A new approach for the synthesis of tyrosine sulphate containing peptides: use of the p-(methylsulphinyl)benzyl group as a key protecting group of serine

Abstract

A convenient method for the synthesis of tyrosine sulphate [Tyr(SO₃H)] containing peptides, using Fmoc–solid-phase strategy (Fmoc = fluoren-9-ylmethoxycarbonyl) for peptide-chain construction and O-p-(methylsulphinyl)benzyl serine for the selective sulphation of tyrosine, has been developed and cholecystokinin (CCK)-12 synthesized as a model peptide.