{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,16]],"date-time":"2026-09-16T19:19:08Z","timestamp":1789586348571,"version":"build-2803163510"},"reference-count":24,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2007,3,15]],"date-time":"2007-03-15T00:00:00Z","timestamp":1173916800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Environmental Toxicology"],"published-print":{"date-parts":[[2007,4]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The formation of covalent nitro\u2010PAH DNA adducts and nitro\u2010PAH mediated oxidative lesions are two possible mechanisms for the initiation of nitro\u2010PAH carcinogenesis. Sixty\u2010minute incubation of 1,3\u2010dinitropyrene (100 \u03bcM) or 1,4\u2010dinitrophenol (100 \u03bcM) with a mixture of 150 \u03bcM NADH, 0.5 units of <jats:italic>E. coli<\/jats:italic> nitroreductase, 100 \u03bcM linoleic acid, 0.5 mM ferrous iron, and 100 \u03bcM 2\u2032\u2010deoxyadenosine (2\u2032\u2010dA) or 100 \u03bcM 2\u2032\u2010deoxyguanosine (2\u2032\u2010dG) were analyzed by liquid chromatography multistage mass spectrometry. Mixtures of 1,<jats:italic>N<\/jats:italic><jats:sup>6<\/jats:sup>\u2010etheno\u20102\u2032\u2010deoxyadenosine (\u03b5dA) plus 4\u2010oxo\u20102\u2010nonenal (4\u2010ONE) and 1,<jats:italic>N<\/jats:italic><jats:sup>2<\/jats:sup>\u2010etheno\u20102\u2032\u2010deoxyguanosine (\u03b5dG) plus 4\u2010ONE could be detected from 2\u2032\u2010dA and 2\u2032\u2010dG, respectively. Addition of 2% propanol inhibited the formation of etheno adducts. Analyses of disappearance kinetics of dA and dG showed that dG was more rapidly eliminated than does dA (<jats:italic>t<\/jats:italic>[1\/2] = 23.3 min and 98.3 min for dG and dA, respectively). Curves of formation kinetics revealed that the peak of \u03b5dG was at 55.6 min while that of \u03b5dA was at 186.9 min. These peaks represented 1.43% and 1.25% of the original dG and dA, respectively. In both cases, the peaks were followed by rapid degradations of etheno adducts. The results, obtained in this system, do not allow any extrapolation to realistic cellular responses; nevertheless, these data questioned the validity of the use of unsubstituted etheno adducts as reliable oxidative stress and nitro\u2010PAH exposure biomarkers. \u00a9 2007 Wiley Periodicals, Inc. 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