Literature DB >> 34118047

Identification of Peroxynitrite by Profiling Oxidation and Nitration Products from Mitochondria-Targeted Arylboronic Acid.

Jacek Zielonka1, Adam Sikora2, Radoslaw Podsiadly3, Micael Hardy4, B Kalyanaraman5.   

Abstract

The development of boronic probes enabled reliable detection and quantitative analysis of hydrogen peroxide , other nucleophilic hydroperoxides, hypochlorite , and peroxynitrite . The major product, in which boronate moiety of the probe is replaced by the hydroxyl group, is, however, common for all those oxidants. Here, we describe how ortho-isomer of mitochondria-targeted phenylboronic acid can be used to detect and differentiate peroxynitrite-dependent and independent probe oxidation. This method highlights detection and quantification of both the major, phenolic product and the minor, peroxynitrite-specific cyclic and nitrated products of probe oxidation.

Entities:  

Keywords:  Boronic probes; HPLC-MS; Hydrogen peroxide; Mitochondria-targeted probes; Peroxynitrite; o-MitoPhB(OH)2

Mesh:

Substances:

Year:  2021        PMID: 34118047      PMCID: PMC9245525          DOI: 10.1007/978-1-0716-1262-0_20

Source DB:  PubMed          Journal:  Methods Mol Biol        ISSN: 1064-3745


  24 in total

1.  Boronate oxidation as a bioorthogonal reaction approach for studying the chemistry of hydrogen peroxide in living systems.

Authors:  Alexander R Lippert; Genevieve C Van de Bittner; Christopher J Chang
Journal:  Acc Chem Res       Date:  2011-08-11       Impact factor: 22.384

2.  Detection and differentiation between peroxynitrite and hydroperoxides using mitochondria-targeted arylboronic acid.

Authors:  Jacek Zielonka; Adam Sikora; Jan Adamus; B Kalyanaraman
Journal:  Methods Mol Biol       Date:  2015

3.  Global profiling of reactive oxygen and nitrogen species in biological systems: high-throughput real-time analyses.

Authors:  Jacek Zielonka; Monika Zielonka; Adam Sikora; Jan Adamus; Joy Joseph; Micael Hardy; Olivier Ouari; Brian P Dranka; Balaraman Kalyanaraman
Journal:  J Biol Chem       Date:  2011-12-04       Impact factor: 5.157

4.  Detection of mitochondria-generated reactive oxygen species in cells using multiple probes and methods: Potentials, pitfalls, and the future.

Authors:  Gang Cheng; Monika Zielonka; Brian Dranka; Suresh N Kumar; Charles R Myers; Brian Bennett; Alexander M Garces; Luiz Gabriel Dias Duarte Machado; David Thiebaut; Olivier Ouari; Micael Hardy; Jacek Zielonka; Balaraman Kalyanaraman
Journal:  J Biol Chem       Date:  2018-05-08       Impact factor: 5.157

Review 5.  Mitochondria-Targeted Triphenylphosphonium-Based Compounds: Syntheses, Mechanisms of Action, and Therapeutic and Diagnostic Applications.

Authors:  Jacek Zielonka; Joy Joseph; Adam Sikora; Micael Hardy; Olivier Ouari; Jeannette Vasquez-Vivar; Gang Cheng; Marcos Lopez; Balaraman Kalyanaraman
Journal:  Chem Rev       Date:  2017-06-27       Impact factor: 60.622

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

Authors:  Jacek Zielonka; Adam Sikora; Joy Joseph; Balaraman Kalyanaraman
Journal:  J Biol Chem       Date:  2010-03-01       Impact factor: 5.157

7.  Reaction between peroxynitrite and boronates: EPR spin-trapping, HPLC Analyses, and quantum mechanical study of the free radical pathway.

Authors:  Adam Sikora; Jacek Zielonka; Marcos Lopez; Agnieszka Dybala-Defratyka; Joy Joseph; Andrzej Marcinek; Balaraman Kalyanaraman
Journal:  Chem Res Toxicol       Date:  2011-03-24       Impact factor: 3.739

8.  A targetable fluorescent probe for imaging hydrogen peroxide in the mitochondria of living cells.

Authors:  Bryan C Dickinson; Christopher J Chang
Journal:  J Am Chem Soc       Date:  2008-07-08       Impact factor: 15.419

9.  Mitigation of NADPH Oxidase 2 Activity as a Strategy to Inhibit Peroxynitrite Formation.

Authors:  Jacek Zielonka; Monika Zielonka; Lynn VerPlank; Gang Cheng; Micael Hardy; Olivier Ouari; Mehmet Menaf Ayhan; Radosław Podsiadły; Adam Sikora; J David Lambeth; Balaraman Kalyanaraman
Journal:  J Biol Chem       Date:  2016-02-02       Impact factor: 5.157

10.  Reaction between peroxynitrite and triphenylphosphonium-substituted arylboronic acid isomers: identification of diagnostic marker products and biological implications.

Authors:  Adam Sikora; Jacek Zielonka; Jan Adamus; Dawid Debski; Agnieszka Dybala-Defratyka; Bartosz Michalowski; Joy Joseph; Richard C Hartley; Michael P Murphy; Balaraman Kalyanaraman
Journal:  Chem Res Toxicol       Date:  2013-05-09       Impact factor: 3.739

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  1 in total

Review 1.  The Chemistry of HNO: Mechanisms and Reaction Kinetics.

Authors:  Radosław Michalski; Renata Smulik-Izydorczyk; Jakub Pięta; Monika Rola; Angelika Artelska; Karolina Pierzchała; Jacek Zielonka; Balaraman Kalyanaraman; Adam Bartłomiej Sikora
Journal:  Front Chem       Date:  2022-07-05       Impact factor: 5.545

  1 in total

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