Longyu Xiao , Yifan Li , Jun Huang , Li Pan , Pan Wu , Yue Weng
{"title":"Electrochemical diversification of cysteine derivatives and cysteine-containing peptides to phosphorothioates and sulfinates†","authors":"Longyu Xiao , Yifan Li , Jun Huang , Li Pan , Pan Wu , Yue Weng","doi":"10.1039/d4qo01502a","DOIUrl":null,"url":null,"abstract":"<div><div>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.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"11 23","pages":"Pages 6609-6616"},"PeriodicalIF":0.0000,"publicationDate":"2024-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412924006910","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/10/1 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
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.