Non-covalent intercalative binding of 7,8-dihydroxy-9,10-epoxybenzo(a)pyrene to DNA. [Calf thymus DNA]
Journal Article
·
· Biochem. Biophys. Res. Commun.; (United States)
- New York Univ., NY
When the benzo(a)pyrene diol epoxide (+) -7..beta..,8..cap alpha..-dihydroxy-9..cap alpha..,10..cap alpha..-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene (BPDE) is mixed into a DNA solution, a 10nm red shift in the absorption maximum of BPDE appears at 354nm which is due to a non-covalent intercalation complex. The major reaction pathway at this intercalation site is the hydrolysis of BPDE to its tetraol which is accompanied by a decrease in the absorbance and a shift from 354 to 353nm (the latter is due to intercalated tetraol). The non-covalent binding constants are approximately 8200M/sup -1/ for BPDE and 3300M/sup -1/ for the tetraol at 25/sup 0/C, pH 7.0. Covalent adduct formation between BPDE and DNA occurs either at another, external binding site, or after some rearrangement of the intercalated BPDE, since covalent adducts display a 345nm absorption maximum (2nm red shift only).
- OSTI ID:
- 5294154
- Journal Information:
- Biochem. Biophys. Res. Commun.; (United States), Journal Name: Biochem. Biophys. Res. Commun.; (United States) Vol. 100:4; ISSN BBRCA
- Country of Publication:
- United States
- Language:
- English
Similar Records
Kinetics of hydrolysis to tetraols and binding of benzo(a)pyrene-7,8-dihydrodiol-9,10-oxide and its tetraol derivatives to DNA. Conformation of adducts
Physical binding of tetraols derived from 7,8-dihydroxy-9,10-epoxybenzo(a)pyrene to DNA
Fungal oxidation of (+-)-9,10-dihydroxy-9,10-dihydrobenzo(a)pyrene: formation of diastereomeric benzo(a)pyrene 9,10-diol 7,8-epoxides
Journal Article
·
Tue Feb 26 23:00:00 EST 1980
· Biochem. Biophys. Res. Commun.; (United States)
·
OSTI ID:6459648
Physical binding of tetraols derived from 7,8-dihydroxy-9,10-epoxybenzo(a)pyrene to DNA
Journal Article
·
Wed Aug 13 00:00:00 EDT 1980
· J. Am. Chem. Soc.; (United States)
·
OSTI ID:6951351
Fungal oxidation of (+-)-9,10-dihydroxy-9,10-dihydrobenzo(a)pyrene: formation of diastereomeric benzo(a)pyrene 9,10-diol 7,8-epoxides
Journal Article
·
Fri Aug 01 00:00:00 EDT 1980
· Proc. Natl. Acad. Sci. U.S.A.; (United States)
·
OSTI ID:6850410
Related Subjects
560301* -- Chemicals Metabolism & Toxicology-- Cells-- (-1987)
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ABSORPTION SPECTRA
ABSORPTION SPECTROSCOPY
ADDUCTS
AROMATICS
BENZOPYRENE
BIOCHEMICAL REACTION KINETICS
CARCINOGENESIS
COMPLEXES
CONDENSED AROMATICS
DNA
HYDROCARBONS
KINETICS
METABOLITES
NUCLEIC ACIDS
ORGANIC COMPOUNDS
PATHOGENESIS
REACTION KINETICS
SPECTRA
SPECTRAL SHIFT
SPECTROSCOPY
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ABSORPTION SPECTRA
ABSORPTION SPECTROSCOPY
ADDUCTS
AROMATICS
BENZOPYRENE
BIOCHEMICAL REACTION KINETICS
CARCINOGENESIS
COMPLEXES
CONDENSED AROMATICS
DNA
HYDROCARBONS
KINETICS
METABOLITES
NUCLEIC ACIDS
ORGANIC COMPOUNDS
PATHOGENESIS
REACTION KINETICS
SPECTRA
SPECTRAL SHIFT
SPECTROSCOPY