Interaction of isopropylthioxanthone with phospholipid liposomes

Biophys Chem. 2007 Apr;127(1-2):36-40. doi: 10.1016/j.bpc.2006.12.002. Epub 2006 Dec 9.

Abstract

Isopropylthioxanthone (ITX) is a highly lipophilic molecule which can be released in foods and beverages from the packages, where it is present as photoinitiator of inks in printing processes. Recently it was found in babies milk, and its toxicity cannot be excluded. The structure of the molecule suggests a possible strong interaction with the lipid moiety of biological membranes, and this is the first study of its effects on phospholipid organization, using differential scanning calorimetry (DSC) and spin labelling techniques. The data obtained with multilamellar liposomes of saturated phospholipids of different length, with and without cholesterol, point out that the molecule changes the lipid structure; in particular, in the gel state, behaving like a disordering agent it increases the mobility of the bilayer, while, in the fluid state, tends to rigidify the membrane, in a cholesterol like way. This behavior supports the hypothesis that ITX experiences a relocation process when the lipid matrix passes from the gel to the fluid state.

MeSH terms

  • Calorimetry, Differential Scanning
  • Electron Spin Resonance Spectroscopy
  • Lipid Bilayers / chemistry
  • Liposomes / chemistry
  • Phospholipids / chemistry*
  • Spin Labels
  • Thioxanthenes / chemistry*

Substances

  • Lipid Bilayers
  • Liposomes
  • Phospholipids
  • Spin Labels
  • Thioxanthenes
  • isopropyl-9H-thioxanthen-9-one