Journal Article

Studies of the binding of diolepoxide metabolites of polycyclic aromatic hydrocarbons to DNA using electrofluorescence polarization spectroscopy

Stuart A. Windsor, Michael H. Tinker, Martin R. Osborne and Albrecht Seidel

in Carcinogenesis

Volume 17, issue 3, pages 605-608
Published in print March 1996 | ISSN: 0143-3334
e-ISSN: 1460-2180 | DOI: http://dx.doi.org/10.1093/carcin/17.3.605
Studies of the binding of diolepoxide metabolites of polycyclic aromatic hydrocarbons to DNA using electrofluorescence polarization spectroscopy

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In the electrofluorescence method, a solution of DNA with covalently bound polycyclic hydrocarbons is placed in an electric field, and changes in the intensity of polarized fluorescence are observed. Under the correct conditions, these changes can be used to determine a value for the angle ψ between the long axis of the hydrocarbon molecule and the axis of the DNA helix. For DNA or poly(dA-dT) treated with each stereoisomer of anti-benzo[c]phenanthrene diolepoxide, ψ ranged from 55° to 61°, consistent with a mixture of quasi-intercalated adenine adducts and externally bound guanine adducts. Similar results were obtained with another set of ‘fjord-region’ diolepoxides, derived from benzo[c]chrysene. Adducts in DNA treated with diolepoxides derived from chrysene, 5-methylchrysene or 6-methylchrysene gave ψ of ∼53°, so the predominant adducts are externally bound, probably in the minor groove of DNA.

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Subjects: Clinical Cytogenetics and Molecular Genetics

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