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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Autores principales: Bari, Sara Elizabeth, Martí, Marcelo Adrián, Estrin, Dario Ariel, Doctorovich, Fabio Ariel
Publicado: 2003
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pH
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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spelling 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
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