Method for the synthesis of mono-ADP-ribose conjugated peptides

Moyle, Peter M. and Muir, Tom W (2010) Method for the synthesis of mono-ADP-ribose conjugated peptides. Journal of the American Chemical Society, 132 45: 15878-15880. doi:10.1021/ja1064312

Author Moyle, Peter M.
Muir, Tom W
Title Method for the synthesis of mono-ADP-ribose conjugated peptides
Journal name Journal of the American Chemical Society   Check publisher's open access policy
ISSN 0002-7863
Publication date 2010-11
Year available 2010
Sub-type Article (original research)
DOI 10.1021/ja1064312
Open Access Status
Volume 132
Issue 45
Start page 15878
End page 15880
Total pages 3
Place of publication Washington, DC, United States
Publisher American Chemical Society
Language eng
Abstract ADP-ribosylation is an important post-translational modification involved in processes including cellular replication, DNA repair, and cell death. Despite these roles, the functions of ADP-ribosylation, in particular mono-ADP-ribosylation, remain poorly understood. The development of a technique to generate large amounts of site-specific, ADP-ribosylated peptides would provide a useful tool for deconvoluting the biochemical roles of ADP-ribosylation. Here we demonstrate that synthetic histone H2B tail peptides, incorporating aminooxy or N-methyl aminooxy functionalized amino acids, can be site-specifically conjugated to ADP-ribose. These peptides are recognized as substrates by the ADP-ribosylation biochemical machinery (PARP1), can interact with the ADP-ribose binding proteins macroH2A1.1 and PARP9, and demonstrate superior enzymatic and chemical stability when compared to ester-linked ADP-ribose. In addition, the incorporation of benzophenone photo-cross-linkers into these peptides is demonstrated to provide a means to probe for and enrich ADP-ribose binding proteins.
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Non-UQ

Document type: Journal Article
Sub-type: Article (original research)
Collection: School of Pharmacy Publications
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Citation counts: TR Web of Science Citation Count  Cited 22 times in Thomson Reuters Web of Science Article | Citations
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Created: Wed, 12 Mar 2014, 10:14:07 EST by Peter Moyle on behalf of School of Pharmacy