PT  - JOURNAL ARTICLE
AU  - GERALD M. ROSEN
AU  - ELMER J. RAUCKMAN
TI  - Spin Trapping of the Primary Radical Involved in the Activation of the Carcinogen <em>N</em>-Hydroxy-2-acetylaminofluorene by Cumene Hydroperoxide-Hematin
DP  - 1980 Mar 01
TA  - Molecular Pharmacology
PG  - 233--238
VI  - 17
IP  - 2
4099  - http://molpharm.aspetjournals.org/content/17/2/233.short
4100  - http://molpharm.aspetjournals.org/content/17/2/233.full
SO  - Mol Pharmacol1980 Mar 01; 17
AB  - We have verified that the cumene hydroperoxide-hematin system reacts with 5,5-dimethyl-1-pyrroline-1-oxide to form the nitroxide 5,5-dimethyl-pyrrolidone-(2)-oxyl-(1) (DMPOX). We have investigated the mechanism of this reaction and found that it is not a simple oxidation, as has been previously reported, but that DMPOX is formed via the spin trapping of a cumene hydroperoxyl radical followed by an intramolecular carbanion displacement. The activation of the carcinogen, N-hydroxyl-2-acetylaminofluorene, by the cumene hydroperoxide-hematin system is most likely mediated by cumene hydroperoxyl radical.