Stereoselective covalent binding of enantiomers of anti-benzo[a]pyrene diol epoxide to DNA as probed by optical detection of magnetic resonance

Vassily Kolubayev, Henry C. Brenner, Nicholas Geacintov

Research output: Contribution to journalArticle

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.

Original languageEnglish (US)
Pages (from-to)2638-2641
Number of pages4
JournalBiochemistry
Volume26
Issue number9
StatePublished - 1987

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Phosphorescence
Enantiomers
Benzo(a)pyrene
Epoxy Compounds
Magnetic resonance
Magnetic Resonance Spectroscopy
Magnetic resonance measurement
DNA

ASJC Scopus subject areas

  • Biochemistry

Cite this

Stereoselective covalent binding of enantiomers of anti-benzo[a]pyrene diol epoxide to DNA as probed by optical detection of magnetic resonance. / Kolubayev, Vassily; Brenner, Henry C.; Geacintov, Nicholas.

In: Biochemistry, Vol. 26, No. 9, 1987, p. 2638-2641.

Research output: Contribution to journalArticle

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AB - 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.

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