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Chemical Compound Review

Peroxynitrous acid     hydroxy nitrite

Synonyms: HOONO, t,perp-HOONO, AG-D-91524, CHEMBL1794794, CHEBI:25942, ...
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Disease relevance of Peroxynitrous acid

  • Here, we describe our studies on the folding of the M1 RNA sub-unit of Escherichia coli RNase P. We performed kinetic footprinting studies of M1 RNA folding with the chemical footprinting reagent peroxynitrous acid to provide a detailed description of the folding pathway of RNase P RNA [1].
  • CONCLUSION: Mild acidosis augments IFN-gamma-induced intestinal epithelial hyperpermeability and ATP depletion, possibly by fostering the formation of peroxynitrous acid and/or hydroxyl radical [2].
  • A joint theoretical and experimental investigation is undertaken to study the effects of OH-stretch/HOON torsion coupling and of quantum yield on the previously reported first overtone action spectrum of cis-cis HOONO (peroxynitrous acid) [3].

High impact information on Peroxynitrous acid

  • The new rate constants at pH 5.8 are k1 = 1 x 10(6) M(-1) s(-1) and k(-1) = 500 s(-1) for 25 degrees C and k1 = 1.5 x 10(6) M(-1) s(-1) and k(-1) = 1 x 10(3) s(-1) for 37 degrees C. These values indicate that even at low monohydroascorbate concentrations most of peroxynitrous acid forms an adduct with this antioxidant [4].
  • The activation energies for the formation and decay of peroxynitrous acid have been determined to be 15 and 19 kcal/mol, respectively [5].
  • In contrast to their effects on DHR oxidation, OHGs exerted only minimal inhibitory effects on the hydroxylation of benzoate by PN, suggesting that OHGs do not react with the activated isomer of peroxynitrous acid [6].
  • The fluorescence of the purified GFP isolated from the transformant was quenched by myeloperoxidase (MPO)-generated HOCl, by peroxynitrous acid (ONOOH) and by enzymatically or radiolytically generated NO(2)(.) but not by other putative neutrophil-generated oxidants [7].
  • The pH profile based on oxygen uptake data for the MP reaction matches the titration curve of peroxynitrous acid (pK(a) approximately 7), indicating that peroxynitrite anion is the oxidizing agent [8].

Biological context of Peroxynitrous acid


Anatomical context of Peroxynitrous acid


Associations of Peroxynitrous acid with other chemical compounds


Gene context of Peroxynitrous acid


  1. Kinetic analysis of the M1 RNA folding pathway. Kent, O., Chaulk, S.G., MacMillan, A.M. J. Mol. Biol. (2000) [Pubmed]
  2. Acidic conditions exacerbate interferon-gamma-induced intestinal epithelial hyperpermeability: role of peroxynitrous acid. Unno, N., Hodin, R.A., Fink, M.P. Crit. Care Med. (1999) [Pubmed]
  3. Role of OH-stretch/torsion coupling and quantum yield effects in the first OH overtone spectrum of cis-cis HOONO. McCoy, A.B., Fry, J.L., Francisco, J.S., Mollner, A.K., Okumura, M. The Journal of chemical physics. (2005) [Pubmed]
  4. Rapid scavenging of peroxynitrous acid by monohydroascorbate. Kurz, C.R., Kissner, R., Nauser, T., Perrin, D., Koppenol, W.H. Free Radic. Biol. Med. (2003) [Pubmed]
  5. Determination of optimal conditions for synthesis of peroxynitrite by mixing acidified hydrogen peroxide with nitrite. Saha, A., Goldstein, S., Cabelli, D., Czapski, G. Free Radic. Biol. Med. (1998) [Pubmed]
  6. Hydroxyguanidines inhibit peroxynitrite-induced oxidation. Southan, G.J., Salzman, A.L., Szabó, C. Free Radic. Biol. Med. (1998) [Pubmed]
  7. Green fluorescent protein-expressing Escherichia coli as a selective probe for HOCl generation within neutrophils. Palazzolo, A.M., Suquet, C., Konkel, M.E., Hurst, J.K. Biochemistry (2005) [Pubmed]
  8. Chemiluminescent aldehyde and beta-diketone reactions promoted by peroxynitrite. Knudsen, F.S., Penatti, C.A., Royer, L.O., Bidart, K.A., Christoff, M., Ouchi, D., Bechara, E.J. Chem. Res. Toxicol. (2000) [Pubmed]
  9. Formation and properties of peroxynitrite as studied by laser flash photolysis, high-pressure stopped-flow technique, and pulse radiolysis. Kissner, R., Nauser, T., Bugnon, P., Lye, P.G., Koppenol, W.H. Chem. Res. Toxicol. (1997) [Pubmed]
  10. Nitric oxide-induced hyperpermeability of human intestinal epithelial monolayers is augmented by inhibition of the amiloride-sensitive Na(+)-H+ antiport: potential role of peroxynitrous acid. Unno, N., Menconi, M.J., Fink, M.P. Surgery (1997) [Pubmed]
  11. Reaction of uric acid with peroxynitrite and implications for the mechanism of neuroprotection by uric acid. Squadrito, G.L., Cueto, R., Splenser, A.E., Valavanidis, A., Zhang, H., Uppu, R.M., Pryor, W.A. Arch. Biochem. Biophys. (2000) [Pubmed]
  12. Interaction of myeloperoxidase with peroxynitrite. A comparison with lactoperoxidase, horseradish peroxidase and catalase. Floris, R., Piersma, S.R., Yang, G., Jones, P., Wever, R. Eur. J. Biochem. (1993) [Pubmed]
  13. Peroxynitrite reaction with the reduced and the oxidized forms of lipoic acid: new insights into the reaction of peroxynitrite with thiols. Trujillo, M., Radi, R. Arch. Biochem. Biophys. (2002) [Pubmed]
  14. The reaction of peroxynitrite with zeaxanthin. Scheidegger, R., Pande, A.K., Bounds, P.L., Koppenol, W.H. Nitric Oxide (1998) [Pubmed]
  15. New processes in the environmental chemistry of nitrite. 2. The role of hydrogen peroxide. Vione, D., Maurino, V., Minero, C., Borghesi, D., Lucchiari, M., Pelizzetti, E. Environ. Sci. Technol. (2003) [Pubmed]
  16. On the chemical and electrochemical one-electron reduction of peroxynitrous acid. Kurz, C., Zeng, X., Hannemann, S., Kissner, R., Koppenol, W.H. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory. (2005) [Pubmed]
  17. Flow-injection chemiluminescence determination of tryptophan through its peroxidation and epoxidation by peroxynitrous acid. Liang, Y.D., Song, J.F. Journal of pharmaceutical and biomedical analysis. (2005) [Pubmed]
  18. Kinetic and mechanistic studies of the peroxynitrite-mediated oxidation of oxymyoglobin and oxyhemoglobin. Exner, M., Herold, S. Chem. Res. Toxicol. (2000) [Pubmed]
  19. Effects of reactive metabolites of oxygen and nitrogen on gelatinase A activity. Owens, M.W., Milligan, S.A., Jourd'heuil, D., Grisham, M.B. Am. J. Physiol. (1997) [Pubmed]
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