{"title":"Shining a Light on Peptide and Protein Synthesis: Light-Emitting-Diode-Driven Desulfurization of Cysteine to Alanine with Rose Bengal","authors":"Mateusz Waliczek, Piotr Stefanowicz","doi":"10.1021/acs.orglett.4c04671","DOIUrl":null,"url":null,"abstract":"Studies presenting visible-light-induced desulfurization of peptides containing a cysteine residue have been carried out. This transformation driven by light-emitting-diode-type light proceeds with high efficiency in an aqueous solution at room temperature and involves the use of a catalytic amount of photosensitizer, Rose Bengal. The procedure has been tested on model synthetic peptides, lysozyme C and α-crystallin, and successfully applied to a one-pot native chemical ligation (NCL)–desulfurization protocol.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"74 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-01-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.4c04671","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Studies presenting visible-light-induced desulfurization of peptides containing a cysteine residue have been carried out. This transformation driven by light-emitting-diode-type light proceeds with high efficiency in an aqueous solution at room temperature and involves the use of a catalytic amount of photosensitizer, Rose Bengal. The procedure has been tested on model synthetic peptides, lysozyme C and α-crystallin, and successfully applied to a one-pot native chemical ligation (NCL)–desulfurization protocol.
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.