{"title":"氨基酸和多肽在异氰酸酯存在下的c端脱羧酰胺化。","authors":"Aman Singh Barahdia, Karuna Thakare, Rahul Jain","doi":"10.1021/acs.joc.5c00143","DOIUrl":null,"url":null,"abstract":"<p><p>Termini modification is an attractive strategy for discovering new peptide-based drugs. We report that DMAP catalyzes the reaction of amino acids and peptides with isocyanates, synthesizing a variety of C-terminus or side chain modified amino acids and peptides bearing Boc, Fmoc, or Cbz groups in a rapid and environment-friendly manner and releasing CO<sub>2</sub> as a byproduct.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":" ","pages":"7581-7595"},"PeriodicalIF":3.6000,"publicationDate":"2025-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Decarboxylative C-Terminus Amidation of Amino Acids and Peptides in the Presence of Isocyanates.\",\"authors\":\"Aman Singh Barahdia, Karuna Thakare, Rahul Jain\",\"doi\":\"10.1021/acs.joc.5c00143\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Termini modification is an attractive strategy for discovering new peptide-based drugs. We report that DMAP catalyzes the reaction of amino acids and peptides with isocyanates, synthesizing a variety of C-terminus or side chain modified amino acids and peptides bearing Boc, Fmoc, or Cbz groups in a rapid and environment-friendly manner and releasing CO<sub>2</sub> as a byproduct.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\" \",\"pages\":\"7581-7595\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-06-13\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.joc.5c00143\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/6/2 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.5c00143","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/6/2 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Decarboxylative C-Terminus Amidation of Amino Acids and Peptides in the Presence of Isocyanates.
Termini modification is an attractive strategy for discovering new peptide-based drugs. We report that DMAP catalyzes the reaction of amino acids and peptides with isocyanates, synthesizing a variety of C-terminus or side chain modified amino acids and peptides bearing Boc, Fmoc, or Cbz groups in a rapid and environment-friendly manner and releasing CO2 as a byproduct.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.