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Synthesis of phosphopeptides: A simple phosphorylation procedure for serine and threonine

H. B. A. de Bont, G.H. Veeneman, J. H. VAN BOOM, Rob M. J. Liskamp

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Abstract

Abstract Treatment of suitably protected serine and threonine derivatives with N,N‐diethylaminodibenzylphosphoramidite, followed by subsequent treatment with tert‐butyl hydroperoxide affords the phosphorylated amino acids in good yields. After deprotection and coupling with the hydroxybenzotriazole ester from Boc‐Ala the protected phosphopeptides are obtained in good yields.

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What this paper is about

Abstract Treatment of suitably protected serine and threonine derivatives with N,N‐diethylaminodibenzylphosphoramidite, followed by subsequent treatment with tert‐butyl hydroperoxide affords the phosphorylated amino acids in good yields. After deprotection and coupling with the hydroxybenzotriazole ester from Boc‐Ala the protected phosphopeptides are obtained in good yields.

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Available abstract

Abstract Treatment of suitably protected serine and threonine derivatives with N,N‐diethylaminodibenzylphosphoramidite, followed by subsequent treatment with tert‐butyl hydroperoxide affords the phosphorylated amino acids in good yields. After deprotection and coupling with the hydroxybenzotriazole ester from Boc‐Ala the protected phosphopeptides are obtained in good yields.

Key concepts: Threonine, Serine, Phosphorylation, Chemistry, Amino acid, Coupling (piping), Biochemistry, Combinatorial chemistry

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