Phosphorus-32-postlabeling analysis of benzo[a]pyrene-DNA adducts formed in vitro and in vivo
- 31 August 1989
- journal article
- research article
- Published by American Chemical Society (ACS) in Chemical Research in Toxicology
- Vol. 2 (5), 312-315
- https://doi.org/10.1021/tx00011a008
Abstract
Benzo[a]pyrene (BP) was bound to DNA by horseradish peroxidase, rat liver microsomes, and rat liver nuclei in vitro and in mouse skin in vivo. The BP-DNA adducts formed were analyzed by the 32P-postlabeling technique. Activation by microsomes and nuclei resulted in the detection of five adducts, including a major adduct (55%) which cochromatographed with the adduct (.+-.)-10.beta.-deoxyguanosin-N2-yl-7.beta.,8.alpha.,9.alpha.-trihydroxy-7,8,9,10-tetrahydro-BP (BPDE-N2dG) formed by reaction of (.+-.)-7.beta.,8.alpha.-dihydroxy-9.alpha.,10.alpha.-epoxy-7,8,9,10-tetrahydro-BP (BPDE) with DNA or by microsomal activation of BP 7,8-dihydrodiol. Activation by horseradish peroxidase, which catalyzes one-electron oxidation, produced seven adducts, including a major one (30%) that coeluted with an adduct observed with microsomal (2%) and nuclear (14%) activation. The pattern of adducts formed in mouse skin treated with BP in vivo BP in vivo for 4 or 24 h contained four of the same adducts observed with nuclei or microsomes in vitro, and the predominant adduct detected (86%) was BPDE-N2dG. The adduct common to horseradish peroxidase, microsomes, and nuclei was also detected in mouse skin DNA (2%). These results demonstrate that multiple BP-DNA adducts are formed in these in vitro and in vivo systems and suggest that at least one adduct is formed in common in all of the systems. Thus, appears that stable BP adducts can be formed in mouse skin DNA by both monooxygenation and one-electron oxidation.This publication has 10 references indexed in Scilit:
- Fluorescence line narrowing spectrometric analysis of benzo[a]pyrene-DNA adducts formed by one-electron oxidationChemical Research in Toxicology, 1988
- Detection of styrene oxide—DNA adducts by 32P-postlabelingCarcinogenesis: Integrative Cancer Research, 1988
- Synthesis and identification of benzo[a]pyrene-guanine nucleoside adducts formed by electrochemical oxidation and by horseradish peroxidase catalyzed reaction of benzo[a]pyrene with DNAJournal of the American Chemical Society, 1988
- 32P-Postlabeling analysis of DNA adducts in human and rat mammary epithelial cellsCarcinogenesis: Integrative Cancer Research, 1988
- Dependence of benzo[a]pyrene metabolic profile on the concentration of cumene hydroperoxide with uninduced and induced rat liver microsomesBiochemical Pharmacology, 1986
- Nuclease P1-mediated enhancement of sensitivity of 32P-Postlabeling test for structurally diverse DNA adductsCarcinogenesis: Integrative Cancer Research, 1986
- Depurination of benzo[a]pyrene-diolepoxide treated DNAChemico-Biological Interactions, 1985
- Highly persistent polycyclic aromatic hydrocarbon-DNA adducts in mouse skin: Detection by 32P-postlabeling analysisCancer Letters, 1983
- 32P-postlabeling analysis of non-radioactive aromatic carcinogen — DNA adductsCarcinogenesis: Integrative Cancer Research, 1982
- Binding of benzo[a]pyrene at the 1,3,6 positions to nucleic acids in vivo on mouse skin and in vitro with rat liver microsomes and nucleiChemico-Biological Interactions, 1978