Synthesis of Casein-Related Peptides and Phosphopeptides. XII. The Synthesis of O-Phosphoseryl-Containing Peptides With Site-Specific Serine Residues

Abstract

The synthesis of the two Ser/Ser(P)-containing peptides H-Ser-Ser(P)-Ser(P)-NHMe.CF₃CO₂H and H-Ser(P)-Ser-Ser(P)-NHMe.CF₃CO₂H is described. The selective use of Boc-Ser(PO₃Ph₂)-OH and Boc -Ser( Bzl )-OH in the Boc mode of peptide synthesis for the preparation of the protected Ser( Bzl )/Ser(PO₃Ph₂)-containing peptides is followed by platinum-mediated hydrogenolytic cleavage of the benzyl ether and phenyl phosphate groups.