Synthesis and spin trapping applications of 2,2-dimethyl-d(6)-4-methyl-2H-imidazole-1-oxide-1-N-15

Synthesis and spin trapping applications of 2,2-dimethyl-d(6)-4-methyl-2H-imidazole-1-oxide-1-N-15 Full article

Journal

Free Radical Research
ISSN: 1071-5762

Output data

Year: 1997, Volume: 26, Number: 2, Pages: 159-168 Pages count : 10 DOI: 10.3109/10715769709097794

Authors

Haseloff Reiner F. ¹ , Kirilyuk Igor A. ² , Dikalov Sergey I. ³ , Khramtsov Valery V. ³ , Utepbergenov Darkhan I. ⁴ , Blasig Ingolf E. ¹ , Grigorev Igor A. ²

Affiliations

1	Forschungsinstitut für Molekulare Pharmakologie, Delbrück-Zentrum für Molekulare Medizin, Robert-Rössle-Str.10, 13125 Berlin, Germany
2	Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation
3	Voevodsky Institute of Chemical Kinetics and Combustion, SB RAS
4	Novosibirsk State University

A new spin trap, 2,2-dimethyl-d(6)-4-methyl-2H-imidazole-1-oxide-1-N-15 (lTMIO), was synthesized and characterized. Hyperfine splitting (HFS) constants of spin adduct ESR spectra of this compound with oxygen-centered, carbon-centered, thiyl and sulfite-derived radicals were determined and compared with the data of the unsubstituted compound. The increase in ESR spectral intensity and the accompanying decrease of the spectral linewidth result in resolution of the HFS due to interaction with alpha-protons of alkyl radicals trapped by lTMIO. Trapping of the formate radical in deoxygenated aqueous solution revealed a very low spectral linewidth (Delta B-pp = 0.028 mT) of the corresponding adduct. A strong dependence of the ESR spectra on pH was observed when the autoxidation product of sulfite, SO3.-, was trapped. The pK(a) was found to be 5.8 +/- 0.3. In comparison to other nitrones, application of this spin trap provides more detailed information on the structure of the species trapped, especially for carbon-centered radicals.

Haseloff R.F. , Kirilyuk I.A. , Dikalov S.I. , Khramtsov V.V. , Utepbergenov D.I. , Blasig I.E. , Grigorev I.A.
Synthesis and spin trapping applications of 2,2-dimethyl-d(6)-4-methyl-2H-imidazole-1-oxide-1-N-15
Free Radical Research. 1997. V.26. N2. P.159-168. DOI: 10.3109/10715769709097794 WOS Scopus РИНЦ OpenAlex

Published print:	Jan 1, 1997
Published online:	Jul 7, 2009

Web of science:	WOS:A1997WG31800007
Scopus:	2-s2.0-0030811289
Elibrary:	13250606
OpenAlex:	W2054653289

DB	Citing
Web of science	11
Scopus	11
Elibrary	11
OpenAlex	11