title: Fluorescence line narrowing spectrometric analysis of benzo[a]pyrene-DNA adducts formed by one-electron oxidation.
abstract: 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 of 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).
authors.affiliation: Ames Laboratory-USDOE, Iowa 50011.
authors.forename: D
authors.initials: D
authors.lastname: Zamzow
authors.forename: R
authors.initials: R
authors.lastname: Jankowiak
authors.forename: R S
authors.initials: RS
authors.lastname: Cooper
authors.forename: G J
authors.initials: GJ
authors.lastname: Small
authors.forename: S R
authors.initials: SR
authors.lastname: Tibbels
authors.forename: P
authors.initials: P
authors.lastname: Cremonesi
authors.forename: P
authors.initials: P
authors.lastname: Devanesan
authors.forename: E G
authors.initials: EG
authors.lastname: Rogan
authors.forename: E L
authors.initials: EL
authors.lastname: Cavalieri
mesh_terms: D000818:Animals; D001564:Benzo(a)pyrene / Q000737:chemistry* / Q000378:metabolism; D002467:Cell Nucleus / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000737:chemistry* / Q000378:metabolism; D018736:DNA Adducts; D006147:Guanine / Q000378:metabolism; D008099:Liver / Q000378:metabolism / Q000648:ultrastructure; D010084:Oxidation-Reduction; D051381:Rats; D013050:Spectrometry, Fluorescence / Q000379:methods; D013057:Spectrum Analysis / Q000379:methods
chemical_list: D018736:DNA Adducts; C056612:benzo(a)pyrene-DNA adduct; D001564:Benzo(a)pyrene; D006147:Guanine; D004247:DNA