title: Site-specific integration of amino acid fragments into cyclic peptides.
abstract: The concept of site-specific integration of fragments into macrocyclic entities has not yet found application in the realm of synthetic chemistry. Here we show that the reduced amidicity of aziridine amide bonds provides an entry point for the site-specific integration of amino acids and peptide fragments into the homodetic cyclic peptide architecture. This new synthetic operation improves both the convergence and divergence of cyclic peptide synthesis.
authors.affiliation: Davenport Research Laboratories, Department of Chemistry, University of Toronto , 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: White
authors.forename: Jennifer L
authors.initials: JL
authors.lastname: Hickey
authors.forename: Conor C G
authors.initials: CC
authors.lastname: Scully
authors.forename: Andrei K
authors.initials: AK
authors.lastname: Yudin
mesh_terms: D000577:Amides / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D010446:Peptide Fragments / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000577:Amides; D000596:Amino Acids; D001388:Aziridines; D010446:Peptide Fragments; D010456:Peptides, Cyclic; C033132:aziridine