title: Stereoselective covalent binding of enantiomers of anti-benzo[a]pyrene diol epoxide to DNA as probed by optical detection of magnetic resonance.
abstract: Phosphorescence and optical detection of magnetic resonance measurements applied to the covalent adducts of (+)- and (-)-anti-benzo[a]pyrene with DNA show a marked red shift of the pyrenyl phosphorescence and a lowering of the zero field splitting parameters of the (-) adduct, relative to the (+) adduct and the (solvent-exposed) benzo[a]pyrene tetraol. These results are consistent with a predominance of quasi-intercalative sites in the (-) adduct and external, solvent-exposed sites in the (+) adduct.
mesh_terms: D015123:7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide; D004247:DNA; D018736:DNA Adducts; D004101:Dihydroxydihydrobenzopyrenes; D008163:Luminescent Measurements; D008280:Magnetics; D009691:Nucleic Acid Denaturation; D013237:Stereoisomerism
chemical_list: D018736:DNA Adducts; D004101:Dihydroxydihydrobenzopyrenes; C043931:benzo(a)pyrene-7,8-dihydrodiol-9,10-epoxide-DNA; D015123:7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide; D004247:DNA