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J. Lipid Res.
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A more recent version of this article appeared on March 1, 2003

Papers In Press, published online ahead of print December 16, 2002
J. Lipid Res., doi:10.1194/jlr.M200356-JLR200
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Submitted on September 6, 2002
Revised on December 10, 2002
Accepted on December 16, 2002

Effects of oleic acid and its congeners, elaidic and stearic acids, on the structural properties of phosphatidylethanolamine membranes

Sérgio S. Funari, Francisca Barceló, and Pablo V. Escribá

c/o HASYLAB, MPI-Colloids and Interfaces, Hamburg 22603

Corresponding Author: Sergio.funari{at}desy.de

Fatty acid derivatives are abundant in biological membranes, mainly as components of phospholipids and cholesterol esters. Their presence, free or bound to phospholipids, modulates the lipid membrane behaviour. The present study shows the differential influence of the C-18 fatty acids (FAs), oleic, elaidic and stearic acids on the structural properties of phosphatidylethanolamine (PE). X-Ray diffraction of PE:FA systems demonstrated that oleic acid produced important concentration-dependent alterations of the lipid membrane structure: it induced reductions of up to 20-23ºC in the lamellar-to-hexagonal transition temperature of 1-palmitoyl-2-oleoyl phosphatidylethanolamine and dielaidoyl phosphatidylethanolamine and regulated the dimensions of the hexagonal lattice. In contrast, elaidic and stearic acids, did not markedly alter the phospholipid mesomorphism. The above effects were attributed to the different "molecular shape" of oleic acid (with a kink at the middle of the molecule) with respect to their congeners, elaidic and stearic acids. The effects of free fatty acids (FFAs) on membrane structure are relevant for several reasons: i) Some biological membranes contain very high levels of FFAs. ii) Mediterranean diets, with high oleic acid intake, have been shown to exert protective effects against tumoral and hypertensive pathologies. iii) FFA derivatives have been developed as antitumoral and antihypertensive drugs.


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