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  • Title: Identification of conformationally different binding sites in benzo[a]pyrene diol epoxide--DNA adducts by low-temperature fluorescence spectroscopy.
    Author: Kim SK, Geacintov NE, Brenner HC, Harvey RG.
    Journal: Carcinogenesis; 1989 Jul; 10(7):1333-5. PubMed ID: 2500269.
    Abstract:
    It is known that the covalent binding of the two enantiomers of trans-7,8-diol-anti-9,10-epoxy-benzo[a]pyrene (BPDE) to native double-stranded DNA gives rise to two distinct classes of adducts. Type I adducts involve significant interactions of the pyrenyl residues with the DNA bases and are similar but not identical to intercalation complexes. Type II adducts involve external solvent-exposed binding sites and their predominance in adducts derived from the covalent reaction of (+)-BPDE with DNA has been associated with the higher tumorigenicity and mutagenic activity of (+)-BPDE in mammalian cells. These two distinct binding sites in covalent BPDE-DNA adducts can be readily resolved by synchronous scanning fluorescence methods at low temperatures (77 K) using commercially available fluorescence spectrophotometers. The site I adducts are particularly unstable in the presence of UV light, and this method can be used to follow their selective photodegradation.
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