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

Authors: Elmquist, C Eric; Stover, James S; Wang, Zhiwei; Rizzo, Carmelo J

Published In J Am Chem Soc, (2004 Sep 15)

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.

PubMed ID: 15355100 Exiting the NIEHS site

MeSH Terms: Amines/chemistry; Circular Dichroism; Deoxyguanosine/analogs & derivatives*; Deoxyguanosine/chemical synthesis; Frameshift Mutation; Mutagens/chemistry*; Oligonucleotides/chemical synthesis*; Oligonucleotides/chemistry; Oligonucleotides/genetics; Quinolines/chemistry*; Spectrophotometry, Ultraviolet

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