甲烷磺酸N-羟基琥珀酰亚胺酯的制备及其在寡肽合成中的应用  

Preparation of Methanesulfonyl N-hydroxysuccinate and Its Application in Synthesis of Oligopeptides

作　　者：张江峰[1] 孟庆国[1] 毛扬[1] 孙海军[1] 梁月洁[1] 

机构地区：[1]烟台大学药学院,山东烟台264005

出　　处：《烟台大学学报（自然科学与工程版）》2009年第1期19-22,共4页Journal of Yantai University(Natural Science and Engineering Edition)

基　　金：烟台大学博士启动基金(YX04B18)

摘　　要：制备甲烷磺酸N-羟基琥珀酰亚胺酯,并将其应用于寡肽的液相合成.以N-羟基琥珀酰亚胺与甲烷磺酰氯反应制备甲烷磺酸N-羟基琥珀酰亚胺酯,并使其与Boc保护的酪氨酸、丙氨酸或Boc保护的酪氨酰脯氨酸发生SN2取代反应,生成相应的N-羟基琥珀酰亚胺活泼酯而活化羧基,并成功用于内吗啡肽-2和力肽的液相合成;N-羟基琥珀酰亚胺活泼酯的制备和应用反应条件温和、副产物少、收率较高.实验结果表明,甲烷磺酸N-羟基琥珀酰亚胺酯可用于寡肽的液相合成.The preparation of methanesulfonyl N-hydroxysuccinate and its use in the synthesis of oligopeptides in liquid phase has been studied.Methanesulfonyl N-hydroxysuccinate is synthesized from methanesulfonyl chloride and N-hydroxysuccimide,and used to prepare activated esters of N-Boc-Tyr-OH,N-Boc-Ala-OH,N-Boc-Tyr-Pro-OH by SN2 substituted reaction.In this study,methanesulfonyl N-hydroxysuccinate is successfully used in the synthesis of endomorphine-2(EM-2) and alanylglutamine.All the reactions can be operated ...

关 键 词：甲烷磺酸N-羟基琥珀酰亚胺酯 合成 活泼酯 寡肽 

分 类 号：O621.25[理学—有机化学]