CHEMICAL SYNTHESIS OF PHOSPHOPEPTIDES USING THE ARYLTHIO GROUP FOR PROTECTION OF PHOSPHATE - APPLICATION TO IDENTIFICATION OF CDC2 KINASE PHOSPHORYLATION SITES

Synthesis of two O-phosphorylated dipeptides, is(p-methoxyphenyl)phosp horodithioyl]-serylproline and p-methoxyphenyl)phosphorodithioyl]threo nylproline, as new O-phosphorylated dipeptide building blocks for the synthesis of O-phosphorylated peptides, is described. Peptides contain ing phosphoserine or phosphothreonine were prepared by use of these bu ilding blocks in the Boc mode of liquid-phase peptide synthesis. Sites phosphorylated by cdc2 kinase were easily identified using these chem ically synthesized phosphopeptides. (C) Munksgaard 1995.