title: Synthesis of ketomethylene amino pseudopeptide analogues via reductive amination of glyoxals derived from alpha-amino acids.
abstract: The reductive amination of an amino acid derived glyoxal, with the free amino group of a protected amino acid or oligopeptide fragment, has been developed as a simple and efficient method for the preparation of ketomethylene amino pseudo-oligopeptide isosteres Aa psi(COCH2NH)Aa. Trichlorosilane-DMF is the reagent of choice for the reduction.
authors.affiliation: School of Chemistry, The Queen's University, Belfast, UK.
authors.forename: M
authors.initials: M
authors.lastname: Groarke
authors.forename: B
authors.initials: B
authors.lastname: Hartzoulakis
authors.forename: M A
authors.initials: MA
authors.lastname: McKervey
authors.forename: B
authors.initials: B
authors.lastname: Walker
authors.forename: C H
authors.initials: CH
authors.lastname: Williams
mesh_terms: D000586:Amination; D000596:Amino Acids / Q000737:chemistry*; D006037:Glyoxal / Q000031:analogs & derivatives*; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D010455:Peptides / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D010455:Peptides; D006037:Glyoxal