The Effects of the Structure and Composition of the Hydrophobic Parts of Phosphatidylcholine-Containing Systems on Phosphatidylcholine Oxidation by Ozone

J Membr Biol. 2017 Oct;250(5):493-505. doi: 10.1007/s00232-017-9976-8. Epub 2017 Aug 10.

Abstract

The degree of lipid unsaturation is a parameter used to describe membrane susceptibility to oxidation. This paper highlights the importance of double bond distribution in the hydrophobic parts of lipid layers. The problem was studied by determining the effects induced by ozone dissolved in an aqueous phase acting on layers of unsaturated cholines of various molecular structures, including bi-unsaturated (DOPC), mono-unsaturated (POPC) and natural origin (soy PC). The destructive effects of ozone were quantified as the ratio of areas per molecule, which corresponded to a 1 mN/m rise in the layer surface pressure for oxidized to non-oxidized lipids (A lift/A lift0 ). The experimental results showed different behaviours among the studied lipids. Layers of DOPC with both unsaturated fatty acyl chains exhibited the greatest disruption compared with that of PC extracted from soy, which maintained stability despite high degree of unsaturation. Mono-unsaturated ozonized layers of POPC did not exhibit any disruption, but their modified properties indicated structural changes caused by the appearance of oxidation products. The stability of mixed layers (of the same unsaturation degree as the soy PC) composed of DOPC and fully saturated lipid increased, however, not reaching the soy PC level. Comparisons of the behaviour of tested systems indicated that the fraction of lipids containing one saturated acyl chain is the parameter most important for stability of the oxidized layer. The stabilizing effects of the cholesterol admixture were also quantified. Results obtained for lipid layers were supported by measurements of liposome size, zeta potential and surface tension of liposome suspension.

Keywords: Model membranes; Ozone; Phosphatidylcholine oxidation; Unsaturated fatty acid chains.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Membranes, Artificial*
  • Oxidation-Reduction
  • Ozone / chemistry*
  • Phosphatidylcholines / chemistry*

Substances

  • Membranes, Artificial
  • Phosphatidylcholines
  • Ozone
  • 1,2-oleoylphosphatidylcholine
  • 1-palmitoyl-2-oleoylphosphatidylcholine