The Potential of α-Spinasterol to Mimic the Membrane Properties of Natural Cholesterol

Molecules. 2017 Aug 22;22(8):1390. doi: 10.3390/molecules22081390.

Abstract

Sterols play a unique role for the structural and dynamical organization of membranes. The current study reports data on the membrane properties of the phytosterol (3β,5α,22E)-stigmasta-7,22-dien-3-β-ol (α-spinasterol), which represents an important component of argan oil and have not been investigated so far in molecular detail. In particular, the impact of α-spinasterol on the structure and organization of lipid membranes was investigated and compared with those of cholesterol. Various membrane parameters such as the molecular packing of the phospholipid fatty acyl chains, the membrane permeability toward polar molecules, and the formation of lateral membrane domains were studied. The experiments were performed on lipid vesicles using methods of NMR spectroscopy and fluorescence spectroscopy and microscopy. The results show that α-spinasterol resembles the membrane behavior of cholesterol to some degree.

Keywords: NMR; cholesterol; fluorescence; lateral domains; membrane permeability; membrane structure; α-spinasterol.

MeSH terms

  • Cholesterol / chemistry*
  • Fluorescence
  • Lipid Bilayers / chemistry*
  • Magnetic Resonance Spectroscopy / methods
  • Membranes, Artificial*
  • Permeability
  • Phospholipids / chemistry
  • Plant Oils / chemistry
  • Stigmasterol / analogs & derivatives*
  • Stigmasterol / chemistry

Substances

  • Lipid Bilayers
  • Membranes, Artificial
  • Phospholipids
  • Plant Oils
  • spinasterol
  • argan oil
  • Cholesterol
  • Stigmasterol