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

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外文摘要：Unnatural amino acids(UAAs)have broad applications in pharmaceutical sciences and biological studies.Current synthetic methods for UAAs mainly rely on asymmetric catalysis and often require several steps.There is a lack of direct and simple methods.To 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 alkenes.Although composed of two steps,it is one-pot synthesis and has advantages such as high functional group tolerance,biocompatible reaction condition,and retained stereochemistry.This highly efficient strategy was successfully applied in the direct synthesis of unnatural amino acids and modifications of peptides with more than 50 examples.

外文关键词：

Unnatural amino acidsPeptide modificationsDesulfurizationCysteineRadical addition

作者：

Yunqi Liu、Junliang Zhou、Zhankui Sun

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作者单位：

Shanghai Frontiers Science Center for Drug Target Identification and Drug Delivery,School of Pharmaceutical Sciences,Shanghai Jiao Tong University,Shanghai 200240,China

Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs,Pharm-X Center,School of Pharmaceutical Sciences,Shanghai Jiao Tong University,Shanghai 200240,China

AI Pharma Center,Zhangjiang Institute for Advanced Study,Shanghai Jiao Tong University,Shanghai 201203,China

Shanghai Artificial Intelligence Laboratory,Shanghai 200232,China

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基金：

上海交通大学项目

项目编号：

出版年：

2024

DOI：

10.1016/j.cclet.2023.108553

中国化学快报(英文版)

中国化学会

中国化学快报(英文版)

CSTPCD

影响因子：0.771

ISSN：1001-8417

年,卷(期)：2024.35(1)

参考文献量24