Thermotropic phase behaviour of alpha-dipalmitoylphosphatidylcholine multibilayers is influenced to various extents by carotenoids containing different structural features--evidence from differential scanning calorimetry

Biochim Biophys Acta. 2003 Jan 31;1609(2):193-202. doi: 10.1016/s0005-2736(02)00688-0.

Abstract

Carotenoids are the effective modulators of physical properties of model and natural membranes. To demonstrate the relationship between the structure of carotenoids and their effect on the molecular dynamics of membranes, we have investigated the influence of five structurally different carotenoids: beta-carotene, lycopene, lutein, violaxanthin, zeaxanthin and additionally carotane--a fully saturated derivative of beta-carotene, on thermotropic phase behaviour of dipalmitoylphosphatidylcholine (DPPC) multilamellar vesicles by means of differential scanning calorimetry (DSC). The results obtained indicate that the carotenoids used modulated the thermotropic properties of multibilayers to various extents, broadening the pretransition and the main phase transition peaks and shifting them to lower temperatures. Pronounced decrease of pretransition enthalpy (DeltaH(p)) proves that carotenoids very strongly alter the membrane properties in its gel phase. Comparison of the influence of several carotenoids shows that a rigid, polyisoprenoid chain plays a basic role in altering the thermotropic properties of such membranes and the presence of rings without oxygen-containing groups has a minor significance for the observed interactions. Carotenoids containing epoxy and/or hydroxy groups attached to their rings modify the thermotropic phase behaviour of DPPC multilamellar vesicles stronger than carotenes--a result of their orientation in the DPPC bilayer.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • 1,2-Dipalmitoylphosphatidylcholine / chemistry*
  • Calorimetry, Differential Scanning
  • Carotenoids / chemistry*
  • Carotenoids / pharmacology
  • Lipid Bilayers / chemistry*
  • Lutein / chemistry
  • Lutein / pharmacology
  • Lycopene
  • Structure-Activity Relationship
  • Temperature
  • Thermodynamics
  • Xanthophylls
  • Zeaxanthins
  • beta Carotene / analogs & derivatives*
  • beta Carotene / chemistry
  • beta Carotene / pharmacology

Substances

  • Lipid Bilayers
  • Xanthophylls
  • Zeaxanthins
  • beta Carotene
  • 1,2-Dipalmitoylphosphatidylcholine
  • Carotenoids
  • violaxanthin
  • Lycopene
  • Lutein