NMR and EPR studies of the reaction of nucleophilic addition of (bi)sulfite to the nitrone spin trap DMPO

NMR and EPR studies of the reaction of nucleophilic addition of (bi)sulfite to the nitrone spin trap DMPO Full article

Journal

Magnetic Resonance in Chemistry
ISSN: 0749-1581 , E-ISSN: 1097-458X

Output data

Year: 2003, Volume: 41, Number: 8, Pages: 603-608 Pages count : DOI: 10.1002/mrc.1226

Tags

NMR; H-1 NMR; C-13 NMR; EPR; free radicals; spin trapping; nitrones; sulfite-derived radicals

Authors

Potapenko DI , Bagryanskaya EG , Reznikov VV , Clanton TL , Khramtsov VV

Affiliations

1	(Данные Web of science) Ohio State Univ, Dorothy M Davis Heart & Lung Res Inst, DHLRI 201, Columbus, OH 43210 USA
2	(Данные Web of science) Int Tomog Ctr, Novosibirsk 630090, Russia
3	(Данные Web of science) Russian Acad Sci, Inst Organ Chem, Novosibirsk 630090, Russia
4	(Данные Web of science) Russian Acad Sci, Inst Chem Kinet & Combust, Novosibirsk 630090, Russia

The reaction of the nitrone spin trap 5,5-dimethylpyrroline-N-oxide (DMPO) with sodium (bi)sulfite in aqueous solutions was investigated using NMR and EPR techniques. Reversible nucleophilic addition of (bi)sulfite anions to the double bond of DMPO was observed, resulting in the formation of the hydroxylamine derivative 1-hydroxy-5,5-dimethylpyrrolidine-2-sulfonic acid, with characteristic H-1 and C-13 NMR spectra. The reaction mechanism was suggested and corresponding equilibrium constants determined. The mild oxidation of the hydroxylamine results in the formation of an EPR-detected spectrum identical with that for the DMPO adduct with sulfur trioxide anion radical. The latter demonstrates that a non-radical addition reaction of (bi)sulfite with DMPO may contribute to the EPR detection of SO3-. radical. This possibility must be taken into account in spin trapping analysis of sulfite radical. Copyright (C) 2003 John Wiley Sons, Ltd.

Potapenko D. , Bagryanskaya E. , Reznikov V. , Clanton T. , Khramtsov V.
NMR and EPR studies of the reaction of nucleophilic addition of (bi)sulfite to the nitrone spin trap DMPO
Magnetic Resonance in Chemistry. 2003. V.41. N8. P.603-608. DOI: 10.1002/mrc.1226 WOS Scopus РИНЦ OpenAlex

Published print:

Aug 1, 2003

Web of science:	WOS:000184325300007
Scopus:	2-s2.0-0142087962
Elibrary:	13429164
OpenAlex:	W2052301152

DB	Citing
Web of science	18
Scopus	18
Elibrary	19
OpenAlex	18