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PMID: 20194496 Published · ppublish English Journal Article Research Support, N.I.H., Extramural

Peroxynitrite is the major species formed from different flux ratios of co-generated nitric oxide and superoxide: direct reaction with boronate-based fluorescent probe.

The Journal of biological chemistry ·Vol. 285 ·No. 19 ·2010-05-07 ·Pages 14210-6

Zielonka J, Sikora A, Joseph J, Kalyanaraman B

Abstract

There is much interest in the nitration and oxidation reaction mechanisms initiated by superoxide radical anion (O(2)()) and nitric oxide ((*)NO). It is well known that O(2) and (*)NO rapidly react to form a potent oxidant, peroxynitrite anion (ONOO(-)). However, indirect measurements with the existing probes (e.g. dihydrorhodamine) previously revealed a bell-shaped response to co-generated (*)NO and O(2) fluxes, with the maximal yield of the oxidation or nitration product occurring at a 1:1 ratio. These results raised doubts on the formation of ONOO(-) per se at various fluxes of (*)NO and O(2). Using a novel fluorogenic probe, coumarin-7-boronic acid, that reacts stoichiometrically and rapidly with ONOO(-) (k = 1.1 x 10(6) m(-1)s(-1)), we report that ONOO(-) formation increased linearly and began to plateau after reaching a 1:1 ratio of co-generated (*)NO and O(2) fluxes. We conclude that ONOO(-) is formed as the primary intermediate during the reaction between (*)NO and O(2) co-generated at different fluxes.

MeSH Terms
Boronic Acids/chemistry Catalysis Chromatography, High Pressure Liquid Coumarins/chemistry Fluorescent Dyes/chemistry Hydrogen Peroxide/pharmacology Imidazoles/chemistry Kinetics Nitric Oxide/chemistry,metabolism Oxidants/pharmacology Oxidation-Reduction Peroxynitrous Acid/chemistry,metabolism Spectrophotometry, Ultraviolet Superoxides/chemistry,metabolism
Chemicals
Boronic Acids Coumarins Fluorescent Dyes Imidazoles Oxidants coumarin 7 Superoxides Peroxynitrous Acid Nitric Oxide Hydrogen Peroxide
Authors & Affiliations
4 authors, click to expand affiliations / ORCID
Zielonka Jacek
Department of Biophysics and Free Radical Research Center, Medical College of Wisconsin, Milwaukee, Wisconsin 53226, USA.
Sikora Adam
Joseph Joy
Kalyanaraman Balaraman
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Article Info
Journal
The Journal of biological chemistry
Abbr.
J Biol Chem
ISSN
1083-351X
DOI
10.1074/jbc.M110.110080
Published
2010-05-07
Epub
2010-00-01
Pages
14210-6
Language
English
Region
United States
NLM ID
2985121R
PMCID
PMC2863194
Subset
IM
Grants
NHLBI NIH HHS · R01 HL063119-12 · United States
NHLBI NIH HHS · HL063119 · United States
NHLBI NIH HHS · R01 HL063119 · United States
NHLBI NIH HHS · R01 HL063119-10 · United States
NHLBI NIH HHS · R01 HL063119-11 · United States
NHLBI NIH HHS · R01 HL063119-09A1 · United States
Corrections
CommentIn
PMID: 20729216
External Links
PubMed source DOI: 10.1074/jbc.M110.110080 PMC Full Text View journal details
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