Structure and thermal history dependant phase behavior of hydrated synthetic sphingomyelin analogue: 1,2-Dimyristamido-1,2-deoxyphosphatidylcholine

Biochimica et Biophysica Acta - Biomembranes

Volumn 1713, Issue 1, 2005, Pages 40-50

  Takahashi, Hiroshi ^a   Okumura, Yukihisa ^b   Sunamoto, Junzo ^c  

^a GUNMA UNIVERSITY   (Japan)

^b SHINSHU UNIVERSITY   (Japan)

^c KYOTO UNIVERSITY   (Japan)

Author keywords

Acylamino phospholipid; Differential scanning calorimetry; Hydrogen bond; Metastability; Phase behavior; X ray diffraction

Indexed keywords

1,2 DIMYRISTAMIDO 1,2 DEOXYPHOSPHATIDYLCHOLINE; CHOLINE DERIVATIVE; PHOSPHATIDYLCHOLINE; SPHINGOMYELIN; UNCLASSIFIED DRUG;

ARTICLE; CRYSTAL STRUCTURE; HYDROGEN BOND; HYDROPHOBICITY; LIPID BILAYER; PHASE TRANSITION; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; TEMPERATURE SENSITIVITY; THERMOSTABILITY;

CALORIMETRY, DIFFERENTIAL SCANNING; MOLECULAR STRUCTURE; PHOSPHATIDYLCHOLINES; SPHINGOMYELINS; X-RAY DIFFRACTION;

EID: 20644472008     PISSN: 00052736     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbamem.2005.04.012     Document Type: Article

References (55)

1. J. Sunamoto, M. Goto, K. Iwamoto, H. Kondo, and T. Sato Synthesis and characterization of 1,2-dimyristoylamido-1,2-deoxyphosphatidylcholine as an artificial boundary lipid Biochim. Biophys. Acta 1024 1990 209 219
2. P.C. Jost, O.H. Griffith, R.A. Capaldi, and G. Vanderkooi Evidence for boundary lipid in membranes Proc. Nat. Acad. Sci. U. S. A. 70 1973 480 484
3. C.F. Schmit, Y. Barenholz, and T.E. Thompson A nuclear magnetic resonance study of sphingomyelin in bilayer systems Biochemistry 16 1977 2649 2656
4. J. Sunamoto, K. Nagai, M. Goto, and B. Lindoman Deuterium nuclear magnetic resonance studies on the interaction of glycophorin with 1,2-dimyristoylamido-1,2-deoxyphosphatidylcholine Biochim. Biophys. Acta 1024 1990 220 226
5. M. Goto, and J. Sunamoto Effect of artificial boundary lipid on the membrane dynamics of human glycophorin-containing liposome Bull. Chem. Soc. Jpn. 65 1992 3331 3334
6. J. Sunamoto, M. Goto, and K. Akiyoshi Effective transfer of membrane proteins from human erythrocytes to artificial boundary lipid-containing liposomes Chem. Lett. 1990 1249 1252
7. J. Sunamoto, K. Akiyoshi, M. Goto, T. Noguchi, T. Sato, E. Nakayama, R. Shibata, and H. Shiku Effective transfer of membrane proteins from intact cells to human liposomes and preparation of liposomal vaccines Ann. N. Y. Acad. Sci. 613 1990 116 127
8. Y. Okumura, M. Ishitobi, M. Sobel, K. Akiyoshi, and J. Sunamoto Transfer of membrane proteins from human platelets to liposomal fraction by interaction with liposomes containing an artificial boundary lipid Biochim. Biophys. Acta 1194 1994 335 340
9. M. Nakamura, Y. Katura, K. Tsujii, K. Kurihara, and J. Sunamoto Taste receptor proteins directly extracted by liposome from intact epithelium of bullfrog tongue Biochem. Biophys. Res. Commun. 201 1994 415 422
10. M. Nakamura, K. Tsujii, and J. Sunamoto Liposome-induced release of cell membrane proteins from intact tissue epithelium Med. Biol. Eng. Comput. 36 1998 645 653
11. K. Suzuki, Y. Okumura, T. Sato, and J. Sunamoto Membrane protein transfer from human erythrocyte ghosts to liposomes containing an artificial boundary lipid Proc. Jpn. Acad. 71 B 1995 93 97
12. K. Simons, and E. Ikonen Functional rafts in cell Nature 387 1997 569 572
13. D.A. Brown, and E. London Structure and origin of ordered lipid domains in biological membranes J. Membr. Biol. 164 1998 103 114
14. A. Rietveld, and K. Simons The differential miscibility of lipids as the basis for the formation functional membrane rafts Biochim. Biophys. Acta 1376 1998 467 479
15. K. Simons, and E. Ikonen How cell handle cholesterol Science 290 2000 1721 1726
16. H. Ohva-Rekilä, B. Ramstedt, P. Leppimäki, J. P. Slotte, Cholesterol interaction with phospholipids in membranes, Progr. Lipid Res. 41 (2002) 66-94-7.
17. M. Masserini, and D. Ravasi Role of sphingolipids in the biogenesis of membrane domains Biochim. Biophys. Acta 1532 2001 149 161
18. T. Kawai, J. Umemura, T. Takenaka, M. Gotou, and J. Sunamoto Fourier transform infrared study on the phase transitions of a 1,2-bis(myristoylamido)- 1,2-deoxyphosphatidylcholine-water system Langmuir 4 1988 449 452
19. D.W. Grainger, J. Sunamoto, K. Akiyoshi, M. Goto, and K. Knutson Mixed monolayers and cast films of acyl ester and acylamino phospholipids Langmuir 8 1992 2479 2485
20. Z. Zhou, Y. Okumura, and J. Sunamoto NMR study of choline methyl group of phospholipids Proc. Jpn. Acad. 72 B 1996 23 27
21. T.N. Estep, W.I. Calhoun, Y. Barenholz, R.L. Biltonen, G.G. Shipley, and T.E. Thompson Evidence for metastability in stearoylsphingomyelin bilayers Biochemistry 19 1980 20 24
22. K.S. Bruzik, and M.-D. Tasi A calorimetric study of the thermotropic behavior of pure sphingomyelin diatereomers Biochemistry 26 1987 5364 5368
23. K.S. Bruzik, B. Sobon, and G.M. Salamoncyk Nuclear magnetic resonance study of sphingomyelin bilayers Biochemistry 29 1990 4017 4021
24. K. Miura, M. Kawamoto, K. Inoue, M. Yamamoto, T. Kumasaka, M. Sugiura, A. Yamano, and H. Moroyama Commissioning for wide-angle routine proteomix beam line BL-40B2: protein crystallography and small-angle scattering SPring-8 User Experiment Report No. 4 (1999B) 2000 Japan Synchroton Radiation Research Institute (SPring-8) Japan 168
25. T.N. Blanton, T.C. Huang, H. Toraya, C.R. Hubbard, S.B. Robie, D. Louer, H.E. Gobel, G. Will, R. Gilles, and T. Raftery JCPDS-international center for diffraction data round robin study of silver behenate Powder Diffr. 10 1995 91 95
26. H. Takahashi, S. Matuoka, Y. Amemiya, and I. Hatta Simultaneous differential scanning calorimetry and time-resolved X-ray diffraction of lipid-water system: I. Relationship between chain melting and endothermic heat at the main transition of a dipalmitoylphosphatidylcholine-water system Chem. Phys. Lipids 76 1995 115 121
27. A.C. Cheng, J.L. Hogan, and M. Caffrey X-ray destroy the lamellar structure of model membranes J. Mol. Biol. 229 1993 291 294
28. V. Cherezov, K.M. Riedl, and M. Caffrey Too hot to handle? Synchrotron X-ray damage of lipid membranes and mesophases J. Synchrotron Radiat. 9 2002 333 341
29. C.R. Worthington, and A.E. Blaurock A structure analysis of nerve myelin Biophys. J. 9 1969 970 990
30. D. Sayre Some implications of a theorem due to Shannon Acta Crystallogr., Sect. B 5 1952 843
31. T.J. McIntosh, and S.A. Simon Hydration force and bilayer deformation: a reevaluation Biochemistry 25 1986 4058 4066
32. X. Wang, H. Takahashi, I. Hatta, and P.J. Quinn An X-ray diffraction study of the effect of α-tocopherol in the structure and phase behavior of bilayers of dimyristroyphosphatidylethanolamine Biochim. Biophys. Acta 1418 1999 335 343
33. H. Takahashi, and P.J. Quinn Hydration forces between phospholipid bilayers at subzero temperatures Mol. Cryst. Liq. Cryst. 367 2001 427 434
34. G.I. King, and C.R. Worthington Analytic continuation as a method of phase determination Phys. Lett. 354 1971 259 260
35. J.F. Nagle, and M.C. Wiener Relation for lipid bilayers: connection of electron density profiles to their structural quantities Biophys. J. 55 1989 309 313
36. M.C. Wiener, R.M. Suter, and J.F. Nagle Structure of fully hydrated gel phase of DPPC Biophys. J. 64 1989 315 325
37. M.J. Janiak, D.M. Small, and G.G. Shipley Nature of thermal pretransition of synthetic phospholipids: dimyristoyl- and dipalmitoyllecithin Biochemistry 15 1976 4575 4580
38. R. Koynova, B.G. Tenchov, S. Todinova, and P.J. Quinn Rapid reversible formation of a metastable subgel phase in saturated diacylphosphatidylcholines Biophys. J. 68 1995 2370 2375
39. B. Tenchov, R. Koynova, M. Rappolt, and G. Rapp An ordered metastable phase in hydrated phosphatidylethanolamine: the Y-transition Biochim. Biophys. Acta 1417 1999 183 190
40. S.C. Chen, J.M. Sturtevant, and B.J. Gaffney Scanning calorimetric evidence for sub-phase transition in phosphatidylcholine bilayers Proc. Natl. Acad. Sci. U. S. A. 77 1980 5060 5063
41. M.J. Ruocco, and G.G. Shipley Characterization of the sub-transition of hydrated dipalmitoylphosphatidylcholine bilayers: X-ray diffraction study Biochim. Biophys. Acta 684 1982 59 66
42. M.J. Ruocco, and G.G. Shipley Characterization of the sub-transition of hydrated dipalmitoylphosphatidylcholine bilayers: kinetic, hydration and structural study Biochim. Biophys. Acta 691 1982 309 320
43. H.H. Fülder Characterization of a third phase transition in multilamellar dipalmiyoyl-lecithin liposomes Biochemistry 20 1981 5707 5710
44. H.I. Petrache, S. Tristram-Nagle, and J.F. Nagle Fluid phase structure of EPC and DMPC bilayers Chem. Phys. Lipids 95 1998 83 94
45. S. Tristram-Nagle, Y. Liu, J. Legleiter, and J.F. Nagle Structure of gel phase DMPC determined by X-ray diffraction Biophys. J. 83 2002 3324 3335
46. R.N.A.H. Lewis, N. Mak, and R.N. McElhaney Differential scanning calorimetric study of the thermotropic phase behavior of model membranes composed of phosphatidylcholines containing linear saturated fatty acyl chains Biochemistry 26 1987 61118 61126
47. S. Tristram-Nagle, Y. Isaacson, Y. Lyatskaya, Y. Liu, K. Brummond, J. Katsaras, and J.F. Nagle Polymorphism in myristoylpalmitoylphosphatidylcholine Chem. Phys. Lipids 100 1999 101 113
48. 2H labeled lipids Biophys. J. 61 1992 63 77
49. J. Katsaras, V.A. Raghunathan, E.J. Dufourc, and J. Dufourcq Evidence for two-dimensional molecular lattice in subgel phase DPPC bilayers Biochemistry 34 1995 4684 4688
50. C.P. Yang, and J.F. Nagle Phase transformations in lipids follow classical kinetics with small fractional dimensionalities Phys. Rev., A 37 1988 3993 4000
51. S. Tristram-Nagle, R.M. Suter, W.-J. Sun, and J.F. Nagle Kinetics of subgel formation in DPPC: X-ray diffraction proves nucleation-growth hypothesis Biochim. Biophys. Acta 1192 1994 14 20
52. C.M. Talbott, I. Vorobyov, D. Borchman, K.G. Taylor, D.B. Dupré, and M.C. Yappert Conformational studies of sphingolipids by NMR spectroscopy: II. Sphingomyelin Biochim. Biophys. Acta 1467 2000 326 337
53. E. Mombelli, R. Morris, W. Taylar, and F. Fraternali Hydrogen-bonding propensities of sphingomyelin in solution and in a bilayer assembly: a molecular dynamics study Biophys. J. 84 2003 1507 1517
54. S.W. Chiu, S. Vasudevan, E. Jakobsson, R.J. Mashl, and H.L. Scott Structure of sphingomyelin bilayers: a simulation study Biophys. J. 85 2003 3624 3635
55. R.H. Pearson, and I. Pascher The molecular structure of lecithin dihydrate Nature 281 1979 499 501