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

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 (+) ad...

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Veröffentlicht in:Biochemistry (Easton) 1987-05, Vol.26 (9), p.2638-2641
Hauptverfasser: KOLUBAYEV, V, BRENNER, H. C, GEACINTOV, N. E
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container_title Biochemistry (Easton)
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creator KOLUBAYEV, V
BRENNER, H. C
GEACINTOV, N. E
description 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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source MEDLINE; ACS Publications
subjects 7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide
Biological and medical sciences
Carcinogenesis, carcinogens and anticarcinogens
Chemical agents
Dihydroxydihydrobenzopyrenes
DNA
DNA Adducts
Luminescent Measurements
Magnetics
Medical sciences
Nucleic Acid Denaturation
Stereoisomerism
Tumors
title Stereoselective covalent binding of enantiomers of anti-benzo[a]pyrene diol epoxide to DNA as probed by optical detection of magnetic resonance
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