Fluorescence line narrowing spectrometric analysis of benzo[a]pyrene-DNA adducts formed by one-electron oxidation.
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).
Zamzow
D
D
Ames Laboratory-USDOE, Iowa 50011.
Jankowiak
R
R
Cooper
R S
RS
Small
G J
GJ
Tibbels
S R
SR
Cremonesi
P
P
Devanesan
P
P
Rogan
E G
EG
Cavalieri
E L
EL
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
D018736:DNA Adducts; C056612:benzo(a)pyrene-DNA adduct; D001564:Benzo(a)pyrene; D006147:Guanine; D004247:DNA