Properties of palmitoyl phosphatidylcholine, sphingomyelin, and dihydrosphingomyelin bilayer membranes as reported by different fluorescent reporter molecules

Biophysical Journal

Volumn 84, Issue 2 I, 2003, Pages 987-997

  Nyholm, Thomas ^a   Nylund, Matts ^a   Söderholm, Annu ^a   Slotte, J Peter ^a  

^a ÅBO AKADEMI UNIVERSITY   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

DANSYL CHLORIDE; DIHYDROSPHINGOMYELIN; PALMITOYL PROTEIN THIOESTERASE; PALMITOYLGLYCEROPHOSPHOCHOLINE; SPHINGOMYELIN; UNCLASSIFIED DRUG;

ANISOTROPY; ARTICLE; BILAYER MEMBRANE; CELL MEMBRANE; FLUORESCENCE; FLUORESCENCE SPECTROSCOPY; HYDROGEN BOND; LIQUID CRYSTAL; PARTITION CHROMATOGRAPHY; PHOSPHOLIPID BILAYER; STEADY STATE; STRUCTURE ANALYSIS;

EID: 0037304544     PISSN: 00063495     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-3495(03)74915-7     Document Type: Article

References (60)

1. Abbott, A. J., and G. L. Nelsestuen. 1987. Association of a protein with membrane vesicles at the collisional limit: studies with blood coagulation factor va light chain also suggest major differences between small and large unilamellar vesicles. Biochemistry. 26:7994-8003.
2. Andrich, M. P., and J. M. Vanderkooi. 1976. Temperature dependence of 1,6-diphenyl-1,3,5-hexatriene fluorescence in phophoslipid artificial membranes. Biochemistry. 15:1257-1261.
3. Asuncion-Punzalan, E., K. Kachel, and E. London. 1998. Groups with polar characteristics can locate at both shallow and deep locations in membranes: the behavior of dansyl and related probes. Biochemistry. 37:4603-4611.
4. Bagatolli, L. A., E. Gratton, and G. D. Fidelio. 1998. Water dynamics in glycosphingolipid aggregates studied by LAURDAN fluorescence. Biophys. J. 75:331-341.
5. Bagatolli, L. A., B. Maggio, F. Aguilar, C. P. Sotomayor, and G. D. Fidelio. 1997. Laurdan properties in glycosphingolipid-phospholipid mixtures: a comparative fluorescence and calorimetric study. Biochim. Biophys. Acta. 1325:80-90.
6. Bagatolli, L. A., T. Parasassi, G. D. Fidelio, and E. Gratton. 1999. A model for the interaction of 6-lauroyl-2-(N,N-dimethylamino)naphthalene with lipid environments: implications for spectral properties. Photochem. Photobiol. 70:557-564.
7. Barenholz, Y. 1984. Sphingomyelin-lecithin balance in membranes: composition, structure, and function relationships. Physics of Membrane Fluidity. 1:131-173.
8. Barenholz, Y., J. Suurkuusk, D. B. Mounteastle, T. E. Thompson, and R. L. Biltonen. 1976. A calorimetric study of the thermotropic behavior of aqueous dispersions of natural and synthetic sphingomyelins. Biochemistry. 15:2441-2447.
9. Barrow, D. A., and B. R. Lentz. 1985. Membrane structural domains. Resolution limits using diphenylhexatrien fluorescence decay. Biophys. J. 48:221-234.
10. Bernsdorff, C., A. Wolf, R. Winter, and E. Gratton. 1997. Effect of hydrostatic pressure on water penetration and rotational dynamics in phospholipid-cholesterol bilayers. Biophys. J. 72:1264-1277.
11. Bittman, R., C. R. Kasireddy, P. Mattjus, and J. P. Slotte. 1994. Interaction of cholesterol with sphingomyelin in monolayers and vesicles. Biochemistry. 33:11776-11781.
12. Brown, D. A., and J. K. Rose. 1992. Sorting of GPI-anchored proteins to glycolipid-enriched membrane subdomains during transport to the apical cell surface. Cell. 68:533-544.
13. Brown, R. E. 1998. Sphingolipid organization in biomembranes: what physical studies of model membranes reveal. J. Cell Sci. 111:1-9.
14. Byrdwell, W. C., and D. Borchman. 1997. Liquid chromatography/mass-spectrometric characterization of sphingomyelin and dihydrosphingomyelin of human lens, membranes. Ophthalmic Res. 29: 191-206.
15. Cohen, R., Y. Barenholz, S. Gatt, and A. Dagan. 1984. Preparation and characterization of well defined D-erythro sphingomyelins. Chem. Phys. Lipids. 35:371-384.
16. Epand, R. M., and B. T. Leon. 1992. Hexagonal phase forming propensity detected in phospholipid bilayers with fluorescent probes. Biochemistry. 31:1550-1554.
17. Ferguson-Yankey, S. R., D. Borchman, K. G. Taylor, D. B. DuPre, and M. C. Yappert. 2000. Conformational studies of sphingolipids by NMR spectroscopy. I. DihydrosphingomyeIin. Biochim. Biophys. Acta. 1467:307-325.
18. Fiorini, R., M. Valentino, S. Wang, M. Glaser, and E. Gratton. 1987. Fluorescence lifetime distributions of 1,6-diphenyl-1,3,5-hexatriene in phospholipid vesicles. Biochemistry. 26:3864-3870.
19. Ho, C., S. J. Slater, and C. D. Stubbs. 1995. Hydration and order in lipid bilayers. Biochemistry. 34:6188-6195.
20. Ho, C., and C. D. Stubbs. 1997. Effect of n-alkanols on lipid bilayer hydration. Biochemistry. 36:10630-10637.
21. Jendrasiak, G. L., and R. L. Smith. 2001. The effect of the choline head group on phospholipid hydration. Chem. Phys. Lipids. 113: 55-66.
22. Kaiser, R. D., and E. London. 1998. Location of diphenylhexatriene (DPH) and its derivatives within membranes: comparison of different fluorescence quenching analyses of membrane depth. Biochemistry. 37:8180-8190.
23. Kalb, E., F. Paltauf, and A. Hermetter. 1989. Fluorescence lifetime distributions of diphenylhexatriene-labeled phosphatidylcholine as a tool for the study of phospholipid-cholesterol interactions. Biophys. J. 56: 1245-1253.
24. Kaluzny, M. A., L. A. Duncan, M. V. Merritt, and D. E. Epps. 1985. Rapid separation of lipid classes in high yield and purity using bonded phase columns. J. Lipid Res. 26:135-140.
25. Kinnunen, P. K. J. 1991. On the principles of functional ordering in biological membranes. Chem. Phys. Lipids. 57:375-399.
26. Krasnowska, E. K., L. A. Bagatolli, E. Gratton, and T. Parasassi. 2001. Surface properties of cholesterol-containing membranes detected by Prodan fluorescence. Biochim. Biophys. Acta. 1511:330-340.
27. Krasnowska, E. K., E. Gratton, and T. Parasassi. 1998. Prodan as a membrane surface fluorescence probe: partitioning between water and phospholipid phases. Biophys. J. 74:1984-1993.
28. Kuikka, M., B. Ramstedt, H. Ohvo-Rekila, J. Tuuf, and J. P. Slotte. 2001. Membrane properties of D-erythro-N-acyl sphingomyelins and their corresponding dihydro species. Biophys. J. 80:2327-2337.
29. Lakowicz, J. R. 1999. Principles of Fluorescence Spectroscopy. Kluvert Academic/Plenum Publishers, New York.
30. Lentz, B. R. 1989. Membrane "fluidity" as detected bydiphenylhexatriene probes. Chem. Phys. Lipids. 50:171-190.
31. Lentz, B. R., Y. Barenholz, and T. E. Thompson. 1976. Fluorescence depolarization studies of phase transitions and fluidity in phospholipid bilayers. 1. Single component phosphatidylcholine liposomes. Biochemistry. 15:4521-4528.
32. London, E., and D. A. Brown. 2000. Insolubility of lipids in Triton X-100: physical origin and relationship to sphingolipid/cholesterol membrane domains (rafts). Biochim. Biophys. Acta. 1508:182-195.
33. Massey, J. B. 2001. Interaction of ceramides with phosphatidylcholine, sphingomyelin and sphingomyelin/cholesterol bilayers. Biochim. Biophys. Acta. 1510:167-184.
34. Massey, J. B., and H. J. Pownall. 1998. Surface properties of native human plasma lipoproteins and lipoprotein models. Biophys. J. 74:869-878.
35. McMullen, T. P. W., R. N. A. H. Lewis, and R. N. McElhaney. 1993. Differential scanning calorimetric study of the effect of cholesterol on the thermotropic phase behavior of a homologous series of linear saturated phosphatidylcholines. Biochemistry. 32:516-522.
36. Nyholm, T., and J. P. Slotte. 2001. Comparison of Triton X-100 penetration into phosphatidylcholine and sphingomyelin mono- and bilayers. Langmuir. 17:4724-4730.
37. Ohvo-Rekila, H., B. Ramstedt, P. Leppimaki, and J. P. Slotte. 2002. Cholesterol interactions with phospholipids in membranes. Prog. Lipid Res. 41:66-97.
38. Ollila, F., and J. P. Slotte. 2002. Partitioning of Triton X-100, deoxycholate and C(10)EO(8) into bilayers composed of native and hydrogenated egg yolk sphingomyelin. Biochim. Biophys. Acta. 1564:281-288.
39. Pap, E. H., J. J. ter Horst, A. van Hoek, and A. J. Visser. 1994. Fluorescence dynamics of diphenyl-1,3,5-hexatriene-labeled phospholipids in bilayer membranes. Biophys. Chem. 48:337-351.
40. Parasassi, T., M. Di Stefano, M. Loiero, G. Ravagnan, and E. Gratton. 1994. Cholesterol modifies water concentration and dynamics in phospholipid bilayers: a fluorescence study using Laurdan probe. Biophys. J. 66:763-768.
41. Parasassi, T., E. Gratton, W. M. Yu, P. Wilson, and M. Levi. 1997. Two-photon fluorescence microscopy of laurdan generalized polarization domains in model and natural membranes. Biophys. J. 72:2413-2429.
42. Parente, R. A., and B. R. Lentz. 1985. Advantages and limitations of 1-palmitoyl,2-[[[2-[4-(6-phenyl-trans-1,3,5-hexatrienyl)phenyl]ethyl] carbonyl]-3- sn-phosphatidylcholine as a fluorescent membrane probe. Biochemistry. 24:6178-6185.
43. Ramstedt, B., P. Leppimaki, M. Axberg, and J. P. Slotte. 1999. Analysis of natural and synthetic sphingomyelins using high-performance thin-layer chromatography. Eur. J. Biochem. 266:997-1002.
44. Ramstedt, B., and J. P. Slotte. 1999. Interaction of cholesterol with sphingomyelins and acyl-chain-matched phosphatidylcholines: a comparative study of the effect of the chain length. Biophys. J. 76: 908-915.
45. Rottenberg, H. 1992. Probing the interactions of alcohols with biological membranes with the fluorescent probe Prodan. Biochemistry. 31:9473-9481.
46. Saito, H., I. Arimoto, M. Tanaka, T. Sasaki, T. Tanimoto, S. Okada, and T. Handa. 2000. Inhibition of lipoprotein lipase activity by sphingomyelin: role of membrane surface structure. Biochim. Biophys. Acta. 1486:312-320.
47. Sankaram, M. B., and T. E. Thompson. 1990. Interaction of cholesterol with various glycerophospholipids and sphingomyelin. Biochemistry. 29:10670-10675.
48. Sarmientos, F., G. Schwarzmann, and K. Sandhoff. 1985. Direct evidence by carbon-13 NMR spectroscopy for the erythro configuration of the sphingoid moiety in Gaucher cerebroside and other natural sphingolipids. Eur. J. Biochem. 146:59-64.
49. Schneider, P. B., and E. P. Kennedy. 1967. Sphingomyelinase in normal human spleens and in spleens from subjects with Niemann-Pick disease. J. Lipid Res. 8:202-209.
50. Schroeder, R., E. London, and D. Brown. 1994. Interactions between saturated acyl chains confer detergent resistance on lipids and glycosylphosphatidylinositol (GPI)-anchored proteins: GPI-anchored proteins in liposomes and cells show similar behavior. Proc. Natl. Acad. Sci. USA. 91:12130-12134.
51. Shinitzky, M., and Y. Barenholz. 1978. Fluidity parameters of lipid regions determined by fluorescence polarization. Biochim. Biophys. Acta. 515:367-394.
52. Simons, K., and E. Ikonen. 1997. Functional rafts in cell membranes. Nature. 387:569-572.
53. Slotte, J. P. 1999. Sphingomyelin-cholesterol interactions in biological and model membranes. Chem. Phys. Lipids. 102:13-27.
54. Small, D. M. 1986. The Physical Chemistry of Lipids, Handbook of Lipid Research. Plenum Press, New York.
55. Stryer, L. 1966. Excited-state proton-transfer reactions. A deuterium isotope effect on fluorescence. J. Am. Chem. Soc. 88:5708-5712.
56. Talbott, C. M., I. Vorobyov, D. Borchman, K. G. Taylor, D. B. DuPre, and M. C. Yappert. 2000. Conformational studies of sphingolipids by NMR spectroscopy. II. Sphingomyelin Biochim. Biophys. Acta. 1467:326-337.
57. Veiga, M. P., J. L. Arrondo, F. M. Goni, A. Alonso, and D. Marsh. 2001. Interaction of cholesterol with sphingomyelin in mixed membranes containing phosphatidylcholine, studied by spin-label ESR and IR spectroscopies. A possible stabilization of gel-phase sphingolipid domains by cholesterol. Biochemistry. 40:2614-2622.
58. Weber, G., and F. J. Farris. 1979. Synthesis and spectral properties of a hydrophobic fluorescent probe: 6-propionyl-2-(dimethylamino)naphthalene. Biochemistry. 18:3075-3078.
59. Williams, B. W., and C. D. Stubbs. 1988. Properties influencing fluorophore lifetime distributions in lipid bilayers. Biochemistry. 27:7994-7999.
60. Zeng, J. W., and P. L. Chong. 1991. Interactions between pressure and ethanol on the formation of interdigitated DPPC liposomes: a study with Prodan fluorescence. Biochemistry. 30:9485-9491.