Peroxynitrite


Peroxynitrite is an ion with the formula ONOO. It is a structural isomer of nitrate,. Peroxynitrite is a potent reactive [nitrogen species] and is highly cytotoxic.

Preparation

Peroxynitrite can be prepared by the reaction of superoxide with nitric oxide:
It is prepared by the reaction of hydrogen peroxide with nitrite:
Its presence is indicated by the absorbance at 302 nm.

Reactions

Peroxynitrite is weakly basic with a pKa of ~6.8.
It is reactive toward DNA and proteins.
ONOO reacts nucleophilically with carbon dioxide. In vivo, the concentration of carbon dioxide is about 1 mM, and its reaction with ONOO occurs quickly. Thus, under physiological conditions, the reaction of ONOO with carbon dioxide to form nitrosoperoxycarbonate is by far the predominant pathway for ONOO. homolyzes to form carbonate radical and nitrogen dioxide, again as a pair of caged radicals. Approximately 66% of the time, these two radicals recombine to form carbon dioxide and nitrate. The other 33% of the time, these two radicals escape the solvent cage and become free radicals. It is these radicals that are believed to cause peroxynitrite-related cellular damage.

Peroxynitrous acid

Its conjugate acid peroxynitrous acid is highly reactive, although peroxynitrite is stable in basic solutions.