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Synthesis 1997; 1997(9): 1098-1108
DOI: 10.1055/s-1997-1306
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Selective Enzymatic Removal of Protecting Groups from Phosphopeptides: Chemoenzymatic Synthesis of a Characteristic Phosphopeptide Fragment of the Raf-1 Kinase

Dagmar Sebastian
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Publication Date:
31 December 2000 (online)

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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.

Enzymatic protecting group techniques make sensitive phosphopeptides available under mild conditions

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