Photocatalytic Decarboxylative Allylation of α-Amino Acids and Peptides under Metal-Free Conditions

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-09-16 DOI:10.1021/acs.orglett.4c0303810.1021/acs.orglett.4c03038

Yinlei Zhang, Yanyu Lu, Chengyang Ju, Zhenguo Zhang, Dongping Wang, Shirui Wang, Peizhong Xie* and Teck-Peng Loh*,

引用次数: 0

Abstract

We developed an organophotoredox catalytic system to facilitate the decarboxylative allylation coupling process concerning α-amino acids and related C-terminal carboxylate peptides using Morita–Baylis–Hillman adducts as allylic precursors. This metal-free method operates under mild conditions and is compatible with various amino acids. The versatility of this protocol, particularly in chemical biology research, has been preliminarily demonstrated through the ligation of bioactive peptide chains.

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无金属条件下 α-氨基酸和肽的光催化脱羧烯丙基化反应

我们开发了一种有机光氧催化系统，以 Morita-Baylis-Hillman 加合物为烯丙基前体，促进有关 α 氨基酸和相关 C 端羧酸肽的脱羧烯丙基偶联过程。这种无金属方法操作条件温和，与各种氨基酸兼容。通过对生物活性肽链的连接，初步证明了这种方法的多功能性，特别是在化学生物学研究方面。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.