Insights into the mechanism of the reaction between hydrogen sulfide and peroxynitrite

Hydrogen sulfide and peroxynitrite are endogenously generated molecules that participate in biologically relevant pathways. A revision of the kinetic features of the reaction between peroxynitrite and hydrogen sulfide revealed a complex process. The rate constant of peroxynitrite decay, (6.65 ± 0.08...

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Autor principal: Cuevasanta, E.
Otros Autores: Zeida, A., Carballal, S., Wedmann, R., Morzan, U.N, Trujillo, M., Radi, R., Estrin, D.A, Filipovic, M.R, Alvarez, B.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: Elsevier Inc. 2015
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Acceso en línea:Registro en Scopus
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024 7 |2 cas  |a carbon dioxide, 124-38-9, 58561-67-4; hydrogen sulfide, 15035-72-0, 7783-06-4; sodium dihydrogen phosphate, 7558-80-7, 7632-05-5; thiol derivative, 13940-21-1; peroxynitrous acid, 14691-52-2; sulfide, 18496-25-8; Buffers; Hydrogen Sulfide; Peroxynitrous Acid; persulfides; Sulfides 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a FRBME 
100 1 |a Cuevasanta, E. 
245 1 0 |a Insights into the mechanism of the reaction between hydrogen sulfide and peroxynitrite 
260 |b Elsevier Inc.  |c 2015 
270 1 0 |m Filipovic, M.R.; Department of Chemistry and Pharmacy, Friedrich- Alexander University of Erlangen-NurembergGermany 
506 |2 openaire  |e Política editorial 
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520 3 |a Hydrogen sulfide and peroxynitrite are endogenously generated molecules that participate in biologically relevant pathways. A revision of the kinetic features of the reaction between peroxynitrite and hydrogen sulfide revealed a complex process. The rate constant of peroxynitrite decay, (6.65 ± 0.08) × 103 M-1 s-1 in 0.05 M sodium phosphate buffer (pH 7.4, 37 °C), was affected by the concentration of buffer. Theoretical modeling suggested that, as in the case of thiols, the reaction is initiated by the nucleophilic attack of HS- on the peroxide group of ONOOH by a typical bimolecular nucleophilic substitution, yielding HSOH and NO2-. In contrast to thiols, the reaction then proceeds to the formation of distinct products that absorb near 408 nm. Experiments in the presence of scavengers and carbon dioxide showed that free radicals are unlikely to be involved in the formation of these products. The results are consistent with product formation involving the reactive intermediate HSSH and its fast reaction with a second peroxynitrite molecule. Mass spectrometry and UV-Vis absorption spectra predictions suggest that at least one of the products is HSNO2 or its isomer HSONO. © 2014 Elsevier Inc. All rights reserved.  |l eng 
536 |a Detalles de la financiación: Comisión Sectorial de Investigación Científica 
536 |a Detalles de la financiación: Universidad de la República Uruguay 
536 |a Detalles de la financiación: Florida Atlantic University 
536 |a Detalles de la financiación: United Nations Educational, Scientific and Cultural Organization 
536 |a Detalles de la financiación: Agencia Nacional de Investigación e Innovación 
536 |a Detalles de la financiación: We thank Dr. Matías N. Möller (Universidad de la República, Uruguay) and Dr. Damián A. Scherlis (Universidad de Buenos Aires and CONICET, Argentina) for helpful discussions. This work was financed by grants from the CSIC, Universidad de la República, and L׳Oréal–UNESCO, Uruguay (to B.A.). E.C. was partially supported by fellowships from the Agencia Nacional de Investigación e Innovación and PEDECIBA, Uruguay. M.R.F. and R.W. acknowledge support from an intramural grant from the FAU Erlangen–Nuremberg within Emerging Field Initiative (MRIC). The authors are grateful to Professor Ivana Ivanovic-Burmazovic for the use of cryo-spray MS. Appendix A 
593 |a Laboratorio de Enzimología, Facultad de Ciencias, Universidad de la República, Montevideo, 11400, Uruguay 
593 |a Center for Free Radical and Biomedical Research, Universidad de la República, Montevideo, 11800, Uruguay 
593 |a Departamento de Química Inorgánica, Analítica y Química-Física, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, C1428EHA, Argentina 
593 |a Departamento de Bioquímica, Facultad de Medicina, Universidad de la República, Montevideo, 11800, Uruguay 
593 |a Department of Chemistry and Pharmacy, Friedrich- Alexander University of Erlangen-Nuremberg, Erlangen, 91058, Germany 
690 1 0 |a FREE RADICALS 
690 1 0 |a HYDROGEN SULFIDE 
690 1 0 |a KINETICS 
690 1 0 |a PEROXYNITRITE 
690 1 0 |a PERSULFIDES 
690 1 0 |a CARBON DIOXIDE 
690 1 0 |a HYDROGEN SULFIDE 
690 1 0 |a PEROXYNITRITE 
690 1 0 |a SODIUM DIHYDROGEN PHOSPHATE 
690 1 0 |a THIOL DERIVATIVE 
690 1 0 |a BUFFER 
690 1 0 |a HYDROGEN SULFIDE 
690 1 0 |a PEROXYNITROUS ACID 
690 1 0 |a PERSULFIDES 
690 1 0 |a SULFIDE 
690 1 0 |a ARTICLE 
690 1 0 |a CHEMICAL REACTION 
690 1 0 |a CHEMICAL REACTION KINETICS 
690 1 0 |a MASS SPECTROMETRY 
690 1 0 |a PRIORITY JOURNAL 
690 1 0 |a REACTION ANALYSIS 
690 1 0 |a ULTRAVIOLET SPECTROSCOPY 
690 1 0 |a CHEMICAL MODEL 
690 1 0 |a CHEMISTRY 
690 1 0 |a KINETICS 
690 1 0 |a THERMODYNAMICS 
690 1 0 |a BUFFERS 
690 1 0 |a HYDROGEN SULFIDE 
690 1 0 |a HYDROGEN-ION CONCENTRATION 
690 1 0 |a KINETICS 
690 1 0 |a MODELS, CHEMICAL 
690 1 0 |a PEROXYNITROUS ACID 
690 1 0 |a SULFIDES 
690 1 0 |a THERMODYNAMICS 
650 1 7 |2 spines  |a PH 
700 1 |a Zeida, A. 
700 1 |a Carballal, S. 
700 1 |a Wedmann, R. 
700 1 |a Morzan, U.N. 
700 1 |a Trujillo, M. 
700 1 |a Radi, R. 
700 1 |a Estrin, D.A. 
700 1 |a Filipovic, M.R. 
700 1 |a Alvarez, B. 
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