Mateusz Waliczek , Martyna Strączek , Piotr Stefanowicz
{"title":"点亮多肽:通过玫瑰孟加拉光催化从二硒酸酯中直接脱氢丙氨酸形成","authors":"Mateusz Waliczek , Martyna Strączek , Piotr Stefanowicz","doi":"10.1039/d5cc03361f","DOIUrl":null,"url":null,"abstract":"<div><div>A visible-light-driven method for the site-selective conversion of diselenide-containing peptides to dehydroalanine (Dha) is presented. Using Rose Bengal as a photosensitizer in aqueous conditions, this photocatalytic process proceeds <em>via</em> oxidative cleavage of the Se–Se bond followed by β-elimination to afford Dha with high yield and chemoselectivity. This mild and bioorthogonal strategy enables downstream peptide functionalization and offers a practical route for post-synthetic peptide editing.</div></div>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":"61 64","pages":"Pages 11975-11978"},"PeriodicalIF":4.2000,"publicationDate":"2025-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Lighting up peptides: direct dehydroalanine formation from diselenides via Rose Bengal photocatalysis†\",\"authors\":\"Mateusz Waliczek , Martyna Strączek , Piotr Stefanowicz\",\"doi\":\"10.1039/d5cc03361f\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A visible-light-driven method for the site-selective conversion of diselenide-containing peptides to dehydroalanine (Dha) is presented. Using Rose Bengal as a photosensitizer in aqueous conditions, this photocatalytic process proceeds <em>via</em> oxidative cleavage of the Se–Se bond followed by β-elimination to afford Dha with high yield and chemoselectivity. This mild and bioorthogonal strategy enables downstream peptide functionalization and offers a practical route for post-synthetic peptide editing.</div></div>\",\"PeriodicalId\":67,\"journal\":{\"name\":\"Chemical Communications\",\"volume\":\"61 64\",\"pages\":\"Pages 11975-11978\"},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2025-07-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemical Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1359734525015095\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1359734525015095","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Lighting up peptides: direct dehydroalanine formation from diselenides via Rose Bengal photocatalysis†
A visible-light-driven method for the site-selective conversion of diselenide-containing peptides to dehydroalanine (Dha) is presented. Using Rose Bengal as a photosensitizer in aqueous conditions, this photocatalytic process proceeds via oxidative cleavage of the Se–Se bond followed by β-elimination to afford Dha with high yield and chemoselectivity. This mild and bioorthogonal strategy enables downstream peptide functionalization and offers a practical route for post-synthetic peptide editing.
期刊介绍:
ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.