The effect of micellization on the EPR spectra and reactivity of 2,2,4,4-tetramethylpiperidinoxyl (TEMPO) radicals

Magn Reson Chem. 2016 Nov;54(11):870-873. doi: 10.1002/mrc.4485. Epub 2016 Jul 31.

Abstract

A series of 4-alkanoyloxy-2,2,6,6-tetramethylpiperidinoxyl radicals was prepared, and their reactivity in water vis-à-vis antioxidant Trolox was compared. Spectral (electron paramagnetic resonance) and dynamic-light-scattering measurements suggested the formation of micelles for the more hydrophobic members of the series. The observed increase in reactivity for the micelle-forming radicals reflected the increased local concentration of the radical fragment on the micellar interface. Copyright © 2016 John Wiley & Sons, Ltd.

Keywords: antioxidant activity; micelles; radical reactivity; tetramethylpiperidinoxyl (TEMPO) derivatives.

MeSH terms

  • Antioxidants / chemistry
  • Chromans / chemistry
  • Cyclic N-Oxides / chemistry*
  • Electron Spin Resonance Spectroscopy
  • Free Radicals / chemistry
  • Hydrophobic and Hydrophilic Interactions
  • Light
  • Micelles
  • Models, Molecular
  • Scattering, Radiation

Substances

  • Antioxidants
  • Chromans
  • Cyclic N-Oxides
  • Free Radicals
  • Micelles
  • 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
  • TEMPO