Fluorescence line narrowing spectrometric analysis of benzo(a)pyrene-DNA adducts formed by one-electron oxidation

Journal Article · · Chem. Res. Toxicol.; (United States)

DOI:https://doi.org/10.1021/tx00007a005· OSTI ID:6143429

Zamzow, D; Jankowiak, R; Cooper, R S; Small, G J; Tibbels, S R; Cremonesi, P; Devanesan, P; Rogan, E G; Cavalieri, E L

Fluorescence line narrowing (FLN) was demonstrated for five benzo(a)pyrene (BP)-nucleoside adducts synthesized by one-electron oxidation of BP in the presence of guanosine, deoxyguanosine, and deoxyadenosine. The standard FLN spectra were used to prove that a major depurination adduct from the binding BP to DNA in rat liver nuclei is 7-(benzo(a)pyren-6-yl)guanine (N7Gua). The structural characterization was performed with only 20 pg of the adduct. Metabolic activation of BP by one-electron oxidation in the horseradish peroxidase catalyzed reaction of BP with DNA (in vitro) was also investigated. The major adduct identified was 8-(benzo(a)pyren-6-yl)guanine (C8Gua).

• Research Organization: Iowa State Univ., Ames (USA)
• DOE Contract Number: W-7405-ENG-82
• OSTI ID: 6143429
• Journal Information: Chem. Res. Toxicol.; (United States), Journal Name: Chem. Res. Toxicol.; (United States) Vol. 2:1; ISSN CRTOE
• Country of Publication: United States
• Language: English

Related Subjects

560300* -- Chemicals Metabolism & Toxicology
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ADDUCTS
ANIMALS
AROMATICS
BENZOPYRENE
BIOSYNTHESIS
BODY
CONDENSED AROMATICS
DIGESTIVE SYSTEM
DNA ADDUCTS
ENZYMES
FLUORESCENCE
GLANDS
HYDROCARBONS
LIVER
LUMINESCENCE
MAMMALS
METABOLIC ACTIVATION
ORGANIC COMPOUNDS
ORGANS
OXIDOREDUCTASES
PEROXIDASES
RATS
RODENTS
SYNTHESIS
VERTEBRATES