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

Sebastian, D; Heuser, A; Schulze, S; Waldmann, Herbert

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

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Waldmann, Herbert
Abt. IV: Chemische Biologie, Max Planck Institute of Molecular Physiology, Max Planck Society;

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Citation

Sebastian, D., Heuser, A., Schulze, S., & Waldmann, H. (1997). Selective enzymatic removal of protecting groups from phosphopeptides: Chemoenzymatic synthesis of a characteristic phosphopeptide fragment of the Raf-1 kinase. Synthesis, 1997(9), 1098-1108.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0014-71C6-D

Abstract

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.