Characterization of benzo[a]pyrene anti-diol epoxide adducts to human histones
- Massachusetts Institute of Technology, Cambridge, MA (United States)
Nuclei from human lymphoblast cells grown in culture were treated with [7-[sup 14]C]-([+-])-r-7,t-8-dihydroxy-t-9,t-10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (anti-BPDE), and the nucleosomal core histones were isolated for adduct studies by cryogenic fluorescence line narrowing spectroscopy. The four core histones H2A, H2B, H3, and H4 were separated by sodium dodecyl sulfate-polyacrylamide gel electrophoresis, which yielded each histone free of contamination by the others. Further purification of histones H2A, H2B, and H4 by reversed-phase HPLC also yielded a tetrahydrotetrol of benzo[a]pyrene, indicating that these three histones had some labile adducts. No tetrol was observed upon purification of histone H3. Fluorescence emission spectra of the HPLC-purified histones recorded at 4 K after vibronic excitation into the S[sub 1] state were generally similar. Fluorescence line-narrowed spectra of model compounds formed by reaction of anti-BPDE with acetic acid, ethylenediamine adduct model matched consistently, at different excitation wavelengths, the spectra of the adducted histones. From this it is concluded that the stable human histone adducts of anti-BPDE are formed by reaction with lysine residues and/or the amino groups of the N-termini. 20 refs., 5 figs., 1 tab.
- OSTI ID:
- 7035622
- Journal Information:
- Chemical Research in Toxicology; (United States), Journal Name: Chemical Research in Toxicology; (United States) Vol. 7:2; ISSN 0893-228X; ISSN CRTOEC
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
560300 -- Chemicals Metabolism & Toxicology
59 BASIC BIOLOGICAL SCIENCES
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ADDUCTS
AMINO ACIDS
AROMATICS
BENZOPYRENE
BIOCHEMICAL REACTION KINETICS
CARBOXYLIC ACIDS
CARCINOGENS
CONDENSED AROMATICS
ELECTROPHORESIS
EMISSION SPECTROSCOPY
EPOXIDES
FLUORESCENCE SPECTROSCOPY
HISTONES
HYDROCARBONS
KINETICS
LINE NARROWING
LYSINE
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PURIFICATION
PYRENE
REACTION KINETICS
SPECTROSCOPY