Partition of indicaxanthin in membrane biomimetic systems. A kinetic and modeling approach

J Agric Food Chem. 2009 Nov 25;57(22):10959-63. doi: 10.1021/jf902266m.

Abstract

The solubilization site of indicaxanthin (Ind) in lipid bilayers was investigated by the kinetics of Ind oxidation by peroxyl radicals in water and in aqueous/L-alpha-dipalmitoyl-phosphatidylcholine (DPPC) vesicles, pH 7.4, and 37.0 and 48.0 degrees C, that is, in a gel-like and a crystal liquidlike bilayer state, respectively. The time-dependent Ind absorbance decay, matched with a successful simulation of the reaction kinetic mechanism by Gepasi software, supported a multistep pathway. Computer-assisted analysis allowed calculation of the rate constants associated with the reactions involved, the values of which decreased with increasing DPPC concentration. The binding constant calculated according to a pseudo two-phase distribution model did not vary with the physicochemical state of the vesicle, indicating location of Ind in a region whose state is not affected by temperature changes, at the interface between hydrophobic core and hydrophilic head groups. Other measurements carried out in the presence of dimyristoyl-phosphatidylcholine vesicles, indicated that the phytochemical was confined to the aqueous phase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 1,2-Dipalmitoylphosphatidylcholine / chemistry
  • Betaxanthins / chemistry*
  • Kinetics
  • Lipid Bilayers / chemistry*
  • Liposomes / chemistry
  • Oxidation-Reduction
  • Peroxides / chemistry
  • Pyridines / chemistry*
  • Software
  • Water / chemistry

Substances

  • Betaxanthins
  • Lipid Bilayers
  • Liposomes
  • Peroxides
  • Pyridines
  • indicaxanthin
  • Water
  • 1,2-Dipalmitoylphosphatidylcholine
  • perhydroxyl radical