Push-Pull-Acetylene als Hilfsmittel zur Synthese von Peptiden

Abstract

Push-pull-acetylenes are excellent reagents for peptide synthesis: Addition of N-protected amino acids to solutions of a push-pull-acetylene (or vice versa) gives enol esters 3, which are reacting selectively with the amino function of a second amino acid. In this way serine, tyrosine, hydroxyproline, cysteine as well as histidine are linked to form dipeptide esters without protection of the second functional group (OH, SH or NH). The versatility of the reaction is discussed.