Site-specific synthesis and properties of oligonucleotides containing C8-deoxyguanosine adducts of the dietary mutagen IQ

Journal of the American Chemical Society
C Eric ElmquistCarmelo J Rizzo

Abstract

The site-specific synthesis of oligonucleotides containing the C8-deoxyguanosine adduct of the highly mutagenic heterocyclic amine 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) has been achieved, and the oligonucleotides were characterized by UV melting temperature analysis, circular dichroism, and UV absorption spectroscopy. Examination of these data indicated that the IQ-adduct is accommodated in dramatically different environments. This sequence-dependent conformational preference is likely to play a key role in the mutagenicity and repair of IQ-modified oligonucleotides.

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Citations

Jan 30, 2007·Journal of the American Chemical Society·James S StoverCarmelo J Rizzo
Dec 18, 2010·Journal of the American Chemical Society·Marieke Op de Beeck, Annemieke Madder
Aug 7, 2009·Journal of the American Chemical Society·Ramendra PratapMahesh K Lakshman
Jun 15, 2007·The Journal of Organic Chemistry·Elise ChampeilMahesh K Lakshman
Dec 21, 2004·Organic Letters·James S Stover, Carmelo J Rizzo
Sep 22, 2006·Organic Letters·Felix N NgassaMahesh K Lakshman
Sep 13, 2011·Chemical Research in Toxicology·Alireza OmumiRichard A Manderville
Aug 30, 2013·Chemical Research in Toxicology·Michael S KuskaStacey D Wetmore
Dec 13, 2007·Chemical Research in Toxicology·James C Delaney, John M Essigmann
Jul 15, 2006·Nucleosides, Nucleotides & Nucleic Acids·Shigenori Iwai
Feb 17, 2009·Nucleosides, Nucleotides & Nucleic Acids·Laureen C ColisAshis K Basu
Dec 8, 2015·Chemical Research in Toxicology·Dustin A PoliticaMichael P Stone
Dec 18, 2013·Journal of Mass Spectrometry : JMS·Chuanqing KangYuequan Sun
Nov 2, 2016·Chemical Research in Toxicology·Richard A Manderville, Stacey D Wetmore
Aug 6, 2011·Advanced Synthesis & Catalysis·Paul F ThomsonMahesh K Lakshman
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May 19, 2019·The Journal of Biological Chemistry·Olive J NjumaF Peter Guengerich
Nov 29, 2014·Current Protocols in Nucleic Acid Chemistry·Francesca GruppiCarmelo J Rizzo
Jun 1, 2016·Chemical Science·Richard A Manderville, Stacey D Wetmore
Jun 1, 2011·European Journal of Organic Chemistry·Heidi A Dahlmann, Shana J Sturla
Jan 22, 2015·Current Protocols in Nucleic Acid Chemistry·Francesca GruppiCarmelo J Rizzo
Mar 27, 2009·The Journal of Organic Chemistry·Svenja Warnecke, Chris Meier
Nov 12, 2010·Journal of the American Chemical Society·Alireza OmumiRichard A Manderville
Jun 19, 2014·Chemical Research in Toxicology·Katie A Wilson, Stacey D Wetmore

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