Synthesis of oligodeoxyribonucleotides containing a conformationally-locked anti analogue of O6-methyl-2′-deoxyguanosine and their recognition by MGMT and Atl1

Kabir Abdu; Miren K. Aiertza; Oliver J. Wilkinson; Jane A. Grasby; Pattama Senthong; Andrew C. Povey; Geoffrey P. Margison; David M. Williams

doi:10.1039/C2CC36252J

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Synthesis of oligodeoxyribonucleotides containing a conformationally-locked anti analogue of O⁶-methyl-2′-deoxyguanosine and their recognition by MGMT and Atl1†‡§

Kabir Abdu,¶^a Miren K. Aiertza,¶^a Oliver J. Wilkinson,^a Jane A. Grasby,^a Pattama Senthong,^b Andrew C. Povey,^b Geoffrey P. Margison^c and David M. Williams*^b

Author affiliations

* Corresponding authors

^a Centre for Chemical Biology, Department of Chemistry, Krebs Institute, University of Sheffield, Sheffield, UK

^b Centre for Occupational & Environmental Health, Faculty of Medical & Human Sciences, University of Manchester, Manchester, UK
E-mail: d.m.williams@sheffield.ac.uk
Fax: +44 (0)1142229346
Tel: +44 (0)1142229502

^c Cancer Research-UK Carcinogenesis Group, Paterson Institute for Cancer Research, University of Manchester, Manchester, UK

Abstract

We show that DNA containing a conformationally-locked anti analogue of O⁶-alkylguanine is a poor substrate for human O⁶-methylguanine–DNA methyltransferase (MGMT) and the alkyltransferase-like protein, Atl1. This highlights the requirement for the syn conformation and rationalises why certain O⁶-alkylguanines are poor MGMT substrates.

This article is part of the themed collection: Nucleic acids: new life, new materials

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Article information

DOI: https://doi.org/10.1039/C2CC36252J
Article type: Communication
Submitted: 28 Aug 2012
Accepted: 01 Oct 2012
First published: 11 Oct 2012

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Chem. Commun., 2012,48, 11214-11216

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Synthesis of oligodeoxyribonucleotides containing a conformationally-locked anti analogue of O⁶-methyl-2′-deoxyguanosine and their recognition by MGMT and Atl1

K. Abdu, M. K. Aiertza, O. J. Wilkinson, J. A. Grasby, P. Senthong, A. C. Povey, G. P. Margison and D. M. Williams, Chem. Commun., 2012, 48, 11214 DOI: 10.1039/C2CC36252J

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