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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Chemical Communications

Issue 91, 2012

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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

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

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

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

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

DOI: 10.1039/C2CC36252J
Received 28 Aug 2012, Accepted 01 Oct 2012
First published online 11 Oct 2012

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

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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.

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

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Chemical Communications

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

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Chemical Communications

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

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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