Chemistry - An Asian Journal
Chemistry - An Asian Journal
4 years ago

Aziridine-Mediated Ligation at Phenylalanine and Tryptophan Sites

Aziridine-Mediated Ligation at Phenylalanine and Tryptophan Sites
Kiran Bajaj, Rajeev Sakhuja
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. 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.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/asia.201700538

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