title: Site-specific synthesis and properties of oligonucleotides containing C8-deoxyguanosine adducts of the dietary mutagen IQ.
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.
authors.affiliation: Department of Chemistry and Center in Molecular Toxicology, Vanderbilt University, VU Station B 351822, Nashville, Tennessee 37235-1822, USA.
authors.forename: C Eric
authors.initials: CE
authors.lastname: Elmquist
authors.forename: James S
authors.initials: JS
authors.lastname: Stover
authors.forename: Zhiwei
authors.initials: Z
authors.lastname: Wang
authors.forename: Carmelo J
authors.initials: CJ
authors.lastname: Rizzo
mesh_terms: D000588:Amines / Q000737:chemistry; D002942:Circular Dichroism; D003849:Deoxyguanosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D016368:Frameshift Mutation; D009153:Mutagens / Q000737:chemistry*; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry / Q000235:genetics; D011804:Quinolines / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000588:Amines; D009153:Mutagens; D009841:Oligonucleotides; D011804:Quinolines; C029216:2-amino-3-methylimidazo(4,5-f)quinoline; D003849:Deoxyguanosine