Fluorescence properties of a benzo(a)pyrene 7,8 dihydrodiol 9,10-oxide-DNA adduct. Conformation and effects of intermolecular DNA interactions

Thaddeus Prusik, Nicholas Geacintov

Research output: Contribution to journalArticle

Abstract

The pyrene-like fluorescence of the covalent benzo(a)pyrene diol-epoxide-DNA complex prepared by reacting 7,8,-dihydrodiol 9,10-epoxy benzo(a)pyrene (BPDE) with DNA in aqueous solution in vitro, has been investigated. It is shown that this fluorescence is sensitive to molecular oxygen, to the concentration of native DNA and to the ionic strength (KCl concentration), but is insensitive to the concentration of denatured DNA. These effects are related to the conformation of the pyrene-like chromophore of BPDE. Most of the fluorescence of a dilute solution of the DNA-bound benzo(a)pyrene derivative originates from binding sites in which the pyrene moiety is not intercalated between the DNA base pairs, but is located on the outside of the DNA double helix.

Original languageEnglish (US)
Pages (from-to)782-790
Number of pages9
JournalBiochemical and Biophysical Research Communications
Volume88
Issue number3
DOIs
StatePublished - Jun 13 1979

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DNA Adducts
Oxides
Conformations
Fluorescence
DNA
Benzo(a)pyrene
7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide
Epoxy Compounds
Molecular oxygen
Population Groups
Base Pairing
Osmolar Concentration
Chromophores
benzo(a)pyrene 7,8-dihydrodiol
Ionic strength
Binding Sites
Oxygen
Derivatives
pyrene

ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Molecular Biology

Cite this

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abstract = "The pyrene-like fluorescence of the covalent benzo(a)pyrene diol-epoxide-DNA complex prepared by reacting 7,8,-dihydrodiol 9,10-epoxy benzo(a)pyrene (BPDE) with DNA in aqueous solution in vitro, has been investigated. It is shown that this fluorescence is sensitive to molecular oxygen, to the concentration of native DNA and to the ionic strength (KCl concentration), but is insensitive to the concentration of denatured DNA. These effects are related to the conformation of the pyrene-like chromophore of BPDE. Most of the fluorescence of a dilute solution of the DNA-bound benzo(a)pyrene derivative originates from binding sites in which the pyrene moiety is not intercalated between the DNA base pairs, but is located on the outside of the DNA double helix.",
author = "Thaddeus Prusik and Nicholas Geacintov",
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