Issue 23, 2024

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

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.

Graphical abstract: Electrochemical diversification of cysteine derivatives and cysteine-containing peptides to phosphorothioates and sulfinates

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Article information

Article type
Research Article
Submitted
15 Aug 2024
Accepted
27 Sep 2024
First published
01 Oct 2024

Org. Chem. Front., 2024,11, 6609-6616

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

L. Xiao, Y. Li, J. Huang, L. Pan, P. Wu and Y. Weng, Org. Chem. Front., 2024, 11, 6609 DOI: 10.1039/D4QO01502A

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