Fluorescence Line Narrowing Spectrometric Analysis of Benzo[a ]pyrene-DNA Adducts Formed by One-Electron Oxidation

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

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22 Scopus citations

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).

Original languageEnglish (US)
Pages (from-to)29-34
Number of pages6
JournalChemical Research in Toxicology
Volume2
Issue number1
DOIs
StatePublished - Jan 1 1989

ASJC Scopus subject areas

  • Toxicology

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