Synthesis of ketomethylene amino pseudopeptide analogues via reductive amination of glyoxals derived from alpha-amino acids.
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.
Groarke
M
M
School of Chemistry, The Queen's University, Belfast, UK.
Hartzoulakis
B
B
McKervey
M A
MA
Walker
B
B
Williams
C H
CH
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
D000596:Amino Acids; D010455:Peptides; D006037:Glyoxal