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, Eleanor G Rogan, Ercole Cavalieri

Research output: Contribution to journalArticle

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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

Fingerprint

Fluorescence
Electrons
Oxidation
Deoxyguanosine
Guanosine
Benzo(a)pyrene
DNA
Guanine
Horseradish Peroxidase
Nucleosides
Liver
Rats
Chemical activation
benzo(a)pyrene-DNA adduct
2'-deoxyadenosine
7-(benzo(a)pyren-6-yl)guanine
In Vitro Techniques
Metabolic Activation

ASJC Scopus subject areas

  • Toxicology

Cite this

Fluorescence Line Narrowing Spectrometric Analysis of Benzo[a ]pyrene-DNA Adducts Formed by One-Electron Oxidation. / Zamzow, D.; Jankowiak, R.; Cooper, R. S.; Small, G. J.; Tibbels, S. R.; Cremonesi, P.; Devanesan, P.; Rogan, Eleanor G; Cavalieri, Ercole.

In: Chemical Research in Toxicology, Vol. 2, No. 1, 01.01.1989, p. 29-34.

Research output: Contribution to journalArticle

Zamzow, D. ; Jankowiak, R. ; Cooper, R. S. ; Small, G. J. ; Tibbels, S. R. ; Cremonesi, P. ; Devanesan, P. ; Rogan, Eleanor G ; Cavalieri, Ercole. / Fluorescence Line Narrowing Spectrometric Analysis of Benzo[a ]pyrene-DNA Adducts Formed by One-Electron Oxidation. In: Chemical Research in Toxicology. 1989 ; Vol. 2, No. 1. pp. 29-34.
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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).",
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AU - Cooper, R. S.

AU - Small, G. J.

AU - Tibbels, S. R.

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AU - Cavalieri, Ercole

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