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Paper

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

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Pages 261-268 | Received 09 Feb 2004, Published online: 09 Jul 2009

References

  • Clandinin, M. T., Foot, M. and Robson, L., 1983, Plasma membrane: can its structure and function be modulated by dietary fat? Comp. Biochem. Physiol., B76, 335 –339.
  • Dominiczak, A. F., Lazar, D. F., Das, A. K. and Bohr, D. F., 1991, Lipid bilayer in genetic hypertension. Hypertension, 18, 748 –757.
  • Haeffner, E. W. and Privett, O. S., 1975, Influence of dietary fatty acids on membrane properties and enzyme activities of liver mitochondria of normal and hypophysectomized rats. Lipids, 10, 75 –81.
  • Denyer, G. S., 2002, Background: the renaissance of fat: roles in membrane structure, signal transduction and gene expres- sion. Med. J. Aust., 176, S109–S110.
  • Feldman, R. D. and Gros, R., 1998, Impaired vasodilator function in hypertension: the role of alterations in receptor/G- protein coupling. Trends Cardiovasc. Med., 8, 297 –305.
  • Lewis, R. N. A. H., Mannock, D. A. and McElhaney, R. N., 1997, Membrane lipid, molecular structure and polymorphism. In Lipid Polymorphism and Membrane Properties, R. Epand, ed. (Aca- demic Press, San Diego, CA), pp. 25 –102.
  • Siegel, D. P. and Epand, R. M., 1997, The mechanism of lamellar-to-inverted hexagonal phase transitions in phosphati- dylethanolamine: implications for membrane fusion mechan- isms. Biophys. J., 73, 3089–3111.
  • Gudi, S., Nolan, J. P. and Frangos, J. A., 1998, Modulation of GTPase activity of G proteins by fluid shear stress and phospholipid composition. Proc. Natl Acad. Sci. USA, 95, 2515 -2519.
  • Epand, R. M., Epand, R. F., Leon, B. T., Menger, F. M. and Kuo, J. F., 1991, Evidence for the regulation of the activity of protein kinase C through changes in membrane properties. Biosci. Rep., 11, 59 –64.
  • Escriba´, P. V., Ozaita, A., Ribas, C., Miralles, A., Fodor, E., Farkas, T. and Garcı´ a-Sevilla, J. A., 1997, Role of lipid polymorphism in G protein-membrane interactions: non lamellar-prone phospholipids and peripheral protein binding to membranes. Proc. Natl Acad. Sci. USA, 94, 11375 – 11380.
  • Epand, R. M., Epand, R. F., Ahmed, N. and Chen, R., 1991, Promotion of hexagonal phase formation and lipid mixing by fatty acids with varying degrees of unsaturation. Chem. Phys. Lipids, 57, 75 –80.
  • Funari, S. S., Barcelo´, F. and Escriba´, P. V., 2003, Effects of oleic acid and its congeners, elaidic and stearic acids, on the structural properties of phosphatidylethanolamine membranes. J. Lipid Res., 44, 567 –575.
  • Prades, J., Funari, S. S., Escriba´, P. V. and Barcelo´, F., 2003, Effects of unsaturated fatty acids and triacylglycerols on phosphatidylethanolamine membrane structure. J. Lipid Res., 44, 1720 -1727.
  • Mukhopadhyay, S., Ramminger, S. J., McLaughlin, M., Gam- bling, L., Olver, R. E. and Kemp, P. J., 1997, Direct modulation of G-proteins by polyunsaturated fatty acids: a novel eicosa- noid-independent regulatory mechanism in the developing lung. Biochem. J., 326, 725 –730.
  • Craven, P. A. and DeRubertis, F. R., 1988, Role of activation of protein kinase C in the stimulation of colonic epithelial prolif eration by unsaturated fatty acids. Gastroenterology, 95, 676 – 685.
  • Fain, J. N. and Shepherd, R. E., 1975, Free fatty acids as feedback regulators of adenylate cyclase and cyclic 3?:5?-AMP accumulation in rat fat cells. J. Biol. Chem., 250, 6586–6592.
  • Alemany, R., Tere´ s, S., Baamonde, C., Benet, M., Vo¨ gler, O. and Escriba´, P. V., 2004, 2-hydroxyoleic acid: a new hypoten- sive molecule. Hypertension, 43, 249 –254.
  • Escriba´, P. V., Sa´ nchez-Domı´ nguez, J. M., Alemany, R., Perona, J. S. and Ruı´ z-Gutie´ rrez, V., 2003, Alteration of lipids, G proteins, and PKC in cell membranes of elderly hyperten- sives. Hypertension, 41, 176 –182.
  • Small, D. M., Cabral, D. J., Cistola, D. P., Parks, J. S. and Hamilton, J. A., 1984, The ionization behavior of fatty acids and bile acids in micelles and membranes. Hepatology, 4, 77S - 79S.
  • Kantor, H. L. and Prestegard, J. H., 1978, Fusion of phospha- tidylcholine bilayer vesicles: role of free fatty acid. Biochemistry, 17, 3592–3597.
  • Escriba´, P. V. and Bean, P., 2002, Basic principles underlying the emerging field of lipid therapy. Am. Clin. Lab., 21, 19 –31.
  • Boggs, J. M., 1987, Lipid intermolecular hydrogen bonding: influence on structural organization and membrane function. Biochim. Biophys. Acta, 906, 353 –404.
  • Cevc, G., Seddon, J. M., Hartung, R. and Eggert, W., 1988, Phosphatidylcholine-fatty acid membranes. I. Effects of proto- nation, salt concentration, temperature and chain-length on the colloidal and phase properties of mixed vesicles, bilayers and nonlamellar structures. Biochim. Biophys. Acta, 940, 219 –240.
  • Go´ mez-Ferna´ ndez, J. C. and Villalain, J., 1998, The use of FT- IR for quantitative studies of the apparent pKa of lipid carboxyl groups and the dehydration degree of the phosphate group of phospholipids. Chem. Phys. Lipids, 96, 41 –52.
  • Harper, P. E., Mannock, D. A., Lewis, R. N. A. H., McElhaney, R. N. and Gruner, S. M., 2001, X-ray diffraction structures of some phosphatidylethanolamine lamellar and inverted hexago- nal phases. Biophys. J., 81, 2693 -2706.
  • Elder, M., Hitchcock, P., Mason, R. and Shipley, G. G., 1977, Arefinement analysis of the crystallography of the phospho- lipid, 1,2-dilauroyl-DL-phosphpatidylethanolamine, and some remarks on lipid-lipid and lipid-protein interactions. Proc. R. Soc. Lond. A., 354, 157 –170.
  • Weiner, S. J., Kollman, P. A., Case, D. A., Singh, U. C., Ghio, C., Alagona, G., Salvatore Profeta, J. and Weiner, P., 1984, A new force field for molecular mechanical simulation of nucleic acids and proteins. J. Am. Chem. Soc., 106, 765 –784.
  • Mohamadi, F., Richards, N. G. J., Guida, W. C., Liskamp, R., Lipton, M., Caufield, C., Chang, G., Hendrickson, T. and Still,W. C., 1990, MacroModel *an integrated software system for modeling organic and bioorganic molecules using molecular mechanics. J. Comp. Chem., 11, 440 –467.
  • Still, W. C., Tempczyk, A., Hawley, R. C. and Hendrickson, T., 1990, Semianalytical treatment of solvation for molecular mechanics and dynamics. J. Am. Chem. Soc., 112, 6127- 6129.

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