Statements in which the resource exists.
SubjectPredicateObjectContext
pubmed-article:10490497rdf:typepubmed:Citationlld:pubmed
pubmed-article:10490497lifeskim:mentionsumls-concept:C0014630lld:lifeskim
pubmed-article:10490497lifeskim:mentionsumls-concept:C0017945lld:lifeskim
pubmed-article:10490497lifeskim:mentionsumls-concept:C0596040lld:lifeskim
pubmed-article:10490497lifeskim:mentionsumls-concept:C1441547lld:lifeskim
pubmed-article:10490497lifeskim:mentionsumls-concept:C0242246lld:lifeskim
pubmed-article:10490497lifeskim:mentionsumls-concept:C0016315lld:lifeskim
pubmed-article:10490497lifeskim:mentionsumls-concept:C1883073lld:lifeskim
pubmed-article:10490497lifeskim:mentionsumls-concept:C2603343lld:lifeskim
pubmed-article:10490497lifeskim:mentionsumls-concept:C0936012lld:lifeskim
pubmed-article:10490497lifeskim:mentionsumls-concept:C0072667lld:lifeskim
pubmed-article:10490497pubmed:issue9lld:pubmed
pubmed-article:10490497pubmed:dateCreated1999-11-15lld:pubmed
pubmed-article:10490497pubmed:abstractTextLow-temperature fluorescence spectra and results of conformational studies with trans-syn-, cis-syn-, trans-anti-, and cis-anti-dibenzo[a,l]pyrene diol epoxide (DB[a,l]PDE)-derived deoxyadenosine (dA) adducts are presented and compared with those previously obtained for the stereoisomeric DB[a,l]P tetrols [Jankowiak, R., et al. (1997) Chem. Res. Toxicol. 10, 677-686]. In contrast to DB[a,l]P tetrols, for which only trans isomers exhibited two conformers, all stereoisomeric dA adducts adopt two different conformations with either half-chair or half-boat structures for the cyclohexenyl ring, and an "open"- or "folded"-type configuration between dA and the DB[a,l]P moiety. The major conformations observed for trans-syn-, cis-syn-, and cis-anti-DB[a,l]PDE-14-N(6)dA could be assigned on the basis of the previous calculations for the DB[a,l]P tetrols. The major conformers of the trans-syn- and cis-syn-DB[a, l]PDE-14-N(6)dA adducts exist in conformations I and II, with their fluorescence origin bands at approximately 382 and approximately 389 nm, respectively. In conformation I, the cyclohexenyl ring adopts a half-boat structure with dA in a pseudoaxial position (an open configuration), whereas the cyclohexenyl ring in conformation II adopts a half-chair structure with dA in pseudoequatorial position (a folded configuration). The major conformation of cis-anti-DB[a, l]PDE-14-N(6)dA, with its origin band at approximately 389 nm, was also assigned as a folded-type configuration with a half-chair structure in the cyclohexenyl ring. Molecular mechanics and dynamical simulations were performed for interpretation of the low-temperature fluorescence spectra and (1)H NMR coupling constants observed for the trans-anti-DB[a,l]PDE-14-N(6)dA adduct. The major conformer of this adduct has a half-chair structure in the cyclohexenyl ring, but a deviation from planarity in the fjord region different from that of conformer II of cis-anti-DB[a, l]PDE-N(6)dA. This new structure is labeled as conformer II'. Its (0, 0) fluorescence band is at 388.1 and 388.3 nm in ethanol and glycerol/water glasses, respectively, consistent with the folded-type configuration revealed by the calculations. The fluorescence line-narrowed spectra reveal that the trans-syn-, cis-syn-, trans-anti-, and cis-anti-DB[a,l]PDE-14-N(6)dA adducts can be distinguished. Thus, their spectra should prove useful for identification of DB[a,l]P-DNA adducts formed at low levels in biological samples.lld:pubmed
pubmed-article:10490497pubmed:granthttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:10490497pubmed:languageenglld:pubmed
pubmed-article:10490497pubmed:journalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:10490497pubmed:citationSubsetIMlld:pubmed
pubmed-article:10490497pubmed:chemicalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:10490497pubmed:chemicalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:10490497pubmed:chemicalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:10490497pubmed:chemicalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:10490497pubmed:chemicalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:10490497pubmed:chemicalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:10490497pubmed:statusMEDLINElld:pubmed
pubmed-article:10490497pubmed:monthSeplld:pubmed
pubmed-article:10490497pubmed:issn0893-228Xlld:pubmed
pubmed-article:10490497pubmed:authorpubmed-author:LinC HCHlld:pubmed
pubmed-article:10490497pubmed:authorpubmed-author:GOLAAlld:pubmed
pubmed-article:10490497pubmed:authorpubmed-author:JankowiakRRlld:pubmed
pubmed-article:10490497pubmed:authorpubmed-author:SmallG JGJlld:pubmed
pubmed-article:10490497pubmed:authorpubmed-author:RobertsK PKPlld:pubmed
pubmed-article:10490497pubmed:authorpubmed-author:ZamzowDDlld:pubmed
pubmed-article:10490497pubmed:issnTypePrintlld:pubmed
pubmed-article:10490497pubmed:volume12lld:pubmed
pubmed-article:10490497pubmed:ownerNLMlld:pubmed
pubmed-article:10490497pubmed:authorsCompleteYlld:pubmed
pubmed-article:10490497pubmed:pagination768-77lld:pubmed
pubmed-article:10490497pubmed:dateRevised2007-11-14lld:pubmed
pubmed-article:10490497pubmed:meshHeadingpubmed-meshheading:10490497...lld:pubmed
pubmed-article:10490497pubmed:meshHeadingpubmed-meshheading:10490497...lld:pubmed
pubmed-article:10490497pubmed:meshHeadingpubmed-meshheading:10490497...lld:pubmed
pubmed-article:10490497pubmed:meshHeadingpubmed-meshheading:10490497...lld:pubmed
pubmed-article:10490497pubmed:meshHeadingpubmed-meshheading:10490497...lld:pubmed
pubmed-article:10490497pubmed:meshHeadingpubmed-meshheading:10490497...lld:pubmed
pubmed-article:10490497pubmed:meshHeadingpubmed-meshheading:10490497...lld:pubmed
pubmed-article:10490497pubmed:meshHeadingpubmed-meshheading:10490497...lld:pubmed
pubmed-article:10490497pubmed:meshHeadingpubmed-meshheading:10490497...lld:pubmed
pubmed-article:10490497pubmed:year1999lld:pubmed
pubmed-article:10490497pubmed:articleTitleSpectral and conformational analysis of deoxyadenosine adducts derived from syn- and anti-Dibenzo[a,l]pyrene diol epoxides: fluorescence studies.lld:pubmed
pubmed-article:10490497pubmed:affiliationAmes Laboratory-U.S. Department of Energy and Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA. jankowiak@ameslab.govlld:pubmed
pubmed-article:10490497pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:10490497pubmed:publicationTypeComparative Studylld:pubmed
pubmed-article:10490497pubmed:publicationTypeResearch Support, U.S. Gov't, P.H.S.lld:pubmed
pubmed-article:10490497pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed
http://linkedlifedata.com/r...pubmed:referesTopubmed-article:10490497lld:pubmed