶剂混溶体系中催化抗体催化拆分布洛芳脂
引用本文:杨根生,应黎,欧志敏,姚善泾.水-有机溶剂混溶体系中催化抗体催化拆分布洛芳脂[J].中国化学工程学报,2009,17(3):506-512.
作者姓名:杨根生  应黎  欧志敏  姚善泾
作者单位:1. Department of Chemical and Biochemical Engineering, Zhejiang University, Hangzhou 310027, China;2. College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310032, China
摘    要:The asymmetric hydrolysis of racemic ibuprofen ester is one of the most important methods for chiral separation of ibuprofen. In this work, a catalytic antibody that accelerates the rate of enantioselective hydrolysis of ibuprofen methyl ester was obtained against an immunogen consisting of tetrahedral phosphonate hapten attached to bovine serum albumin (BSA). The catalytic activity of the catalytic antibody in the water-miscible organic-solvent system composed of a buffer solution and N, N-dimethylformamide (DMF) was studied. With 6% DMF in the buffer solution (containing catalytic antibody 0.25 μmol, 0.2 mol•L-1 phosphate buffer, pH 8) at 37°C for 10 h, a good conversion (48.7%) and high enantiomeric excess (>99%) could be reached. The kinetic analysis of the catalytic antibody-catalyzed reaction showed that the hydrolysis in the water-miscible organic-solvent system with DMF in buffer solution followed the Michaelis-Menten kinetics. The catalytic efficiency (Kcat/Km) was enhanced to 151.91 L•mmol-1•min-1, twice as large as that for the buffer solution only.

关 键 词:catalytic  antibody  ibuprofen  enantioselective  hydrolysis  water-miscible  organic-solvent  conversion  
收稿时间:15 October 2008
修稿时间:2008-10-15  

Resolution of Ibuprofen Ester by Catalytic Antibodies in Water-miscible Organic-solvents
YANG Gensheng,YING Li,OU Zhimin,YAO Shanjing.Resolution of Ibuprofen Ester by Catalytic Antibodies in Water-miscible Organic-solvents[J].Chinese Journal of Chemical Engineering,2009,17(3):506-512.
Authors:YANG Gensheng  YING Li  OU Zhimin  YAO Shanjing
Affiliation:1. Department of Chemical and Biochemical Engineering, Zhejiang University, Hangzhou 310027, China;2. College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310032, China
Abstract:The asymmetric hydrolysis of racemic ibuprofen ester is one of the most important methods for chiral separation of ibuprofen. In this work, a catalytic antibody that accelerates the rate of enantioselective hydrolysis of ibuprofen methyl ester was obtained against an immunogen consisting of tetrahedral phosphonate hapten attached to bovine serum albumin (BSA). The catalytic activity of the catalytic antibody in the water-miscible organic-solvent system composed of a buffer solution and N, N-dimethylformamide (DMF) was studied. With 6% DMF in the buffer solution (containing catalytic antibody 0.25not, vert, similarμmol, 0.2 mol·L−1 phosphate buffer, pH 8) at 37°C for 10 h, a good conversion (48.7%) and high enantiomeric excess (>99%) could be reached. The kinetic analysis of the catalytic antibody-catalyzed reaction showed that the hydrolysis in the water-miscible organic-solvent system with DMF in buffer solution followed the Michaelis-Menten kinetics. The catalytic efficiency (Kcat/Km) was enhanced to 151.91 L·mmol−1·min−1, twice as large as that for the buffer solution only.
Keywords:catalytic antibody  ibuprofen  enantioselective hydrolysis  water-miscible organic-solvent  conversion
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