Interactions of alpha-tocopherol with biomembrane models: binding to dry lecithin reversed micelles

Int J Pharm. 2006 Apr 7;312(1-2):96-104. doi: 10.1016/j.ijpharm.2006.01.017. Epub 2006 Feb 14.

Abstract

The state of alpha-tocopherol (Vitamin E) in solutions of dry lecithin reversed micelles dispersed in an apolar medium has been investigated as a function of the Vitamin E to surfactant molar ratio (RVE) at fixed surfactant concentration by FT-IR, 1H NMR and SAXS with the aim to emphasize the role played by anisotropic intermolecular interactions and confinement effects as driving forces of its partitioning between apolar bulk solvent and polar nanodomains and of mutual Vitamin E/reversed micelle effects. It has been found that its binding strength to reversed micelles, triggered by steric and orientational constrains, is mainly regulated by specific interactions between the hydrophilic groups both of Vitamin E and surfactant. Moreover, the RVE dependence of the Vitamin E distribution constant and of the micellar size suggest that the inclusion of increasing amounts of Vitamin E in reversed micelles involves substantial changes in the structural and dynamical properties of the micellar aggregates. The occurrence of mutual effects and the partitioning of Vitamin E between hydrophilic/hydrophobic interfaces and apolar domains allow to infer some important biological implications concerning the capacity of Vitamin E to scavenge free radicals arising from hydrophilic and/or hydrophobic domains, possible variations of its local reactivity respect to that observed in bulk as well as its significant influence on the stability of biomembranes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon Tetrachloride / chemistry
  • Chemistry, Pharmaceutical
  • Drug Incompatibility
  • Magnetic Resonance Spectroscopy
  • Micelles*
  • Phosphatidylcholines / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Surface-Active Agents / chemistry*
  • Vitamins / chemistry*
  • alpha-Tocopherol / chemistry*

Substances

  • Micelles
  • Phosphatidylcholines
  • Surface-Active Agents
  • Vitamins
  • Carbon Tetrachloride
  • alpha-Tocopherol