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聚L-谷氨酸酯手性膜制备及其拆分对羟基苯甘氨酸

作者：谌学先，孙维维，杨粲瑜，杨蕊，袁黎明

单位：云南师范大学能源与环境科学学院化学化工学院，昆明 650500

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

DOI号：

分类号： O652.6；TQ028.8

出版年,卷(期):页码： 2020,40(1):78-83

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.

基金项目：

国家自然科学基金重大研究计划项目“手性高分子固膜的精准结构调控和制备研究”（91856123）

作者简介：

第一作者简介：谌学先（1962-），女，四川人，研究员，从事分析测试研究，E-mail：xuexian_chen@126.com 通讯作者：袁黎明 (1961-)，男，重庆人，教授，从事手性分离研究，E-mail：yuan_limingpd@126.com

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