Selective enzymatic removal of protecting groups from phosphopeptides: Chemoenzymatic synthesis of a characteristic phosphopeptide fragment of the raf-1 kinase

Article abstract of DOI:10.1055/s-1997-1306

Base-labile biologically relevant phosphopeptides can advantageously be synthesized under very mild conditions and without undesired side reactions by employing the heptyl (Hep) ester as C-terminal or the phenylacetamide (PhAc) as N-terminal enzyme-labile protecting group. The lipase-mediated saponification of the heptyl ester blocking function was successfully applied in the construction of a characteristic selectively phosphorylated hydroxyamino acid fragment of Raf-1 kinase, an important member of the so-called Ras signal transduction pathway.