226-47-1Relevant articles and documents
Prostaglandin H synthase-catalyzed ring oxygenation of 2-naphthylamine: Evidence for two distinct oxidation pathways
Curtis,Tomer,McGown,Eling
, p. 875 - 883 (2007/10/03)
Previous studies showed that prostaglandin H synthase (PHS) cooxidizes 2- naphthylamine (2-NA) to ring-oxygenated products. These metabolites are atypical for a peroxidase-mediated reaction and are completely different from the polymeric nonoxygenated metabolites of 2-NA that are generated with the model peroxidase horseradish peroxidase (HRP). In this study, we investigated possible explanations for the PHS-catalyzed formation of ring-oxygenated 2- NA metabolites. We found that introduction of a peroxyl radical-generated cosubstrate into the HRP/2-NA system resulted in the formation of the same ring-oxygenated products observed in the PHS/2-NA system. 18O2 incorporation studies were utilized to further characterize the source of oxygen in the ring-oxygenated 2-NA metabolites. The data show that, in the case of PHS, ring oxygenation can occur both by peroxyl radical-mediated attack on 2-NA and by direct transfer of peroxide oxygen from PHS to 2-NA.
ORGANIC CHEMISTRY OF SUPEROXIDE. II OXIDATION OF β-NAPHTHYLAMINE - POSSIBLE INVOLVEMENT OF THE HYDROXYL RADICAL
Crank, G.,Makin, M. I. H.
, p. 3159 - 3160 (2007/10/02)
Of a selection of aromatic monoamines examined only β-naphthylamine was oxidized by potassium superoxide and formed dibenzophenazine, dibenzophenazine and 1-hydroxy-2,2'-azonaphthalene, the latter product indicating that the hydroxyl radical may be involved in superoxide oxidations.
Thermal Decomposition of Aromatic Azides. Formation of Phenazines and Related Compounds
Nay, Barry,Scriven, Eric F. V.,Suschitzky, Hans,Thomas, Desmond R.
, p. 611 - 613 (2007/10/02)
The decomposition of some aromatic azides yielding significant amounts of phenazines, and thereby constituting a potential synthetic procedure, is reported.
