Synthesis and reactivity of novel γ-phosphate modified ATP analogues

Sarah E. Lee; Lucy M. Elphick; Alexandra A. Anderson; Laurent Bonnac; Emma S. Child; David J. Mann; Véronique Gouverneur

doi:10.1016/j.bmcl.2009.04.028

Synthesis and reactivity of novel γ-phosphate modified ATP analogues

Sarah E. Lee, Lucy M. Elphick, Alexandra A. Anderson, Laurent Bonnac, Emma S. Child, David J. Mann, Véronique Gouverneur

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Abstract

We hereby present a simple yet novel chemical synthesis of a family of γ-modified ATPs bearing functional groups on the γ-phosphate that are amenable to further derivatization by highly selective chemical manipulations (e.g., click chemistry, Staudinger ligations). A preliminary screen of these compounds as phosphate donors with a typical wild type protein kinase (cdk2) and one of its known substrates p27^kip1 is also presented.

Original language	English (US)
Pages (from-to)	3804-3807
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	14
DOIs	https://doi.org/10.1016/j.bmcl.2009.04.028
State	Published - Jul 15 2009
Externally published	Yes

Bibliographical note

Funding Information:
We thank the Biotechnology and Biological Sciences Research Council and Cancer Research UK for funding.

Keywords

ATP
Alkene
Alkyne
Azide
Kinase
Phosphorylation

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AU - Lee, Sarah E.

AU - Elphick, Lucy M.

AU - Anderson, Alexandra A.

AU - Bonnac, Laurent

AU - Child, Emma S.

AU - Mann, David J.

AU - Gouverneur, Véronique

N1 - Funding Information: We thank the Biotechnology and Biological Sciences Research Council and Cancer Research UK for funding.

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AB - We hereby present a simple yet novel chemical synthesis of a family of γ-modified ATPs bearing functional groups on the γ-phosphate that are amenable to further derivatization by highly selective chemical manipulations (e.g., click chemistry, Staudinger ligations). A preliminary screen of these compounds as phosphate donors with a typical wild type protein kinase (cdk2) and one of its known substrates p27kip1 is also presented.

KW - ATP

KW - Alkene

KW - Alkyne

KW - Azide

KW - Kinase

KW - Phosphorylation

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Synthesis and reactivity of novel γ-phosphate modified ATP analogues

Abstract

Bibliographical note

Keywords

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