Aziridine‐Mediated Ligation at Phenylalanine and Tryptophan Sites. Issue 15 (26th June 2017)

• Record Type: Journal Article
• Authors: Bajaj, Kiran; Sakhuja, Rajeev
• Is Part Of: Chemistry, an Asian journal. Volume 12:Issue 15(2017)
• Page Start: 1869
• Page End: 1874
• Publication Date: 2017-06-26
• Subjects: amino acids -- aziridines -- desulfurization -- ligation -- peptides; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/asia.201700538
• Languages: English
• ISSNs: 1861-4728

Abstract

Abstract: An efficient approach towards peptide synthesis that allows easy access to variety of small peptides via one‐pot aziridine‐mediated ligation/desulfurization strategy has been described. The protocol afforded a library of phenylalanine‐ and tryptophan‐containing α‐peptides in good yields by regioselective ring‐opening of aziridine‐3‐aryl‐2‐carboxylates with peptide thioacids, followed by desulfurization. Abstract : Secret to protein shakes : An efficient approach towards peptide synthesis that allows easy access to variety of small peptides via a one‐pot aziridine‐mediated ligation/desulfurization strategy is described. This strategy provides access to a series of tryptophan‐ and phenylalanine‐containing α‐peptides in a highly regioselective manner.