聚L-谷氨酸酯手性膜制备及其拆分对羟基苯甘氨酸  

Preparation of poly L-glutamic acid ester membrane for enantioselective resolution of p-hydroxyphenylglycine

作　　者：谌学先[1] 孙维维 杨璨瑜 杨蕊 袁黎明 CHEN Xuexian;SUN Weiwei;YANG Canyu;YANG Rui;YUAN Liming(School of Energy and Environment Science,School of Chemistry and Chemical Engineering,Yunnan Normal University,Kunming 650500,China)

机构地区：[1]云南师范大学能源与环境科学学院化学化工学院,昆明650500

出　　处：《膜科学与技术》2020年第1期78-83,92,共7页Membrane Science and Technology

基　　金：国家自然科学基金重大研究计划项目(91856123)。

摘　　要：采用N-羧基内酸酐合成法,分别合成了不同分子量的聚L-谷氨酸甲酯、聚L-谷氨酸乙酯以及聚L-谷氨酸苄酯.将聚L-谷氨酸甲酯、聚L-谷氨酸乙酯以及聚L-谷氨酸苄酯制备成手性固膜,利用扫描电镜表征其结构.研究了不同分子量的聚L-谷氨酸酯、渗析溶剂中不同乙腈含量、原料液浓度、渗析时间、温度等对拆分对羟基苯甘氨酸外消旋体的影响.在优选的实验条件下,这些膜对对羟基苯甘氨酸的手性拆分的e.e.值可达45%以上,且聚L-谷氨酸甲酯>聚L-谷氨酸乙酯>聚L-谷氨酸苄酯.该研究为对羟基苯甘氨酸外消旋体的分离制备,提供了新的研究途径.By N-carboxy internal anhydride synthetic methods,different molecular weights of poly L-glutamic acid methyl ester,poly L-glutamic acid ethyl ester and poly L-glutamic acid benzyl ester were synthesized.The poly L-glutamic acid methyl ester,poly L-glutamic acid ethyl ester and poly L-glutamic acid benzyl ester were prepared into enantioselective membranes,and their structures were characterized by scanning electron microscope.The effects of different molecular weight poly L-glutamic acid ester,different acetonitrile content in dialysis solvent,concentration of feed solution,dialysis time and temperature on the resolution of p-hydroxyphenylglycine racemate were studied.Under optimum experimental conditions,the value of e.e.for chiral resolution of these membranes to p-hydroxyphenylglycine can reach more than 45%,and poly L-glutamic acid methyl ester>poly L-glutamic acid ethyl ester>poly L-glutamic acid benzyl ester.This study provides a new way for the preparative separation of p-hydroxyphenylglycine racemate.

关 键 词：D L-对羟基苯甘氨酸 聚L-谷氨酸酯 手性膜 手性分离 

分 类 号：O652.6[理学—分析化学] TQ028.8[理学—化学]