酶法拆分(±)-N-(2,6-二甲苯基)-丙氨酸甲酯  

Enzymatic Resolution of Methyl (±)-N-(2,6-Dimethylphenyl)alanine

作　　者：黄丽琴[1] 陈道文[1] 杨红[1] 

机构地区：[1]南京农业大学理学院,南京210095

出　　处：《有机化学》2005年第12期1575-1579,共5页Chinese Journal of Organic Chemistry

基　　金：江苏省科技厅开放课题(No.BE2002350);南京农业大学青年创新基金(No.y200313)资助项目

摘　　要：用脂肪酶Candidarugosalipase(CRL)拆分(±)-N-(2,6-二甲苯基)-丙氨酸甲酯,并进一步优化反应条件.结果表明,在加入1mmolN-(2,6-二甲苯基)-丙氨酸甲酯、100mL的0.2mol/L磷酸缓冲液中,CRL拆分该底物的最适反应条件为:pH6.4,CRL脂酶250mg,聚乙二醇(PEG)2g,转速160r?min-1,温度35℃.其中酶量、温度对转化率影响较大.反应后分离得R-(+)-N-(2,6-二甲苯基)-丙氨酸甲酯.它和酰氯反应可制备一系列旋光性N-酰基丙氨酸类杀菌剂.An enzymatic method for the production of methyl R-（＋）-N-（2,6-dimethylphenyl）alanine has been developed. The process consists of the stereoselective hydrolysis of the racemic esters catalyzed by Candida rugosa lipase （CRL）. The conversion and reaction speed were evaluated by some critical reaction parameters such as pH, temperature, enzyme concentration, subsidiary and stirring speed. Under the conditions of pH 6.4, 35℃, 250 mg of CRL, 2 g of polyethylene glycol （PEG） and 160 r·min^-1, the best results of reaction were obtained, which contained 1 mmol of methyl （±）-N-（2,6-dimethylphenyl）alanine as well as 100 mL of 0.2 mol/L phosphate buffer solution （PBS）. Meanwhile, enzyme concentration and temperature were benefical for the hydrolysis of esters. In a word, methyl R-（＋）-N-（2,6-dimethylphenyl）alanine was separated from the reaction and optically active N-acylalanines were prepared.

关 键 词：N-(2 6-二甲苯基)-丙氨酸甲酯 CANDIDA RUGOSA lipases 拆分 转化率 反应速度 

分 类 号：O621.25[理学—有机化学]