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

Elmquist CE, Stover JS, Wang Z, Rizzo CJ
J Am Chem Soc. 2004 126 (36): 11189-201

PMID: 15355100 · DOI:10.1021/ja0487022

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.

MeSH Terms (8)

Amines Circular Dichroism Deoxyguanosine Frameshift Mutation Mutagens Oligonucleotides Quinolines Spectrophotometry, Ultraviolet

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