skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Formation of 7-hydroxymethyl-12-methylbenz(a)anthracene-DNA adducts from 7,12-dimethylbenz(a)anthracene in mouse epidermis

Abstract

The formation of DNA adducts from (/sup 3/H)-7-hydroxymethyl-12-methylbenz(a)anthracene (7-OHM-12-MBA) and (/sup 3/H)-7,12-dimethylbenz(a)anthracene (DMBA) in the epidermis of Sencar mice was analyzed. Comparison of Sephadex LH-20 chromatographic profiles of DNA samples isolated from mice treated with DMBA or 7-OHM-12-MBA suggested that the DMBA-treated animals contained DNA adduct(s) derived from the further metabolism of 7-OHM-12-MBA. Further analysis of DNA samples from DMBA-treated mice by high-pressure liquid chromatography demonstrated the presence of 5 DNA adducts which were chromatographically indistinguishable from the DNA adducts formed in 7-OHM-12-MBA-treated mice. Epidermal homogenates were utilized to catalyze the covalent binding of (/sup 3/H)DMBA and (/sup 3/H)-7-OHM-12-MBA to calf thymus DNA in vitro. Under conditions of limiting concentrations of (/sup 3/H)DMBA, the majority of the DNA adducts formed chromatographed in regions where 7-OHM-12-MBA-DNA adducts eluted. A major DMBA-DNA adduct formed in this in vitro system eluted with the same retention time as did the major 7-OHM-12-MBA-DNA adduct formed in mouse skin in vivo. These results when coupled with the in vivo data suggest that 7-OHM-12-MBA is an intermediate for at least some of the binding of DMBA to epidermal DNA in Sencar mice.

Authors:
; ;
Publication Date:
Research Org.:
Wistar Institute of Anatomy and Biology, Philadelphia, Pennsylvania
OSTI Identifier:
5621737
Alternate Identifier(s):
OSTI ID: 5621737
Resource Type:
Journal Article
Journal Name:
Cancer Res.; (United States)
Additional Journal Information:
Journal Volume: 43:9
Country of Publication:
United States
Language:
English
Subject:
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.; 59 BASIC BIOLOGICAL SCIENCES; DIMETHYLBENZANTHRACENE; CHEMICAL BONDS; LIQUID COLUMN CHROMATOGRAPHY; METABOLISM; METABOLITES; DNA; DNA ADDUCTS; FEMALES; MICE; SKIN; TRACER TECHNIQUES; TRITIUM COMPOUNDS; ADDUCTS; ANIMALS; AROMATICS; BODY; CHROMATOGRAPHY; CONDENSED AROMATICS; ISOTOPE APPLICATIONS; LABELLED COMPOUNDS; MAMMALS; NUCLEIC ACIDS; ORGANIC COMPOUNDS; ORGANS; RODENTS; SEPARATION PROCESSES; VERTEBRATES 560305* -- Chemicals Metabolism & Toxicology-- Vertebrates-- (-1987); 550201 -- Biochemistry-- Tracer Techniques

Citation Formats

DiGiovanni, J., Nebzydoski, A.P., and Decina, P.C. Formation of 7-hydroxymethyl-12-methylbenz(a)anthracene-DNA adducts from 7,12-dimethylbenz(a)anthracene in mouse epidermis. United States: N. p., 1983. Web.
DiGiovanni, J., Nebzydoski, A.P., & Decina, P.C. Formation of 7-hydroxymethyl-12-methylbenz(a)anthracene-DNA adducts from 7,12-dimethylbenz(a)anthracene in mouse epidermis. United States.
DiGiovanni, J., Nebzydoski, A.P., and Decina, P.C. Thu . "Formation of 7-hydroxymethyl-12-methylbenz(a)anthracene-DNA adducts from 7,12-dimethylbenz(a)anthracene in mouse epidermis". United States.
@article{osti_5621737,
title = {Formation of 7-hydroxymethyl-12-methylbenz(a)anthracene-DNA adducts from 7,12-dimethylbenz(a)anthracene in mouse epidermis},
author = {DiGiovanni, J. and Nebzydoski, A.P. and Decina, P.C.},
abstractNote = {The formation of DNA adducts from (/sup 3/H)-7-hydroxymethyl-12-methylbenz(a)anthracene (7-OHM-12-MBA) and (/sup 3/H)-7,12-dimethylbenz(a)anthracene (DMBA) in the epidermis of Sencar mice was analyzed. Comparison of Sephadex LH-20 chromatographic profiles of DNA samples isolated from mice treated with DMBA or 7-OHM-12-MBA suggested that the DMBA-treated animals contained DNA adduct(s) derived from the further metabolism of 7-OHM-12-MBA. Further analysis of DNA samples from DMBA-treated mice by high-pressure liquid chromatography demonstrated the presence of 5 DNA adducts which were chromatographically indistinguishable from the DNA adducts formed in 7-OHM-12-MBA-treated mice. Epidermal homogenates were utilized to catalyze the covalent binding of (/sup 3/H)DMBA and (/sup 3/H)-7-OHM-12-MBA to calf thymus DNA in vitro. Under conditions of limiting concentrations of (/sup 3/H)DMBA, the majority of the DNA adducts formed chromatographed in regions where 7-OHM-12-MBA-DNA adducts eluted. A major DMBA-DNA adduct formed in this in vitro system eluted with the same retention time as did the major 7-OHM-12-MBA-DNA adduct formed in mouse skin in vivo. These results when coupled with the in vivo data suggest that 7-OHM-12-MBA is an intermediate for at least some of the binding of DMBA to epidermal DNA in Sencar mice.},
doi = {},
journal = {Cancer Res.; (United States)},
number = ,
volume = 43:9,
place = {United States},
year = {1983},
month = {9}
}