Enzymatic Enantioselective Synthesis of (R)-2-Trimethylsilyl-2-hydroxyl-propionitrile by Defatted Apple Seed Meal  

作　　者：李宁 宗敏华 王菊芳 刘晨 吴虹 

机构地区：[1]Biotechnology Department

出　　处：《Chinese Journal of Chemistry》2003年第10期1360-1363,共4页中国化学（英文版）

基　　金：ProjectsupportedbytheNationalNaturalScienceFoundationofChina (No .20076019)andtheNaturalScienceFoundationofGuang dongProvince (No .0 0 0 44 4)

摘　　要：The enantioselective synthesis of ( R ) 2 trimethylsilyl 2 hydroxyl propionitrile by ( R ) oxynitrilase contained in defatted apple seed meal in a biphasic system was successfully performed. The influences of some factors on the reaction were investigated systematically. Diisopropyl ether was found to be the best for this reaction among all the organic solvents examined. The optimal concentration of defatted apple seed meal, aqueous phase content, concentrations of acetyltrimethylsilane and acetone cyano^hydrin, buffer pH, reaction temperature were 4% ( W/V ), 23% ( V/V ), 20 mmol·L -1 , 40 mmol·L -1 , pH=5 0 and 40 ℃, respectively, under which the initial reaction rate, substrate conversion and product enantiomeric excess were 9 4 mmol·L -1 ·h -1 , 99% and >99%, respectively.The enantioselective synthesis of ( R ) 2 trimethylsilyl 2 hydroxyl propionitrile by ( R ) oxynitrilase contained in defatted apple seed meal in a biphasic system was successfully performed. The influences of some factors on the reaction were investigated systematically. Diisopropyl ether was found to be the best for this reaction among all the organic solvents examined. The optimal concentration of defatted apple seed meal, aqueous phase content, concentrations of acetyltrimethylsilane and acetone cyano^hydrin, buffer pH, reaction temperature were 4% ( W/V ), 23% ( V/V ), 20 mmol·L -1 , 40 mmol·L -1 , pH=5 0 and 40 ℃, respectively, under which the initial reaction rate, substrate conversion and product enantiomeric excess were 9 4 mmol·L -1 ·h -1 , 99% and >99%, respectively.

关 键 词：asymmetric synthesis ketone cyanohydrin ( R ) oxynitrilase ( R ) 2  trimethylsilyl 2 hydroxyl propionitrile 

分 类 号：O621[理学—有机化学]