文档介绍:L-丙氨酰-L-谷氨酰***的合成反应研究
唐蓉萍「,周艳青1韩庆荣2,吕维华1伍家卫|
(,甘肃兰州730060;
,甘肃兰州730020)
摘要:以L-乳酸乙酯和L-谷氨酰***为原料,通过L-乳酸乙酯***化、水解、酰化得到D-2- ***-丙酰基***,再将D-2-***-丙酰基***与L-谷氨酰***缩合后氨解,得到标题化合物,总收率 43%,纯度(HPLC)大于98%。缩合反应的溶剂甲苯不需要脱水处理。重点讨论了中间体D-2- ***-丙酸的合成。
关键词:L-丙氨酰-L-谷氨酰***;合成;二肽。
中图分类号:Q503; Q516 文献标识码:A
Synthesis of L-alanyl-L-glutamine dipeptide
TANG Rong-ping'ZHOU Yan-Qing^HAN Qing-rong2,LV Wei-hua^WU Jia-wei1
(1. Lanzhou Petrochemical College of Vocational Technologe, Lanzhou 730060,China;
Reseaech Institude of Chemical Industry, Lanzhou 730020,China
Abstract: L-alanyl-L-glutamine dipeptide(Ala-Gln) was prepared from L-ethyl lactate and
L-, 2-D-chloropropionyl chlorid was produted by chlorination,hydrolyzation and acylation of L-ethyl lactate,then the title compond was prepared by condensation and ammoniation reaction of L-glutamine and 2-D-chloropropionyl chloride. The overallmolar yield was 43% based on L・ ethyl lactate, the purity of Ala-Gln(HPLC) was more than 98%.The artical emphatically discussesed synthesis of intermediate D-2-chloride propionic acid.
Key words: alanylglutamine(Ala・Gln); synthesis; dipeptide
L-谷氨酰***(Gin)是生物合成核酸的必须前体物质,是蛋白质合成与分解 的调节物,是氨基酸从外周组织转动至内脏的携带者、肾脏排泄的重要基质,对 肌体免疫功能和创伤修复具有重要作用["5]o然而由于L-谷氨酰***的溶解度小, 在水溶液中不稳定,不能耐受热灭菌,临床上普遍用L-丙氨酰-L-谷氨酰*** (Ala-Gin)二肽作为Gin的应用载体。
文献报道的L-丙氨酰-L-谷氨酰***的合成方法较多,常见的有以下三种类 型:①N-竣基内酸Sf(NCA)法叫即L-丙氨酸与光气缩合生成N-