Abstract:
Iron(II) porphyrin nitrosyl complexes are obtained in high yields from the reaction of iron(III) porphyrins with the nitroxyl donors sodium trioxodinitrate and toluensulfohydroxamic acid. The reaction was found to proceed both in organic solvents and in aqueous media from iron(III) (meso-tetraphenyl) porphyrinate ([FeIII(TPP)]+) and iron(III) meso-tetrakis (4-sulfonatophenyl) porphyrinate ([FeIII(TPPS)]3-) or iron(III) protoporphyrin IX, respectively. The kinetic rate constant for the reaction of ([FeIII(TPPS)]3-) with sodium trioxodinitrate (kon) was estimated to be 1.00 ± 0.04 × 107 M-1 s-1. As well as resulting in a versatile method for obtaining ferrous nitrosyl porphyrins, the reaction points at ferric porphyrins as efficient nitroxyl traps and provides a tool to model nitroxyl reactivity toward hemeproteins. Copyright © 2003 American Chemical Society.
Registro:
Documento: |
Artículo
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Título: | Fast Nitroxyl Trapping by Ferric Porphyrins |
Autor: | Bari, S.E.; Martí, M.A.; Amorebieta, V.T.; Estrin, D.A.; Doctorovich, F. |
Filiación: | Departamento de Quimica Inorganica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires (C1428EHA), Argentina Departamento de Química, Facultad de Ciencias Exactas, Univ. Nacional de Mar del Plata, Mar del Plata (B7602AYL), Argentina
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Palabras clave: | anion; ferric porphyrin derivative; heme derivative; hydroxamic acid derivative; nitric acid derivative; nitric oxide; nitric oxide synthase; nitroxyl derivative; porphyrin derivative; protoporphyrin; protoporphyrin iron; sodium trioxodinitrate; toluenesulfohydroxamic acid; unclassified drug; acidity; alkalinity; aqueous solution; article; chemical model; chemical reaction; decomposition; dimerization; electron transport; pH; Raman spectrometry; reaction analysis; reduction; reductive nitrosylation; synthesis; technique; ultraviolet spectroscopy; Ferric Compounds; Free Radicals; Hydrogen-Ion Concentration; Kinetics; Metalloporphyrins; Nitrogen Oxides; Spectrophotometry, Ultraviolet |
Año: | 2003
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Volumen: | 125
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Número: | 50
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Página de inicio: | 15272
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Página de fin: | 15273
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DOI: |
http://dx.doi.org/10.1021/ja036370f |
Título revista: | Journal of the American Chemical Society
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Título revista abreviado: | J. Am. Chem. Soc.
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ISSN: | 00027863
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CODEN: | JACSA
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CAS: | nitric oxide, 10102-43-9; nitric oxide synthase, 125978-95-2; protoporphyrin, 553-12-8; Ferric Compounds; Free Radicals; Metalloporphyrins; Nitrogen Oxides; nitroxyl, 14332-28-6
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00027863_v125_n50_p15272_Bari |
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Citas:
---------- APA ----------
Bari, S.E., Martí, M.A., Amorebieta, V.T., Estrin, D.A. & Doctorovich, F.
(2003)
. Fast Nitroxyl Trapping by Ferric Porphyrins. Journal of the American Chemical Society, 125(50), 15272-15273.
http://dx.doi.org/10.1021/ja036370f---------- CHICAGO ----------
Bari, S.E., Martí, M.A., Amorebieta, V.T., Estrin, D.A., Doctorovich, F.
"Fast Nitroxyl Trapping by Ferric Porphyrins"
. Journal of the American Chemical Society 125, no. 50
(2003) : 15272-15273.
http://dx.doi.org/10.1021/ja036370f---------- MLA ----------
Bari, S.E., Martí, M.A., Amorebieta, V.T., Estrin, D.A., Doctorovich, F.
"Fast Nitroxyl Trapping by Ferric Porphyrins"
. Journal of the American Chemical Society, vol. 125, no. 50, 2003, pp. 15272-15273.
http://dx.doi.org/10.1021/ja036370f---------- VANCOUVER ----------
Bari, S.E., Martí, M.A., Amorebieta, V.T., Estrin, D.A., Doctorovich, F. Fast Nitroxyl Trapping by Ferric Porphyrins. J. Am. Chem. Soc. 2003;125(50):15272-15273.
http://dx.doi.org/10.1021/ja036370f