Synthesis and purification of 5,5-dimethyl-1-pyrroline-N-oxide for biological applications

E G Janzen; L T Jandrisits; R V Shetty; D L Haire; J W Hilborn

doi:10.1016/0009-2797(89)90071-9

Synthesis and purification of 5,5-dimethyl-1-pyrroline-N-oxide for biological applications

Chem Biol Interact. 1989;70(1-2):167-72. doi: 10.1016/0009-2797(89)90071-9.

Authors

E G Janzen¹, L T Jandrisits, R V Shetty, D L Haire, J W Hilborn

Affiliation

¹ Department of Chemistry and Biochemistry, Guelph-Waterloo Centre for Graduate Studies in Chemistry, University of Guelph, Ontario, Canada.

PMID: 2544305
DOI: 10.1016/0009-2797(89)90071-9

Abstract

General procedures for the synthesis and purification of 5,5-dimethyl-1-pyrroline-N-oxide (DMPO) and its synthetic intermediates for electron paramagnetic resonance (EPR) spin trapping is described. The synthetic methods are not new per se and are based on Todd's original scheme (1959). In contrast to his account, however, we provide a detailed description of the numerous procedures and precautions necessary to obtain DMPO of very high 'chemical' and (most importantly) 'EPR' purity for use in biological spin trapping.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cyclic N-Oxides / chemical synthesis*
Cyclic N-Oxides / isolation & purification
Electron Spin Resonance Spectroscopy
Spin Labels / chemical synthesis*

Substances

Cyclic N-Oxides
Spin Labels
5,5-dimethyl-1-pyrroline-1-oxide