Fast Nitroxyl Trapping by Ferric Porphyrins
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...
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2003
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Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00027863_v125_n50_p15272_Bari http://hdl.handle.net/20.500.12110/paper_00027863_v125_n50_p15272_Bari |
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paper:paper_00027863_v125_n50_p15272_Bari2023-06-08T14:22:39Z Fast Nitroxyl Trapping by Ferric Porphyrins Bari, Sara Elizabeth Martí, Marcelo Adrián Estrin, Dario Ariel Doctorovich, Fabio Ariel 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 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. Fil:Bari, S.E. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Martí, M.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Estrin, D.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Doctorovich, F. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2003 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00027863_v125_n50_p15272_Bari http://hdl.handle.net/20.500.12110/paper_00027863_v125_n50_p15272_Bari |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
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 |
spellingShingle |
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 Bari, Sara Elizabeth Martí, Marcelo Adrián Estrin, Dario Ariel Doctorovich, Fabio Ariel Fast Nitroxyl Trapping by Ferric Porphyrins |
topic_facet |
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 |
description |
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. |
author |
Bari, Sara Elizabeth Martí, Marcelo Adrián Estrin, Dario Ariel Doctorovich, Fabio Ariel |
author_facet |
Bari, Sara Elizabeth Martí, Marcelo Adrián Estrin, Dario Ariel Doctorovich, Fabio Ariel |
author_sort |
Bari, Sara Elizabeth |
title |
Fast Nitroxyl Trapping by Ferric Porphyrins |
title_short |
Fast Nitroxyl Trapping by Ferric Porphyrins |
title_full |
Fast Nitroxyl Trapping by Ferric Porphyrins |
title_fullStr |
Fast Nitroxyl Trapping by Ferric Porphyrins |
title_full_unstemmed |
Fast Nitroxyl Trapping by Ferric Porphyrins |
title_sort |
fast nitroxyl trapping by ferric porphyrins |
publishDate |
2003 |
url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00027863_v125_n50_p15272_Bari http://hdl.handle.net/20.500.12110/paper_00027863_v125_n50_p15272_Bari |
work_keys_str_mv |
AT barisaraelizabeth fastnitroxyltrappingbyferricporphyrins AT martimarceloadrian fastnitroxyltrappingbyferricporphyrins AT estrindarioariel fastnitroxyltrappingbyferricporphyrins AT doctorovichfabioariel fastnitroxyltrappingbyferricporphyrins |
_version_ |
1768543159148609536 |