The hypotensive drug 2-hydroxyoleic acid modifies the structural properties of model membranes

Molecular Membrane Biology
Francisca BarcelóPablo V Escribá

Abstract

We studied the interactions of the hypotensive drug, 2-hydroxyoleic acid (2OHOA), with model membranes using the techniques of DSC, 31P NMR and X-ray diffraction. We demonstrate that 2OHOA alters the thermotropic behaviour of 1,2-dielaidoyl-sn-glycero-3-phosphoethanolamine (DEPE), thereby promoting the formation of hexagonal phases (H(II)), despite stabilizing the lamellar phase (Lalpha). The lattice parameters of lamellar and non-lamellar structures were not altered by the presence of 2OHOA. The molecular bases underlying the alterations in membrane structure provoked by 2OHOA were analysed by comparing the effects produced by 2OHOA with the closely related fatty acids (FAs), oleic acid (OA) and elaidic acid (EA). The capacity of C-18 FAs to induce H(II)-phase formation followed the order OA > 2OHOA > EA. Furthermore, while 2OHOA stabilized the Lalpha phase, OA destabilized it. The net negative charge of 2OHOA at physiological pH (approximately 7.4) influenced its effect on membrane structure. By analysing the molecular architecture of 2OHOA in DEPE monolayers, interactions between the carboxylate groups of 2OHOA and the amine groups of DEPE were observed, as well as between the 2-hydroxyl group of the FA and the carbonyl oxyg...Continue Reading

References

Aug 22, 1978·Biochemistry·H L Kantor, J H Prestegard
Dec 1, 1991·Hypertension·A F DominiczakD F Bohr
Apr 16, 1998·Proceedings of the National Academy of Sciences of the United States of America·S GudiJ A Frangos
Feb 16, 2002·Journal of Health Economics·Dennis P ScanloGary Solon
Jun 18, 2003·Journal of Lipid Research·Jesús PradesFrancisca Barceló
Feb 28, 2004·Trends in Cardiovascular Medicine·R D Feldman, R Gros

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Citations

May 13, 2009·Molecular Pharmaceutics·Chiranjeevi PeetlaVinod Labhasetwar
Sep 6, 2008·Proceedings of the National Academy of Sciences of the United States of America·S TerésP V Escribá
Aug 12, 2009·Proceedings of the National Academy of Sciences of the United States of America·Victoria LladóXavier Busquets
Nov 23, 2011·Proceedings of the National Academy of Sciences of the United States of America·Gwendolyn Barceló-CoblijnPablo V Escribá
May 16, 2012·Proceedings of the National Academy of Sciences of the United States of America·Silvia TerésPablo V Escribá
Mar 9, 2013·Journal of Lipid Research·Maria Laura MartinGwendolyn Barceló-Coblijn
Nov 8, 2012·PloS One·Amaia Marcilla-EtxenikeXavier Busquets
Apr 15, 2008·Chemistry and Physics of Lipids·Ramona JenskeWalter Vetter
Dec 6, 2005·Trends in Molecular Medicine·Pablo V Escribá
Aug 28, 2014·Chemistry and Physics of Lipids·Günther H PetersPeter Westh
Jan 31, 2013·Biochimica Et Biophysica Acta·Maria Laura MartinPablo V Escribá
Jan 28, 2014·Biochimica Et Biophysica Acta·Stefano PiottoSimona Concilio
Jul 27, 2012·Molecular Membrane Biology·Jesús PradesFrancisca Barceló
Jul 20, 2005·The Journal of Pharmacology and Experimental Therapeutics·Jordi MartínezPablo V Escribá
Apr 20, 2005·Molecular Pharmacology·Qing YangPablo V Escribá
Nov 9, 2004·Molecular Pharmacology·Jordi MartínezPablo V Escribá
Sep 14, 2007·Molecular Membrane Biology·Jesús PradesFrancisca Barceló
Sep 13, 2005·Molecular Membrane Biology·Sérgio S FunariFrancisca Barceló
Feb 26, 2008·American Journal of Physiology. Heart and Circulatory Physiology·Gudrun H BorchertPablo V Escriba
Jun 1, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Rama PrajapatiStefan Salentinig
Jun 14, 2012·Langmuir : the ACS Journal of Surfaces and Colloids·Anan YaghmurMichael Rappolt
Sep 3, 2011·The Journal of Physical Chemistry. B·Javier CerezoJosé Pedro Cerón-Carrasco
Feb 7, 2013·The Journal of Physical Chemistry. B·Vedagopuram Sreekanth, Avinash Bajaj

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