An unexpected stereochemical effect of thio-substituted Asp in native chemical ligation  

作　　者：Min Fu Pan He Sen Zhou Wenqiang Liu Bo Ma Shiying Shang Yaohao Li Ruihan Wang Zhongping Tan 

机构地区：[1]State Key Laboratory of Bioactive Substance and Function of Natural Medicines,Institute of Materia Medica,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100050,China [2]Center of Pharmaceutical Technology,School of Pharmaceutical Sciences,Tsinghua University,Beijing 100084,China [3]Chemical Engineering College,Hebei Normal University of Science and Technology,Qinhuangdao 066600,China

出　　处：《Chinese Chemical Letters》2024年第8期278-281,共4页中国化学快报（英文版）

基　　金：the CAMS Innovation Fund for Medical Sciences (CIFMS,No.2021-I2M-1-026);the National Key R & D Program of China (No.2018YFE0111400);the NIH Research Project Grant Program (No.R01 EB025892);the National Natural Science Foundation of China (the Training Program of the Major Research Plan,No.91853120);the National Major Scientific and Technological Special Project of China (Nos.2018ZX09711001-005 and 2018ZX09711001-013);the State Key Laboratory of Bioactive Substance and Function of Natural Medicines,Institute of Materia Medica;the Biomedical High Performance Computing Platform,Chinese Academy of Medical Sciences,the Chinese Academy of Medical Sciences;Peking Union Medical College for funding and support

摘　　要：This study presents an unexpected finding that the cis isomer of β-thio-Asp exhibits higher ligation ac-tivity than the trans isomer.This discovery sheds light on the intricate nature of native chemical ligation and highlights the importance of factors beyond the steric effects of the side chain in modulating ligation activity.

关 键 词：Native chemical ligation STEREOCHEMISTRY Ligation activity β-Thio-Asp Intramolecular hydrogen bond 

分 类 号：O641.6[理学—物理化学] O629[理学—化学]