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RECORD NUMBER: 72 OF 93

OLS Field Name OLS Field Data
Main Title Reaction of Cyclopent(c,d)pyrene-3,4-epoxide with DNA and Deoxynucleotides.
Author Beach, A. C. ; Agarwall, S. A. ; Lambert, G. R. ; Nesnow, S. ; Gupta, R. C. ;
CORP Author Kentucky Univ., Lexington. ;Environmental Health Research and Testing, Inc., Research Triangle Park, NC.;Health Effects Research Lab., Research Triangle Park, NC.
Publisher c1993
Year Published 1993
Report Number EPA-68-D1-0148; EPA/600/J-93/337;
Stock Number PB93-229557
Additional Subjects Deoxyribonucleic acids ; Mutagens ; Carcinogens ; Nucleotides ; Microsomes ; DNA damage ; Reprints ; Epoxide/cyclopentapyrene
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NTIS  PB93-229557 Most EPA libraries have a fiche copy filed under the call number shown. Check with individual libraries about paper copy. 11/22/1993
Collation 7p
Abstract Cyclopenta(c,d)pyrene (CPP) is a ubiquitous polycyclic aromatic hydrocarbon with potent mutagenic and carcinogenic activity. The trans isomer of 3,4-dihydro-3,4-dihydroxy-cyclopenta(c,d)pyrene has been shown to be the major metabolic product of CPP in rat, mouse, or human microsomal systems as well as in peroxyl radical-generating systems indicating the preferential formation of its obligatory precursor, CPP-3,4-epoxide. The direct mutagenicity of CPP-3,4-epoxide, the inactivity of 3,4-dihydro-CPP, and the DNA adduct forming capacity of CPP in vivo has prompted analysis of the DNA adduct forming capacity of CPP-3,4-epoxide to provide information pertaining to: (1) the role this postulated major ultimate mutagenic metabolite may plan in the formation of DNA adducts in vivo; (2) the base selectivity of CPP-3,4-epoxide DNA adducts; and (3) the role of CPP-3,4-epoxide in the mutagenicity/carcinogenicity of CPP. CPP-3,4-epoxide was reacted with calf thymus DNA, dGp, dAp, dTp, dCp, poly dB-dC, poly dA-dT, and poly dG. Adducts were analyzed by the butanol-enhanced version of (32)P-postlabeling. Four major and at least three minor adducts formed with DNA in vitro, which were further analyzed for their base-selectivity. A similar spectra of adducts was exhibited by dGp, poly dG-dC and poly dG. dCp, dTp, and dAp formed one, two, and four adducts, respectively. Adducts derived from either dGp, poly dG-dC, or poly dG comigrated with the DNA adducts in 3 solvent systems indicating that CPP-3,4-epoxide forms DNA adducts almost exclusively with deoxyguanosine.
Supplementary Notes Pub. in Jnl. of Carcinogenesis, v14 n4 p767-771 Apr 93. Prepared in cooperation with Environmental Health Research and Testing, Inc., Research Triangle Park, NC. Sponsored by Health Effects Research Lab., Research Triangle Park, NC.
NTIS Title Notes Journal article.
Title Annotations Reprint: Reaction of Cyclopent(c,d)pyrene-3,4-epoxide with DNA and Deoxynucleotides.
Category Codes 57Y; 57F
NTIS Prices PC A02/MF A01
Primary Description 600/10
Document Type NT
Cataloging Source NTIS/MT
Control Number 328023534
Origin NTIS
Type CAT