Electrochemical diversification of cysteine derivatives and cysteine-containing peptides to phosphorothioates and sulfinates†

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-10-01 DOI:10.1039/D4QO01502A

Longyu Xiao, Yifan Li, Jun Huang, Li Pan, Pan Wu and Yue Weng

引用次数: 0

Abstract

This study explores the application of modified cysteine in oligopeptides to overcome challenges in amino acid residue modification, with a focus on cysteine. Novel strategies for the functionalization of biomolecules are presented, with mechanistic investigations indicating the involvement of free radical processes, structural substitution, and nucleophilic displacement. Notably, the gram-scale synthesis of modified cysteine is achieved with high yields, highlighting its potential as a novel anti-fungus agent in biomedical and agrochemical research.

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半胱氨酸衍生物和含半胱氨酸肽与硫代磷酸酯和硫酸盐的电化学多样化

本文旨在探讨改性半胱氨酸在生物医学中的应用，解决与改性氨基酸残基（半胱氨酸）相关的难题。它为双分子的功能化提供了新途径。机理研究表明，该反应涉及自由基反应、亲电取代和亲核取代。值得注意的是，我们通过电化学方法进行了克级合成，证明了该方法的工业适用性。

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 Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.