Cholesterol is found to reside in the center of a polyunsaturated lipid membrane

Biochemistry

Volumn 47, Issue 27, 2008, Pages 7090-7096

  Harroun, Thad A ^a   Katsaras, John ^a,b,c   Wassall, Stephen R ^d  

^a BROCK UNIVERSITY   (Canada)

^b NATIONAL RESEARCH COUNCIL CANADA   (Canada)

^c UNIVERSITY OF GUELPH   (Canada)

^d INDIANA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY; LIPIDS;

ACYL CHAINS; BI-LAYERS; CENTER OF MASS (COM); DIFFRACTION STUDIES; LIPID MEMBRANES; PHOSPHATIDYLCHOLINE (PTDCHO);

CHOLESTEROL;

1 STEAROYL 2 ARACHIDONYLPHOSPHATIDYLCHOLINE; 2 OLEOYL 1 PALMITOYLPHOSPHATIDYLCHOLINE; CHOLESTEROL; DEUTERIUM; DIOLEOYLPHOSPHATIDYLCHOLINE; HYDROXYL GROUP; PHOSPHATIDYLCHOLINE; POLYUNSATURATED FATTY ACID; STEROID;

ARTICLE; BINDING AFFINITY; CONFORMATION; FATTY ACID DESATURATION; ISOTOPE LABELING; LIPID ANALYSIS; LIPID BILAYER; LIPID MEMBRANE; NEUTRON DIFFRACTION; PRIORITY JOURNAL;

CHOLESTEROL; DEUTERIUM; FATTY ACIDS, UNSATURATED; LIGHT; LIPID BILAYERS; SCATTERING, RADIATION;

EID: 46849085354     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi800123b     Document Type: Article

References (41)

1. Stillwell, W., and Wassall, S. R. (2003) Docosahexaenoic acid: Membrane properties of a unique fatty acid. Chem. Phys. Lipids 126, 1-27.
2. Salem, N., Jr., Kim, H. Y., and Yergey, J. A. (1986) in Health Effects of Polyunsaturated Fatty Acids in Seafoods (Simopoulos, A. P., Kifer, R. R., and Martin, R. E., Eds.) pp 263-317, Academic Press, New York.
3. Aveldano, M. I. (1989) Dipolyunsaturated species of retina phospholipids and their fatty acids. Colloq. INSERM 195, 87-96.
4. Siddiqui, R. A., Harvey, K. A., Zaloga, G. P., and Stillwell, W. (2007) Modulation of Lipid Rafts by Omega-3 Fatty Acids in Inflammation and Cancer: Implications for Use of Lipids During Nutrition Support. Nutr. Clin. Pract. 22, 74-88.
5. Kratz, M. (2005) Atherosclerosis: Diet and Drugs. In Handbook of Experimental Pharmacology (von Eckardstein, A., Ed.) Vol. 170, pp 195-214, Springer, New York.
6. Shaikh, S. R., and Edidin, M. (2006) Polyunsaturated fatty acids, membrane organization, T cells, and antigen presentation. Am. J. Clin. Nutr. 84, 1277-1289.
7. Huster, D., Arnold, K., and Gawrisch, K. (1998) Influence of docosahexaenoic acid and cholesterol on lateral lipid organization in phospholipid mixtures. Biochemistry 37, 17299-17308.
8. Mitchell, D. C., and Litman, B. J. (1998) Effects of cholesterol on molecular order and dynamics in highly polyunsaturated phospholipid bilayers. Biophys. J. 75, 896-908.
9. Wassall, S. R., Brzustowicz, M. R., Shaikh, S. R., Cherezov, V., Caffery, M., and Stillwell, W. (2004) Order from disorder, corralling cholesterol with chaotic lipids. The role of polyunsaturated lipids in membrane raft formation. Chem. Phys. Lipids 132, 79-88.
10. Shaikh, S. R., and Edidin, M. A. (2006) Membranes are not just rafts. Chem. Phys. Lipids 144, 1-3.
11. Yeagle, P. L. (1993) in Cholesterol in Membrane Models (Finegold, L., Ed.) pp 1-12, CRC Press, Boca Raton, FL.
12. Smith, L. L. (1991) Another Cholesterol Hypothesis: Cholesterol as Antioxidant. Free Radical Biol. Med. 11, 47-61.
13. Papanikolaou, A., Papafotika, A., Murphy, C., Papamarcaki, T., Tsolas, O., Drab, M., Kurzchalia, T. V., Kasper, M., and Christoforidis, S. (2005) Cholesterol-dependent Lipid Assemblies Regulate the Activity of the Ecto-nucleotidase CD39. J. Biol. Chem. 28, 26406-26414.
14. Petrie, R. J., Schnetkamp, P. P. M., Patel, K. D., Awasthi-Kalia, M., and Deans, J. P. A. (2000) Transient Translocation of the B Cell Receptor and Src Homology 2 Domain-Containing Inositol Phosphatase to Lipid Rafts: Evidence Toward a Role in Calcium Regulation. J. Immunol. 165, 1220-1227.
15. Haines, T. H. (2001) Do Sterols Reduce Proton and Sodium Leaks Through Lipid Bilayers? Prog. Lipid Res. 40, 299-324.
16. 2H NMR investigation. FEBS Lett. 451, 197-202.
17. Niu, S. L., and Litman, B. J. (2002) Determination of membrane cholesterol partition coefficient using a lipid vesicle-cyclodextrin binary system: Effect of phospholipid acyl chain unsaturation and headgroup composition. Biophys. J. 83, 3408-3415.
18. Brzustowicz, M. R., Cherezov, V., Zerouga, M., Caffrey, M., Stillwell, W., and Wassall, S. R. (2002) Controlling membrane cholesterol content. A role for polyunsaturated (docosahexaenoate) phospholipids. Biochemistry 41, 12509-12519.
19. Brzustowicz, M. R., Cherezov, V., Caffrey, M., Stillwell, W., and Wassall, S. R. (2002) Molecular organization of cholesterol in polyunsaturated membranes: Microdomain formation. Biophys. J. 82, 285-298.
20. Pitman, M. C., Suits, F., MacKerell, A. D., Jr., and Feller, S. E. (2004) Molecular-level organization of saturated and polyunsaturated fatty acids in a phosphatidylcholine bilayer containing cholesterol. Biochemistry 43, 15318-15328.
21. Silvius, J. R. (2003) Role of cholesterol in lipid raft formation: Lessons from lipid model systems. Biochim. Biophys. Acta 1610, 174-183.
22. Simons, K., and Ikonen, E. (1997) Functional rafts in cell membranes. Nature 387, 569-572.
23. Brown, D. A., and London, E. (2000) Structure and Function of Sphingolipid- and Cholesterol-rich Membrane Rafts. J. Biol. Chem. 275, 17221-17224.
24. Pike, L. J. (2006) Rafts defined: A report on the Keystone symposium on lipid rafts and cell function. J. Lipid Res. 47, 1597-1598.
25. Harroun, T. A., Katsaras, J., and Wassall, S. R. (2006) Cholesterol Hydroxyl Group Is Found To Reside in the Center of a Polyunsaturated Lipid Membrane. Biochemistry 45, 1227-1233.
26. Léonard, A., Escriv, C., Laguerre, M., Pebay-Peyroula, E., Néri, W., Pott, T., Katsaras, J., and Dufourc, E. J. (2001) Location of Cholesterol in DMPC Membranes. A Comparative Study by Neutron Diffraction and Molecular Mechanics Simulation. Langmuir 17, 2019-2030.
27. Hristova, K., and White, S. H. (1998) Determination of Hydrocarbon Core Structure of Fluid Dioleoylphosphocholine (DOPC) Bilayers by X-Ray Diffraction Using Specific Bromination of the Double-Bonds: Effect of Hydration. Biophys. J. 74, 2419-2433.
28. Han, X., Hristova, K., and Wimley, W. C. (2008) Protein Folding in Membranes: Insights from Neutron Diffraction Studies of a Membrane β-Sheet Oligomer. Biophys. J. 94, 492-505.
29. Franks, N. (1976) Structural analysis of hydrated egg Lecithin and cholesterol bilayers I. X-ray diffraction. J. Mol. Biol. 100, 345-358.
30. Darkes, M. J. M., and Bradshaw, J. P. (2000) Real-time swelling-series method improves the accuracy of lamellar neutron-diffraction data. Acta Crystallogr. D56, 48-54.
31. Franks, N. P., and Lieb, W. R. (1979) The Structure of Lipd bilayers and the Effects of General Anaesthetics. J. Mol. Biol. 133, 469-500.
32. Ruettinger, A., Kiselev, M. A., Hauss, T., Dante, S., Balagurov, A. M., and Neubert, R. H. H. (2008) Fatty acid interdigitation in stratum corneum model membranes: A neutron diffraction study. Eur. Biophys. J. . (in press).
33. Wiener, M. C., and White, S. H. (1991) Fluid bilayer structure determination by the combined use of X-ray and neutron diffraction. I. Fluid bilayer models and the limits of resolution. Biophys. J. 59, 162-173.
34. Wiener, M. C., and White, S. H. (1991) Fluid bilayer structure determination by the combined use of X-ray and neutron diffraction. II. "Composition-space" refinement method. Biophys. J. 59, 174-185.
35. Shaikh, S. R., Dumaual, A. C., Castillo, A., LoCascio, D., Siddiqui, R. A., Stillwell, W., and Wassall, S. R. (2004) Oleic and docosahexaenoic acid differentially phase separate from lipid raft molecules: A comparative NMR, DSC, AFM, and detergent extraction study. Biophys. J. 87, 1752-1766.
36. Stillwell, W., Shaikh, S. R., Zerouga, M., Siddiqui, R., and Wassall, S. R. (2005) Docosahexaenoic acid affects cell signaling by altering lipid rafts. Reprod. Nutr. Dev. 45, 559-579.
37. Marrink, S. J., de Vries, A. H., Harroun, T. A., Katsaras, J., and Wassall, S. R. (2008) Cholesterol Shows Preference for the Interior of Polyunsaturated Lipid Membranes. J. Am. Chem. Soc. 130, 10-11.
38. Knapp, H. R., Hullin, F., and Salem, N., Jr. (1994) Asymmetric incorporation of dietary n-3 fatty acids into membrane aminophospholipids of human erythrocytes. J. Lipid Res. 35, 1283-1291.
39. Sweet, W. D., and Schroeder, F. (1988) Polyunsaturated fatty acids alter sterol transbilayer domains in LM fibroblast plasma membrane. FEBS Lett. 229, 188-192.
40. Feller, S. E., Gawrisch, K., and MacKerell, A. D., Jr. (2002) Polyunsaturated Fatty Acids in Lipid Bilayers: Intrinsic and Environmental Contributions to Their Unique Physical Properties. J. Am. Chem. Soc. 124, 318-326.
41. 2H NMR and molecular dynamics simulations. J. Am. Chem. Soc. 124, 298-309.