HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH TABLE OF CONTENTS		QUICK SEARCH:   [advanced] Author: Keyword(s): Year:  Vol:  Page:

This Article Full Text Full Text (PDF) All Versions of this Article: M200356-JLR200v1 44/3/567    most recent Alert me when this article is cited Alert me if a correction is posted Citation Map Services Email this article to a friend Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Request Permissions Citing Articles Citing Articles via HighWire Citing Articles via Google Scholar Google Scholar Articles by Funari, S. S. Articles by Escribá, P. V. Search for Related Content PubMed PubMed Citation Articles by Funari, S. S. Articles by Escribá, P. V. Social Bookmarking                      What's this?

Journal of Lipid Research, Vol. 44, 567-575, March 2003
Copyright © 2003 by Lipid Research, Inc.

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

Sérgio S. Funari^2,1,*, Francisca Barceló and Pablo V. Escribá

^* Max-Planck Institute for Colloids and Interfaces, c/o HASYLAB, Notkestrasse 85, D-22603 Hamburg, Germany
Molecular Cell Biology and Biochemistry, Department of Biology, University of the Balearic Islands, E-07071 Palma de Mallorca, Spain

¹ To whom correspondence should be addressed. e-mail: 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 behavior. 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 (OA) produced important concentration-dependent alterations of the lipid membrane structure: it induced reductions of up to 20–23°C in the lamellar-to-hexagonal transition temperature of 1-palmitoyl-2-oleoyl PE and dielaidoyl PE 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 OA (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 OA intake have been shown to exert protective effects against tumoral and hypertensive pathologies. iii) FFA derivatives have been developed as antitumoral and antihypertensive drugs.

Supplementary key words free fatty acids • phosphatidylcholine • lipid membrane structure • lamellar phases • nonlamellar phases • hexagonal H_II phase • epitaxial relationship

CiteULike    Complore    Connotea    Del.icio.us    Digg    Reddit    Technorati    What's this?

This article has been cited by other articles:

				S. Teres, G. Barcelo-Coblijn, M. Benet, R. Alvarez, R. Bressani, J. E. Halver, and P. V. Escriba Oleic acid content is responsible for the reduction in blood pressure induced by olive oil PNAS, September 16, 2008; 105(37): 13811 - 13816. [Abstract] [Full Text] [PDF]

				G. H. Borchert, M. Giggey, F. Kolar, T. M. Wong, P. H. Backx, and P. V. Escriba 2-Hydroxyoleic acid affects cardiomyocyte [Ca2+]i transient and contractility in a region-dependent manner Am J Physiol Heart Circ Physiol, April 1, 2008; 294(4): H1948 - H1955. [Abstract] [Full Text] [PDF]

				M. Hlavackova, J. Neckar, J. Jezkova, P. Balkova, B. Stankova, O. Novakova, F. Kolar, and F. Novak Dietary Polyunsaturated Fatty Acids Alter Myocardial Protein Kinase C Expression and Affect Cardioprotection Induced by Chronic Hypoxia Experimental Biology and Medicine, June 1, 2007; 232(6): 823 - 832. [Abstract] [Full Text] [PDF]

				J. S. Perona, O. Vogler, J. M. Sanchez-Dominguez, E. Montero, P. V. Escriba, and V. Ruiz-Gutierrez Consumption of Virgin Olive Oil Influences Membrane Lipid Composition and Regulates Intracellular Signaling in Elderly Adults With Type 2 Diabetes Mellitus J. Gerontol. A Biol. Sci. Med. Sci., March 1, 2007; 62(3): 256 - 263. [Abstract] [Full Text] [PDF]

				J. Martinez, A. Gutierrez, J. Casas, V. Llado, A. Lopez-Bellan, J. Besalduch, A. Dopazo, and P. V. Escriba The Repression of E2F-1 Is Critical for the Activity of Minerval against Cancer J. Pharmacol. Exp. Ther., October 1, 2005; 315(1): 466 - 474. [Abstract] [Full Text] [PDF]

				Q. Yang, R. Alemany, J. Casas, K. Kitajka, S. M. Lanier, and P. V. Escriba Influence of the Membrane Lipid Structure on Signal Processing via G Protein-Coupled Receptors Mol. Pharmacol., July 1, 2005; 68(1): 210 - 217. [Abstract] [Full Text] [PDF]

				J. Martinez, O. Vogler, J. Casas, F. Barcelo, R. Alemany, J. Prades, T. Nagy, C. Baamonde, P. G. Kasprzyk, S. Teres, et al. Membrane Structure Modulation, Protein Kinase C{alpha} Activation, and Anticancer Activity of Minerval Mol. Pharmacol., February 1, 2005; 67(2): 531 - 540. [Abstract] [Full Text] [PDF]

				O. Vogler, J. Casas, D. Capo, T. Nagy, G. Borchert, G. Martorell, and P. V. Escriba The G{beta}{gamma} Dimer Drives the Interaction of Heterotrimeric Gi Proteins with Nonlamellar Membrane Structures J. Biol. Chem., August 27, 2004; 279(35): 36540 - 36545. [Abstract] [Full Text] [PDF]

				R. Alemany, S. Teres, C. Baamonde, M. Benet, O. Vogler, and P. V. Escriba 2-Hydroxyoleic Acid: A New Hypotensive Molecule Hypertension, February 1, 2004; 43(2): 249 - 254. [Abstract] [Full Text] [PDF]

				J. Prades, S. S. Funari, P. V. Escriba, and F. Barcelo Effects of unsaturated fatty acids and triacylglycerols on phosphatidylethanolamine membrane structure J. Lipid Res., September 1, 2003; 44(9): 1720 - 1727. [Abstract] [Full Text] [PDF]