title: The mechanism of the α-ketoacid-hydroxylamine amide-forming ligation.
abstract: Three-ring circus! Surprisingly complex molecular acrobatics are observed in the mechanism of the α-ketoacid-hydroxylamine amide-forming ligation reaction. Although this remarkable reaction can already be used for the chemoselective union of large, unprotected peptide fragments the elucidated mechanism provides important clues to extending its application to larger and more complex biological targets.
authors: Laboratorium für Organische Chemie, Departement Chemie und Angewandte Biowissenschaften, ETH-Zürich, Wolfgang Pauli Strasse 10, 8093 Zürich, Switzerland.
authors: Ivano
authors: I
authors: Pusterla
authors: Jeffrey W
authors: JW
authors: Bode
mesh_terms: D000577:Amides / Q000737:chemistry*; D019811:Hydroxylamine / Q000737:chemistry*; D007553:Isotope Labeling; D007651:Keto Acids / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*
chemical_list: D000577:Amides; D007651:Keto Acids; D010455:Peptides; D019811:Hydroxylamine