Direct synthesis of unnatural amino acids and modifications of peptides via LADA strategy

作     者：Yunqi Liu Junliang Zhou Zhankui Sun Yunqi Liu;Junliang Zhou;Zhankui Sun

作者机构：Shanghai Frontiers Science Center for Drug Target Identification and Drug DeliverySchool of Pharmaceutical SciencesShanghai Jiao Tong UniversityShanghai 200240China Shanghai Key Laboratory for Molecular Engineering of Chiral DrugsPharm-X CenterSchool of Pharmaceutical SciencesShanghai Jiao Tong UniversityShanghai 200240China AI Pharma CenterZhangjiang Institute for Advanced StudyShanghai Jiao Tong UniversityShanghai 201203China Shanghai Artificial Intelligence LaboratoryShanghai 200232China 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2024年第35卷第1期

页      面：237-242页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：A patent application based on the subject matter of this manuscript has been filed to China National Intellectual Property Administration 

主　　题：Unnatural amino acids Peptide modifications Desulfurization Cysteine Radical addition 

摘      要：Unnatural amino acids(UAAs)have broad applications in pharmaceutical sciences and biological *** synthetic methods for UAAs mainly rely on asymmetric catalysis and often require several *** is a lack of direct and simple *** address this challenge,we designed the LADA(labeling-activation-desulfurization-addition)strategy:selective labeling and activation of cysteine residues,the photocatalytic desulfurization and the subsequent radical addition to *** composed of two steps,it is one-pot synthesis and has advantages such as high functional group tolerance,biocompatible reaction condition,and retained *** highly efficient strategy was successfully applied in the direct synthesis of unnatural amino acids and modifications of peptides with more than 50 examples.