A novel on-resin synthesis of C-terminally amidated peptides

Article abstract of DOI:10.1016/S0040-4039(98)02156-X

An efficient method for solid-phase synthesis of peptide alkyl- and aryl amides is developed based on cleavage of peptide-thioester linker, HS- (CH)₂-CO-Nle, by a silver ion-amine complex. The metal ion-assisted acyl transfer reaction is usually completed in less than 1 h with high yields. This method is particularly suitable for preparing peptide aryl amides which are difficult to synthesize by other methods and also can be adopted for the combinatorial synthesis of nonpeptide amide libraries.