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DNA adducts formed by the fjord-region dihydrodiol epoxide of benzo

  1. Author:
    Szeliga, J.
    Zhang, F. J.
    Harvey, R. G.
    Dipple, A.

  2. Author Address

    Szeliga J NCI, ABL Basic Res Program, FCRDC Frederick, MD 21702 USA NCI, ABL Basic Res Program, FCRDC Frederick, MD 21702 USA Univ Chicago, Ben May Inst Chicago, IL 60637 USA
    1. Year: 1999
  2. Journal: Polycyclic Aromatic Compounds
    1. 17
    2. 1-4
    3. Pages: 115-124
  4. Type of Article: Article
  1. Abstract:

    Anti benzo[s]picene 9,10-dihydrodiol 11,12-epoxide was reacted with calf thymus DNA and with its constituent deoxyribonucleotides. The origin of DNA adducts was established by comparison of their HPLC retention times and UV spectra with those of the nucleotide-derived adduct-markers. The low binding of the dihydrodiol epoxide to DNA (2%) and to deoxyguanylic and deoxyadenylic acids precluded an NMR study, and assignment of cis or trans epoxide ring opening was made by analogy to other anti dihydrodiol epoxide adducts. The adduct ratio for dGuo/dAdo in DNA was 24/76 and the ratios of dGuo cis/dGuo trans and dAdo cis/dAdo trans were 40/60 and 6/94, respectively. [References: 22]

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