Solid phase synthesis of peptides containing the CH2NH peptide bond isostere.
The CH2NH peptide bond can be directly introduced by the reductive alkylation reaction between a tert-butoxycarbonyl-amino acid aldehyde and an amine on the resin bound peptide employing sodium cyanoborohydride in acidified dimethylformamide solution and this facile method was successfully applied to the synthesis of a psi[CH2NH] pseudopeptide somatostatin octapeptide analogue.
D000478:Alkylation; D000588:Amines / Q000138:chemical synthesis; D010084:Oxidation-Reduction; D010455:Peptides / Q000138:chemical synthesis*
D000588:Amines; D010455:Peptides