Lipids of plant membrane rafts

Progress in Lipid Research

Volumn 51, Issue 3, 2012, Pages 272-299

  Cacas, Jean Luc ^a,c   Furt, Fabienne ^a,d   Le Guédard, Marina ^a   Schmitter, Jean Marie ^b   Buré, Corinne ^b   Gerbeau Pissot, Patricia ^c   Moreau, Patrick ^a   Bessoule, Jean Jacques ^a   Simon Plas, Françoise ^c   Mongrand, Sébastien ^a  

^a University Victor Segalen   (France)

^b UNIVERSITÉ DE BORDEAUX   (France)

^c UNIVERSITÉ DE BOURGOGNE   (France)

^d Worcester Polytechnic Institute   (United States)

Author keywords

Conjugated phytosterols; Plant; Plasmodesmata; Raft domains; Signalling; Sphingolipids

Indexed keywords

ERGOSTEROL; GLUCOSYLCERAMIDE; LIPID; MEMBRANE PROTEIN; PHOSPHOLIPID; PHYTOSTEROL; SITOSTEROL; SPHINGOLIPID; STIGMASTEROL;

CELL MIGRATION; CELL TYPE; ENDOPLASMIC RETICULUM; GOLGI COMPLEX; LIPID ANALYSIS; LIPID BILAYER; LIPID COMPOSITION; LIPID MEMBRANE; LIPID RAFT; LIPIDOMICS; NONHUMAN; PLANT; PLANT CELL; PLANT PATHOGEN INTERACTION; PLASMODESMA; PRIORITY JOURNAL; PROTEOMICS; REVIEW;

LIPIDS; MEMBRANE MICRODOMAINS; PLANT CELLS;

ANIMALIA;

EID: 84861647263     PISSN: 01637827     EISSN: 18732194     Source Type: Journal    
DOI: 10.1016/j.plipres.2012.04.001     Document Type: Review

References (351)

1. S.J. Singer, and G.L. Nicolson The fluid mosaic model of the structure of cell membranes Science 175 1972 720 731
2. M.J. Karnovsky, A.M. Kleinfeld, R.L. Hoover, and R.D. Klausner The concept of lipid domains in membranes J Cell Biol 94 1982 1 6
3. T.E. Thompson, and T.W. Tillack Organization of glycosphingolipids in bilayers and plasma membranes of mammalian cells Annu Rev Biophys Biophys Chem 14 1985 361 386
4. E. Rodriguez Boulan, and D.D. Sabatini Asymmetric budding of viruses in epithelial monlayers: a model system for study of epithelial polarity Proc Natl Acad Sci USA 75 1978 5071 5075
5. G. van Meer, and K. Simons Viruses budding from either the apical or the basolateral plasma membrane domain of MDCK cells have unique phospholipid compositions EMBO J 1 1982 847 852
6. T.A. Brasitus, and D. Schachter Lipid composition and fluidity of rat enterocyte basolateral membranes. Regional differences Biochim Biophys Acta 774 1984 138 146
7. B.A. Molitoris, and F.R. Simon Renal cortical brush-border and basolateral membranes: cholesterol and phospholipid composition and relative turnover J Membr Biol 83 1985 207 215
8. B.A. Molitoris, and F.R. Simon Maintenance of epithelial surface membrane lipid polarity: a role for differing phospholipid translocation rates J Membr Biol 94 1986 47 53
9. S. Chapelle, and M. Gilles-Baillien Phospholipids and cholesterol in brush border and basolateral membranes from rat intestinal mucosa Biochim Biophys Acta 753 1983 269 271
10. H. Meyer zu Duttingdorf, H. Sallmann, U. Glockenthor, W. von Engelhardt, and R. Busche Isolation and lipid composition of apical and basolateral membranes of colonic segments of guinea Pig Anal Biochem 269 1999 45 53
11. C. Le Grimellec, G. Friedlander, and M.C. Giocondi Asymmetry of plasma membrane lipid order in Madin-Darby Canine Kidney cells Am J Physiol 255 1988 F22 F32
12. G.E. Nichols, J.C. Lovejoy, C.A. Borgman, J.M. Sanders, and W.W. Young Jr. Isolation and characterization of two types of MDCK epithelial cell clones based on glycosphingolipid pattern Biochim Biophys Acta 887 1986 1 12
13. G. van Meer, B. Gumbiner, and K. Simons The tight junction does not allow lipid molecules to diffuse from one epithelial cell to the next Nature 322 1986 639 641
14. W. van't Hof, J. Silvius, F. Wieland, and G. van Meer Epithelial sphingolipid sorting allows for extensive variation of the fatty acyl chain and the sphingosine backbone Biochem J 283 Pt 3 1992 913 917
15. I. van Genderen, and G. van Meer Differential targeting of glucosylceramide and galactosylceramide analogues after synthesis but not during transcytosis in Madin-Darby canine kidney cells J Cell Biol 131 1995 645 654
16. S. Spiegel, G.R. Matyas, L. Cheng, and B. Sacktor Asymmetric distribution of gangliosides in rat renal brush-border and basolateral membranes Biochim Biophys Acta 938 1988 270 278
17. G. van Meer, E.H. Stelzer, R.W. Wijnaendts-van-Resandt, and K. Simons Sorting of sphingolipids in epithelial (Madin-Darby canine kidney) cells J Cell Biol 105 1987 1623 1635
18. M.P. Lisanti, M. Sargiacomo, L. Graeve, A.R. Saltiel, and E. Rodriguez-Boulan Polarized apical distribution of glycosyl-phosphatidylinositol- anchored proteins in a renal epithelial cell line Proc Natl Acad Sci USA 85 1988 9557 9561
19. D.A. Brown, and J.K. Rose Sorting of GPI-anchored proteins to glycolipid-enriched membrane subdomains during transport to the apical cell surface Cell 68 1992 533 544
20. R. Schroeder, E. London, and D. Brown Interactions between saturated acyl chains confer detergent resistance on lipids and glycosylphosphatidylinositol (GPI)-anchored proteins: GPI-anchored proteins in liposomes and cells show similar behaviour Proc Natl Acad Sci USA 91 1994 12130 12134
21. R.G. Anderson, and K. Jacobson A role for lipid shells in targeting proteins to caveolae, rafts, and other lipid domains Science 296 2002 1821 1825
22. E.C. Lai Lipid rafts make for slippery platforms J Cell Biol 162 2003 365 370
23. F. Furt, B. Lefebvre, J. Cullimore, J.J. Bessoule, and S. Mongrand Plant lipid rafts: fluctuat nec mergitur Plant Signal Behav 2 2007 508 511
24. J.H. Ipsen, O.G. Mouritsen, and M.J. Zuckermann Theory of thermal anomalies in the specific heat of lipid bilayers containing cholesterol Biophys J 56 1989 661 667
25. O.G. Mouritsen Theoretical models of phospholipid phase transitions Chem Phys Lipids 57 1991 179 194
26. P.F. Almeida Thermodynamics of lipid interactions in complex bilayers Biochim Biophys Acta 1788 2009 72 85
27. P.F. Almeida, A. Pokorny, and A. Hinderliter Thermodynamics of membrane domains Biochim Biophys Acta 1720 2005 1 13
28. E. London How principles of domain formation in model membranes may explain ambiguities concerning lipid raft formation in cells Biochim Biophys Acta 1746 2005 203 220
29. J.G. Beck, D. Mathieu, C. Loudet, S. Buchoux, and E.J. Dufourc Plant sterols in "rafts": a better way to regulate membrane thermal shocks FASEB J 21 2007 1714 1723
30. E.J. Dufourc Sterols and membrane dynamics J Chem Biol 1 2008 63 77
31. J.R. Silvius, B.D. Read, and R.N. McElhaney Thermotropic phase transitions of phosphatidylcholines with odd-numbered n-acyl chains Biochim Biophys Acta 555 1979 175 178
32. S.L. Veatch, and S.L. Keller Seeing spots: complex phase behaviour in simple membranes Biochim Biophys Acta 1746 2005 172 185
33. R.F. de Almeida, L.M. Loura, A. Fedorov, and M. Prieto Lipid rafts have different sizes depending on membrane composition: a time-resolved fluorescence resonance energy transfer study J Mol Biol 346 2005 1109 1120
34. S.L. Veatch, K. Gawrisch, and S.L. Keller Closed-loop miscibility gap and quantitative tie-lines in ternary membranes containing diphytanoyl PC Biophys J 90 2006 4428 4436
35. C. Nicolini, J. Kraineva, M. Khurana, N. Periasamy, S.S. Funari, and R. Winter Temperature and pressure effects on structural and conformational properties of POPC/SM/cholesterol model raft mixtures-a FT-IR, SAXS, DSC, PPC and Laurdan fluorescence spectroscopy study Biochim Biophys Acta 1758 2006 248 258
36. J. Zhao, J. Wu, F.A. Heberle, T.T. Mills, P. Klawitter, and G. Huang Phase studies of model biomembranes: complex behaviour of DSPC/DOPC/cholesterol Biochim Biophys Acta 1768 2007 2764 2776
37. G.W. Feigenson Phase diagrams and lipid domains in multicomponent lipid bilayer mixtures Biochim Biophys Acta 1788 2009 47 52
38. A.J. Garcia-Saez, and P. Schwille Stability of lipid domains FEBS Lett 584 2010 1653 1658
39. P.F. Almeida A simple thermodynamic model of the liquid-ordered state and the interactions between phospholipids and cholesterol Biophys J 100 2011 420 429
40. F.M. Goni, A. Alonso, L.A. Bagatolli, R.E. Brown, D. Marsh, and M. Prieto Phase diagrams of lipid mixtures relevant to the study of membrane rafts Biochim Biophys Acta 1781 2008 665 684
41. P.J. Quinn A lipid matrix model of membrane raft structure Prog Lipid Res 49 2010 390 406
42. J. Korlach, P. Schwille, W.W. Webb, and G.W. Feigenson Characterization of lipid bilayer phases by confocal microscopy and fluorescence correlation spectroscopy Proc Natl Acad Sci USA 96 1999 8461 8466
43. M. Fidorra, A. Garcia, J.H. Ipsen, S. Hartel, and L.A. Bagatolli Lipid domains in giant unilamellar vesicles and their correspondence with equilibrium thermodynamic phases: a quantitative fluorescence microscopy imaging approach Biochim Biophys Acta 1788 2009 2142 2149
44. K. Bacia, D. Scherfeld, N. Kahya, and P. Schwille Fluorescence correlation spectroscopy relates rafts in model and native membranes Biophys J 87 2004 1034 1043
45. S.L. Veatch, and S.L. Keller Separation of liquid phases in giant vesicles of ternary mixtures of phospholipids and cholesterol Biophys J 85 2003 3074 3083
46. M.C. Giocondi, P.E. Milhiet, P. Dosset, and C. Le Grimellec Use of cyclodextrin for AFM monitoring of model raft formation Biophys J 86 2004 861 869
47. M.C. Giocondi, and C. Le Grimellec Temperature dependence of the surface topography in dimyristoylphosphatidylcholine/distearoylphosphatidylcholine multibilayers Biophys J 86 2004 2218 2230
48. R. Krivanek, L. Okoro, and R. Winter Effect of cholesterol and ergosterol on the compressibility and volume fluctuations of phospholipid-sterol bilayers in the critical point region: a molecular acoustic and calorimetric study Biophys J 94 2008 3538 3548
49. R.F. de Almeida, L.M. Loura, and M. Prieto Membrane lipid domains and rafts: current applications of fluorescence lifetime spectroscopy and imaging Chem Phys Lipids 157 2009 61 77
50. L.M. Loura, A. Fedorov, and M. Prieto Fluid-fluid membrane microheterogeneity: a fluorescence resonance energy transfer study Biophys J 80 2001 776 788
51. P.E. Milhiet, C. Domec, M.C. Giocondi, N. Van Mau, F. Heitz, and C. Le Grimellec Domain formation in models of the renal brush border membrane outer leaflet Biophys J 81 2001 547 555
52. R.F. de Almeida, L.M. Loura, A. Fedorov, and M. Prieto Nonequilibrium phenomena in the phase separation of a two-component lipid bilayer Biophys J 82 2002 823 834
53. J.R. Silvius Fluorescence energy transfer reveals microdomain formation at physiological temperatures in lipid mixtures modeling the outer leaflet of the plasma membrane Biophys J 85 2003 1034 1045
54. L.M. Loura, R.F. de Almeida, L.C. Silva, and M. Prieto FRET analysis of domain formation and properties in complex membrane systems Biochim Biophys Acta 1788 2009 209 224
55. T. Masui, and N. Urakami Nano-meter-sized domain formation in lipid membranes observed by small angle neutron scattering Eur Phys J E Soft Matter 2008
56. J. Pencer, T.T. Mills, N. Kucerka, M.P. Nieh, and J. Katsaras Small-angle neutron scattering to detect rafts and lipid domains Methods Mol Biol 398 2007 231 244
57. A. Filippov, G. Oradd, and G. Lindblom Domain formation in model membranes studied by pulsed-field gradient-NMR: the role of lipid polyunsaturation Biophys J 93 2007 3182 3190
58. F. Jean-Francois, S. Castano, B. Desbat, B. Odaert, M. Roux, and M.H. Metz-Boutigue Aggregation of cateslytin beta-sheets on negatively charged lipids promotes rigid membrane domains. A new mode of action for antimicrobial peptides? Biochemistry 47 2008 6394 6402
59. F. Jean-Francois, B. Desbat, and E.J. Dufourc Selectivity of cateslytin for fungi: the role of acidic lipid-ergosterol membrane fluidity in antimicrobial action FASEB J 23 2009 3692 3701
60. G. Lindblom, and G. Oradd Lipid lateral diffusion and membrane heterogeneity Biochim Biophys Acta 1788 2009 234 244
61. R. Varma, and S. Mayor GPI-anchored proteins are organized in submicron domains at the cell surface Nature 394 1998 798 801
62. I.A. Prior, C. Muncke, R.G. Parton, and J.F. Hancock Direct visualization of Ras proteins in spatially distinct cell surface microdomains J Cell Biol 160 2003 165 170
63. D.V. Nicolau Jr., K. Burrage, R.G. Parton, and J.F. Hancock Identifying optimal lipid raft characteristics required to promote nanoscale protein-protein interactions on the plasma membrane Mol Cell Biol 26 2006 313 323
64. P. Sengupta, D. Holowka, and B. Baird Fluorescence resonance energy transfer between lipid probes detects nanoscopic heterogeneity in the plasma membrane of live cells Biophys J 92 2007 3564 3574
65. P.R. Maulik, and G.G. Shipley Interactions of N-stearoyl sphingomyelin with cholesterol and dipalmitoylphosphatidylcholine in bilayer membranes Biophys J 70 1996 2256 2265
66. P.I. Kuzmin, S.A. Akimov, Y.A. Chizmadzhev, J. Zimmerberg, and F.S. Cohen Line tension and interaction energies of membrane rafts calculated from lipid splay and tilt Biophys J 88 2005 1120 1133
67. C. Dietrich, L.A. Bagatolli, Z.N. Volovyk, N.L. Thompson, M. Levi, and K. Jacobson Lipid rafts reconstituted in model membranes Biophys J 80 2001 1417 1428
68. T. Baumgart, S.T. Hess, and W.W. Webb Imaging coexisting fluid domains in biomembrane models coupling curvature and line tension Nature 425 2003 821 824
69. A.J. Garcia-Saez, S. Chiantia, and P. Schwille Effect of line tension on the lateral organization of lipid membranes J Biol Chem 282 2007 33537 33544
70. A.R. Honerkamp-Smith, P. Cicuta, M.D. Collins, S.L. Veatch, M. den Nijs, and M. Schick Line tensions, correlation lengths, and critical exponents in lipid membranes near critical points Biophys J 95 2008 236 246
71. V.A. Frolov, Y.A. Chizmadzhev, F.S. Cohen, and J. Zimmerberg "Entropic traps" in the kinetics of phase separation in multicomponent membranes stabilize nanodomains Biophys J 91 2006 189 205
72. T.S. Ursell, W.S. Klug, and R. Phillips Morphology and interaction between lipid domains Proc Natl Acad Sci USA 106 2009 13301 13306
73. S. Semrau, T. Idema, T. Schmidt, and C. Storm Membrane-mediated interactions measured using membrane domains Biophys J 96 2009 4906 4915
74. J. Lasch Interaction of detergents with lipid vesicles Biochim Biophys Acta 1241 1995 269 292
75. H. Ahyayauch, B. Larijani, A. Alonso, and F.M. Goni Detergent solubilization of phosphatidylcholine bilayers in the fluid state: influence of the acyl chain structure Biochim Biophys Acta 1758 2006 190 196
76. S.K. Patra, A. Alonso, and F.M. Goni Detergent solubilisation of phospholipid bilayers in the gel state: the role of polar and hydrophobic forces Biochim Biophys Acta 1373 1998 112 118
77. M.P. Veiga, J.L. Arrondo, F.M. Goni, A. Alonso, and D. Marsh 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 2001 2614 2622
78. X. Xu, R. Bittman, G. Duportail, D. Heissler, C. Vilcheze, and E. London Effect of the structure of natural sterols and sphingolipids on the formation of ordered sphingolipid/sterol domains (rafts). Comparison of cholesterol to plant, fungal, and disease-associated sterols and comparison of sphingomyelin, cerebrosides, and ceramide J Biol Chem 276 2001 33540 33546
79. D. Lichtenberg, F.M. Goni, and H. Heerklotz Detergent-resistant membranes should not be identified with membrane rafts Trends Biochem Sci 30 2005 430 436
80. H. Heerklotz, H. Binder, G. Lantzsch, G. Klose, and A. Blume Lipid/detergent interaction thermodynamics as a function of molecular shape J Phys Chem B 101 1997 639 645
81. E. Schnitzer, D. Lichtenberg, and M.M. Kozlov Temperature-dependence of the solubilization of dipalmitoylphosphatidylcholine (DPPC) by the non-ionic surfactant Triton X-100, kinetic and structural aspects Chem Phys Lipids 126 2003 55 76
82. A.E. Garner, D.A. Smith, and N.M. Hooper Visualization of detergent solubilization of membranes: implications for the isolation of rafts Biophys J 94 2008 1326 1340
83. H.A. Rinia, M.M. Snel, J.P. van der Eerden, and B. de Kruijff Visualizing detergent resistant domains in model membranes with atomic force microscopy FEBS Lett 501 2001 92 96
84. K. El Kirat, and S. Morandat Cholesterol modulation of membrane resistance to Triton X-100 explored by atomic force microscopy Biochim Biophys Acta 1768 2007 2300 2309
85. S. Morandat, and K. El Kirat Membrane resistance to Triton X-100 explored by real-time atomic force microscopy Langmuir 22 2006 5786 5791
86. H. Ahyayauch, M.I. Collado, F.M. Goni, and D. Lichtenberg Cholesterol reverts Triton X-100 preferential solubilization of sphingomyelin over phosphatidylcholine: a 31P-NMR study FEBS Lett 583 2009 2859 2864
87. C. Arnulphi, J. Sot, M. Garcia-Pacios, J.L. Arrondo, A. Alonso, and F.M. Goni Triton X-100 partitioning into sphingomyelin bilayers at subsolubilizing detergent concentrations: effect of lipid phase and a comparison with dipalmitoylphosphatidylcholine Biophys J 93 2007 3504 3514
88. S. Keller, A. Tsamaloukas, and H. Heerklotz A quantitative model describing the selective solubilization of membrane domains J Am Chem Soc 127 2005 11469 11476
89. E. Schnitzer, M.M. Kozlov, and D. Lichtenberg The effect of cholesterol on the solubilization of phosphatidylcholine bilayers by the non-ionic surfactant Triton X-100 Chem Phys Lipids 135 2005 69 82
90. K.K. Halling, and J.P. Slotte Membrane properties of plant sterols in phospholipid bilayers as determined by differential scanning calorimetry, resonance energy transfer and detergent-induced solubilization Biochim Biophys Acta 1664 2004 161 171
91. J. Sot, L.A. Bagatolli, F.M. Goni, and A. Alonso Detergent-resistant, ceramide-enriched domains in sphingomyelin/ceramide bilayers Biophys J 90 2006 903 914
92. X.M. Li, M.M. Momsen, H.L. Brockman, and R.E. Brown Sterol structure and sphingomyelin acyl chain length modulate lateral packing elasticity and detergent solubility in model membranes Biophys J 85 2003 3788 3801
93. X.M. Li, M.M. Momsen, J.M. Smaby, H.L. Brockman, and R.E. Brown Cholesterol decreases the interfacial elasticity and detergent solubility of sphingomyelins Biochemistry 40 2001 5954 5963
94. H. Heerklotz, H. Szadkowska, T. Anderson, and J. Seelig The sensitivity of lipid domains to small perturbations demonstrated by the effect of Triton J Mol Biol 329 2003 793 799
95. G. Staneva, M. Seigneuret, K. Koumanov, G. Trugnan, and M.I. Angelova Detergents induce raft-like domains budding and fission from giant unilamellar heterogeneous vesicles: a direct microscopy observation Chem Phys Lipids 136 2005 55 66
96. S. Mongrand, J. Morel, J. Laroche, S. Claverol, J.P. Carde, and M.A. Hartmann Lipid rafts in higher plant cells: purification and characterization of Triton X-100-insoluble microdomains from tobacco plasma membrane J Biol Chem 279 2004 36277 36286
97. B. Lefebvre, F. Furt, M.A. Hartmann, L.V. Michaelson, J.P. Carde, and F. Sargueil-Boiron Characterization of lipid rafts from Medicago truncatula root plasma membranes: a proteomic study reveals the presence of a raft-associated redox system Plant Physiol 144 2007 402 418
98. S. Kierszniowska, B. Seiwert, and W.X. Schulze Definition of Arabidopsis sterol-rich membrane microdomains by differential treatment with methyl-beta-cyclodextrin and quantitative proteomics Mol Cell Proteomics 8 2009 612 623
99. M. Fujiwara, S. Hamada, M. Hiratsuka, Y. Fukao, T. Kawasaki, and K. Shimamoto Proteome analysis of detergent-resistant membranes (DRMs) associated with OsRac1-mediated innate immunity in rice Plant Cell Physiol 50 2009 1191 1200
100. M. Laloi, A.M. Perret, L. Chatre, S. Melser, C. Cantrel, and M.N. Vaultier Insights into the role of specific lipids in the formation and delivery of lipid microdomains to the plasma membrane of plant cells Plant Physiol 143 2007 461 472
101. G.H. Borner, D.J. Sherrier, T. Weimar, L.V. Michaelson, N.D. Hawkins, and A. Macaskill Analysis of detergent-resistant membranes in Arabidopsis. Evidence for plasma membrane lipid rafts Plant Physiol 137 2005 104 116
102. S. Raffaele, E. Bayer, D. Lafarge, S. Cluzet, S. German Retana, and T. Boubekeur Remorin, a solanaceae protein resident in membrane rafts and plasmodesmata, impairs potato virus X movement Plant Cell 21 2009 1541 1555
103. K. Roper, D. Corbeil, and W.B. Huttner Retention of prominin in microvilli reveals distinct cholesterol-based lipid micro-domains in the apical plasma membrane Nat Cell Biol 2 2000 582 592
104. T.A. Slimane, G. Trugnan, I.S.C. Van, and D. Hoekstra Raft-mediated trafficking of apical resident proteins occurs in both direct and transcytotic pathways in polarized hepatic cells: role of distinct lipid microdomains Mol Biol Cell 14 2003 611 624
105. M. Alfalah, G. Wetzel, I. Fischer, R. Busche, E.E. Sterchi, and K.P. Zimmer A novel type of detergent-resistant membranes may contribute to an early protein sorting event in epithelial cells J Biol Chem 280 2005 42636 42643
106. D.A. Brown, and E. London Structure of detergent-resistant membrane domains: does phase separation occur in biological membranes? Biochem Biophys Res Commun 240 1997 1 7
107. J.L. Macdonald, and L.J. Pike A simplified method for the preparation of detergent-free lipid rafts J Lipid Res 46 2005 1061 1067
108. E.J. Smart, Y.S. Ying, C. Mineo, and R.G. Anderson A detergent-free method for purifying caveolae membrane from tissue culture cells Proc Natl Acad Sci USA 92 1995 10104 10108
109. K.S. Song, S. Li, T. Okamoto, L.A. Quilliam, M. Sargiacomo, and M.P. Lisanti Co-purification and direct interaction of Ras with caveolin, an integral membrane protein of caveolae microdomains. Detergent-free purification of caveolae microdomains J Biol Chem 271 1996 9690 9697
110. T. Peskan, M. Westermann, and R. Oelmuller Identification of low-density Triton X-100-insoluble plasma membrane microdomains in higher plants Eur J Biochem 267 2000 6989 6995
111. J. Morel, S. Claverol, S. Mongrand, F. Furt, J. Fromentin, and J.J. Bessoule Proteomics of plant detergent-resistant membranes Mol Cell Proteomics 5 2006 1396 1411
112. F. Furt, S. Konig, J.J. Bessoule, F. Sargueil, R. Zallot, and T. Stanislas Polyphosphoinositides are enriched in plant membrane rafts and form microdomains in the plasma membrane Plant Physiol 152 2010 2173 2187
113. T. Stanislas, D. Bouyssie, M. Rossignol, S. Vesa, J. Fromentin, and J. Morel Quantitative proteomics reveals a dynamic association of proteins to detergent-resistant membranes upon elicitor signalling in tobacco Mol Cell Proteomics 8 2009 2186 2198
114. L. Carmona-Salazar, M. El Hafidi, C. Enriquez-Arredondo, C. Vazquez-Vazquez, L.E. Gonzalez de la Vara, and M. Gavilanes-Ruiz Isolation of detergent-resistant membranes from plant photosynthetic and non-photosynthetic tissues Anal Biochem 417 2011 220 227
115. T. Nebl, K.N. Pestonjamasp, J.D. Leszyk, J.L. Crowley, S.W. Oh, and E.J. Luna Proteomic analysis of a detergent-resistant membrane skeleton from neutrophil plasma membranes J Biol Chem 277 2002 43399 43409
116. L.J. Foster, C.L. De Hoog, and M. Mann Unbiased quantitative proteomics of lipid rafts reveals high specificity for signalling factors Proc Natl Acad Sci USA 100 2003 5813 5818
117. J. Morel, J. Fromentin, J.P. Blein, F. Simon-Plas, and T. Elmayan Rac regulation of NtrbohD, the oxidase responsible for the oxidative burst in elicited tobacco cell Plant J 37 2004 282 293
118. P.F. Devaux, I. Lopez-Montero, and S. Bryde Proteins involved in lipid translocation in eukaryotic cells Chem Phys Lipids 141 2006 119 132
119. C. Larsson, I.M. Moller, and S. Widell Introduction to the plant plasma membrane- its molecular composition and organization C. Larsson, I.M. Moller, In The Plant Plasma Membrane 1990 Springer-Verlag Berlin, Germany 1 13
120. Y. Takeda, and K. Kasamo Transmembrane topography of plasma membrane constituents in mung bean (Vigna radiata L.) hypocotyl cells. I. Transmembrane distribution of phospholipids Biochim Biophys Acta 1513 2001 38 48
121. H. Tjellstrom, L.I. Hellgren, A. Wieslander, and A.S. Sandelius Lipid asymmetry in plant plasma membranes: phosphate deficiency-induced phospholipid replacement is restricted to the cytosolic leaflet FASEB J 24 2010 1128 1138
122. P.F. Devaux, and R. Morris Transmembrane asymmetry and lateral domains in biological membranes Traffic 5 2004 241 246
123. R. Morris, H. Cox, E. Mombelli, and P.J. Quinn Rafts, little caves and large potholes: how lipid structure interacts with membrane proteins to create functionally diverse membrane environments P.J. Quinn, Subcell Biochem: Membrane Dynamics and Domains 2004 Klüwer Academic Plenum Publishers New York 35 118
124. L. Yetukuri, K. Ekroos, A. Vidal-Puig, and M. Oresic Informatics and computational strategies for the study of lipids Mol Biosyst 4 2008 121 127
125. X. Han, and R.W. Gross Global analyses of cellular lipidomes directly from crude extracts of biological samples by ESI mass spectrometry: a bridge to lipidomics J Lipid Res 44 2003 1071 1079
126. R. Welti, and X. Wang Lipid species profiling: a high-throughput approach to identify lipid compositional changes and determine the function of genes involved in lipid metabolism and signalling Curr Opin Plant Biol 7 2004 337 344
127. M.R. Wenk The emerging field of lipidomics Nat Rev Drug Discov 4 2005 594 610
128. P. Haimi, A. Uphoff, M. Hermansson, and P. Somerharju Software tools for analysis of mass spectrometric lipidome data Anal Chem 78 2006 8324 8331
129. K. Yang, H. Cheng, R.W. Gross, and X. Han Automated lipid identification and quantification by multidimensional mass spectrometry-based shotgun lipidomics Anal Chem 81 2009 4356 4368
130. R. Herzog, D. Schwudke, K. Schuhmann, J.L. Sampaio, S.R. Bornstein, and M. Schroeder A novel informatics concept for high-throughput shotgun lipidomics based on the molecular fragmentation query language Genome Biol 12 2011 R8
131. A. Shevchenko, and K. Simons Lipidomics: coming to grips with lipid diversity Nat Rev Mol Cell Biol 11 2010 593 598
132. M.R. Wenk Lipidomics: new tools and applications Cell 143 2010 888 895
133. M. Bou Khalil, W. Hou, H. Zhou, F. Elisma, L.A. Swayne, and A.P. Blanchard Lipidomics era: accomplishments and challenges Mass Spectrom Rev 29 2010 877 929
134. X. Han, and R.W. Gross Shotgun lipidomics: electrospray ionization mass spectrometric analysis and quantitation of cellular lipidomes directly from crude extracts of biological samples Mass Spectrom Rev 24 2005 367 412
135. D. Schwudke, G. Liebisch, R. Herzog, G. Schmitz, and A. Shevchenko Shotgun lipidomics by tandem mass spectrometry under data-dependent acquisition control Methods Enzymol 433 2007 175 191
136. D. Schwudke, J. Oegema, L. Burton, E. Entchev, J.T. Hannich, and C.S. Ejsing Lipid profiling by multiple precursor and neutral loss scanning driven by the data-dependent acquisition Anal Chem 78 2006 585 595
137. C.S. Ejsing, J.L. Sampaio, V. Surendranath, E. Duchoslav, K. Ekroos, and R.W. Klemm Global analysis of the yeast lipidome by quantitative shotgun mass spectrometry Proc Natl Acad Sci USA 106 2009 2136 2141
138. J. Schiller, R. Suss, J. Arnhold, B. Fuchs, J. Lessig, and M. Muller Matrix-assisted laser desorption and ionization time-of-flight (MALDI-TOF) mass spectrometry in lipid and phospholipid research Prog Lipid Res 43 2004 449 488
139. M.C. Thomas, T.W. Mitchell, and S.J. Blanksby OnLine ozonolysis methods for the determination of double bond position in unsaturated lipids Methods Mol Biol 579 2009 413 441
140. T.R. Pettitt, S.K. Dove, A. Lubben, S.D. Calaminus, and M.J. Wakelam Analysis of intact phosphoinositides in biological samples J Lipid Res 47 2006 1588 1596
141. H. Ogiso, T. Suzuki, and R. Taguchi Development of a reverse-phase liquid chromatography electrospray ionization mass spectrometry method for lipidomics, improving detection of phosphatidic acid and phosphatidylserine Anal Biochem 375 2008 124 131
142. J.E. Markham, J. Li, E.B. Cahoon, and J.G. Jaworski Separation and identification of major plant sphingolipid classes from leaves J Biol Chem 281 2006 22684 22694
143. C.A. Haynes, J.C. Allegood, H. Park, and M.C. Sullards Sphingolipidomics: methods for the comprehensive analysis of sphingolipids J Chromatogr B Analyt Technol Biomed Life Sci. 877 2009 2696 2708
144. R.L. Shaner, J.C. Allegood, H. Park, E. Wang, S. Kelly, and C.A. Haynes Quantitative analysis of sphingolipids for lipidomics using triple quadrupole and quadrupole linear ion trap mass spectrometers J Lipid Res 50 2009 1692 1707
145. T. Guo, J. Gu, O.P. Soldin, R.J. Singh, and S.J. Soldin Rapid measurement of estrogens and their metabolites in human serum by liquid chromatography-tandem mass spectrometry without derivatization Clin Biochem 41 2008 736 741
146. L. Xu, and D.C. Spink Analysis of steroidal estrogens as pyridine-3-sulfonyl derivatives by liquid chromatography electrospray tandem mass spectrometry Anal Biochem 375 2008 105 114
147. J.C. Touchstone Thin-layer chromatographic procedures for lipid separation J Chromatogr B Biomed Appl 671 1995 169 195
148. B. Fuchs, R. Suss, K. Teuber, M. Eibisch, and J. Schiller Lipid analysis by thin-layer chromatography-a review of the current state J Chromatogr A 1218 2011 2754 2774
149. B. Fuchs, J. Schiller, R. Suss, M. Schurenberg, and D. Suckau A direct and simple method of coupling matrix-assisted laser desorption and ionization time-of-flight mass spectrometry (MALDI-TOF MS) to thin-layer chromatography (TLC) for the analysis of phospholipids from egg yolk Anal Bioanal Chem 389 2007 827 834
150. W.W. Christie, and X. Han Lipid Analysis - Isolation, Separation, Identification and Lipidomic Analysis 4th ed. 2010 Oily Press Bridgwater, U.K.
151. B. Fuchs, and J. Schiller Application of MALDI-TOF mass spectrometry in lipidomics Eur J Lipid Sci Technol 111 2009 83 98
152. C. Bure, J.L. Cacas, F. Wang, K. Gaudin, F. Domergue, and S. Mongrand Fast screening of highly glycosylated plant sphingolipids by tandem mass spectrometry Rapid Commun Mass Spectrom 25 2011 3131 3145
153. S.N. Jackson, H.Y. Wang, and A.S. Woods Direct profiling of lipid distribution in brain tissue using MALDI-TOFMS Anal Chem 77 2005 4523 4527
154. K.A. Zemski Berry, B. Li, S.D. Reynolds, R.M. Barkley, M.A. Gijón, and J.A. Hankin MALDI imaging MS of phospholipids in the mouse lung J Lipid Res 52 2011 1551 1560
155. D. Touboul, O. Laprevote, and A. Brunelle Micrometric molecular histology of lipids by mass spectrometry imaging Curr Opin Chem Biol 15 2011 725 732
156. A.A. Shvartsburg, G. Isaac, N. Leveque, R.D. Smith, and T.O. Metz Separation and classification of lipids using differential ion mobility spectrometry J Am Soc Mass Spectrom 22 2011 1146 1155
157. W.B. Ridenour, M. Kliman, J.A. McLean, and R.M. Caprioli Structural characterization of phospholipids and peptides directly from tissue sections by MALDI traveling-wave ion mobility-mass spectrometry Anal Chem 82 2010 1881 1889
158. J.J. Bessoule, and M. Moreau Phospholipid synthesis and dynamics in plant cells G. Daum, Topics in Current Genetics 2004 Springer Berlin 89 124
159. H. Ohvo-Rekila, B. Ramstedt, P. Leppimaki, and J.P. Slotte Cholesterol interactions with phospholipids in membranes Prog Lipid Res 41 2002 66 97
160. S. Palmer, P.T. Hawkins, R.H. Michell, and C.J. Kirk The labelling of polyphosphoinositides with [32P]Pi and the accumulation of inositol phosphates in vasopressin-stimulated hepatocytes Biochem J 238 1986 491 499
161. T. Balla Phosphoinositide-derived messengers in endocrine signalling J Endocrinol 188 2006 135 153
162. W.F. Boss, and M.O. Massel Polyphosphoinositides are present in plant tissue culture cells Biochem Biophys Res Commun 132 1985 1018 1023
163. R.F. Irvine, A.J. Letcher, D.J. Lander, B.K. Drobak, A.P. Dawson, and A. Musgrave Phosphatidylinositol(4,5)bisphosphate and Phosphatidylinositol(4) phosphate in Plant Tissues Plant Physiol 89 1989 888 892
164. C.A. Brearley, and D.E. Hanke 3- and 4-phosphorylated phosphatidylinositols in the aquatic plant Spirodela polyrhiza L Biochem J 283 Pt 1 1992 255 260
165. H.J. Meijer, C.P. Berrie, C. Iurisci, N. Divecha, A. Musgrave, and T. Munnik Identification of a new polyphosphoinositide in plants, phosphatidylinositol 5-monophosphate (PtdIns5P), and its accumulation upon osmotic stress Biochem J 360 2001 491 498
166. T. Munnik, R.F. Irvine, and A. Musgrave Phospholipid signalling in plants Biochim Biophys Acta 1389 1998 222 272
167. H.J. Meijer, and T. Munnik Phospholipid-based signalling in plants Annu Rev Plant Biol 54 2003 265 306
168. P. Moreau, J.J. Bessoule, S. Mongrand, E. Testet, P. Vincent, and C. Cassagne Lipid trafficking in plant cells Prog Lipid Res 37 1998 371 391
169. P.A. van Paridon, B. de Kruijff, R. Ouwerkerk, and K.W. Wirtz Polyphosphoinositides undergo charge neutralization in the physiological pH range: a 31P-NMR study Biochim Biophys Acta 877 1986 216 219
170. E.G. Bligh, and W.J. Dyer A rapid method of total lipid extraction and purification Can J Biochem Physiol 37 1959 911 917
171. M.H. Cho, and W.F. Boss Transmembrane signalling and phosphoinositides Methods Cell Biol 49 1995 543 554
172. F. Gonzalez-Sastre, and J. Folch-Pi Thin-layer chromatography of the phosphoinositides J Lipid Res 9 1968 532 533
173. H. Hegewald One-dimensional thin-layer chromatography of all known D-3 and D-4 isomers of phosphoinositides Anal Biochem 242 1996 152 155
174. J.P. Walsh, K.K. Caldwell, and P.W. Majerus Formation of phosphatidylinositol 3-phosphate by isomerization from phosphatidylinositol 4-phosphate Proc Natl Acad Sci USA 88 1991 9184 9187
175. T. Okada, Y. Kawano, T. Sakakibara, O. Hazeki, and M. Ui Essential role of phosphatidylinositol 3-kinase in insulin-induced glucose transport and antilipolysis in rat adipocytes. Studies with a selective inhibitor wortmannin J Biol Chem 269 1994 3568 3573
176. S.K. Dove, F.T. Cooke, M.R. Douglas, L.G. Sayers, P.J. Parker, and R.H. Michell Osmotic stress activates phosphatidylinositol-3,5-bisphosphate synthesis Nature 390 1997 187 192
177. M.R. Wenk, L. Lucast, G. Di Paolo, A.J. Romanelli, S.F. Suchy, and R.L. Nussbaum Phosphoinositide profiling in complex lipid mixtures using electrospray ionization mass spectrometry Nat Biotechnol 21 2003 813 817
178. S.B. Milne, P.T. Ivanova, D. DeCamp, R.C. Hsueh, and H.A. Brown A targeted mass spectrometric analysis of phosphatidylinositol phosphate species J Lipid Res 46 2005 1796 1802
179. R. Welti, W. Li, M. Li, Y. Sang, H. Biesiada, and H.E. Zhou Profiling membrane lipids in plant stress responses. Role of phospholipase D alpha in freezing-induced lipid changes in Arabidopsis J Biol Chem 277 2002 31994 32002
180. S. Konig, T. Ischebeck, J. Lerche, I. Stenzel, and I. Heilmann Salt-stress-induced association of phosphatidylinositol 4,5-bisphosphate with clathrin-coated vesicles in plants Biochem J 415 2008 387 399
181. S. Konig, A. Mosblech, and I. Heilmann Stress-inducible and constitutive phosphoinositide pools have distinctive fatty acid patterns in Arabidopsis thaliana FASEB J 21 2007 1958 1967
182. K. Simons, and D. Toomre Lipid rafts and signal transduction Nat Rev Mol Cell Biol 1 2000 31 39
183. H.R. Hope, and L.J. Pike Phosphoinositides and phosphoinositide-utilizing enzymes in detergent-insoluble lipid domains Mol Biol Cell 7 1996 843 851
184. M.G. Waugh, D. Lawson, S.K. Tan, and J.J. Hsuan Phosphatidylinositol 4-phosphate synthesis in immunoisolated caveolae-like vesicles and low buoyant density non-caveolar membranes J Biol Chem 273 1998 17115 17121
185. T. Laux, K. Fukami, M. Thelen, T. Golub, D. Frey, and P. Caroni GAP43, MARCKS, and CAP23 modulate PI(4,5)P(2) at plasmalemmal rafts, and regulate cell cortex actin dynamics through a common mechanism J Cell Biol 149 2000 1455 1472
186. O.G. Mouritsen, and M.J. Zuckermann What's so special about cholesterol? Lipids 39 2004 1101 1113
187. D.A. Brown, and E. London Structure and function of sphingolipid- and cholesterol-rich membrane rafts J Biol Chem 275 2000 17221 17224
188. D.A. Guo, M. Venkatramesh, and W.D. Nes Developmental regulation of sterol biosynthesis in Zea mays Lipids 30 1995 203 219
189. H. Schaller New aspects of sterol biosynthesis in growth and development of higher plants Plant Physiol Biochem 42 2004 465 476
190. R.L. Travis, and R.L. Berkowitz Characterization of Soybean Plasma Membrane during Development: FREE STEROL COMPOSITION AND CONCANAVALIN A BINDING STUDIES Plant Physiol 65 1980 871 879
191. P. Norberg, and C. Liljenberg Lipids of plasma membranes prepared from oat root cells: effects of induced water-deficit tolerance Plant Physiol 96 1991 1136 1141
192. A. Grandmougin, P. Bouvier-Nave, P. Ullmann, P. Benveniste, and M.A. Hartmann Cyclopropyl sterol and phospholipid composition of membrane fractions from maize roots treated with fenpropimorph Plant Physiol 90 1989 591 597
193. Y. Roche, P. Gerbeau-Pissot, B. Buhot, D. Thomas, L. Bonneau, and J. Gresti Depletion of phytosterols from the plant plasma membrane provides evidence for disruption of lipid rafts FASEB J 22 2008 3980 3991
194. A. Minami, M. Fujiwara, A. Furuto, Y. Fukao, T. Yamashita, and M. Kamo Alterations in detergent-resistant plasma membrane microdomains in Arabidopsis thaliana during cold acclimation Plant Cell Physiol 50 2009 341 359
195. D.A. Brown, and E. London Functions of lipid rafts in biological membranes Annu Rev Cell Dev Biol 14 1998 111 136
196. M. Gandhavadi, D. Allende, A. Vidal, S.A. Simon, and T.J. McIntosh Structure, composition, and peptide binding properties of detergent soluble bilayers and detergent resistant rafts Biophys J 82 2002 1469 1482
197. J.L. Cantatore, S.M. Murphy, and D.V. Lynch Compartmentation and topology of glucosylceramide synthesis Biochem Soc Trans 28 2000 748 750
198. P. Sperling, and E. Heinz Plant sphingolipids: structural diversity, biosynthesis, first genes and functions Biochim Biophys Acta 1632 2003 1 15
199. P. Sperling, S. Franke, S. Luthje, and E. Heinz Are glucocerebrosides the predominant sphingolipids in plant plasma membranes? Plant Physiol Biochem 43 2005 1031 1038
200. T.M. Dunn, D.V. Lynch, L.V. Michaelson, and J.A. Napier A post-genomic approach to understanding sphingolipid metabolism in Arabidopsis thaliana Ann Bot 93 2004 483 497
201. I. Hillig, M. Leipelt, C. Ott, U. Zahringer, D. Warnecke, and E. Heinz Formation of glucosylceramide and sterol glucoside by a UDP-glucose-dependent glucosylceramide synthase from cotton expressed in Pichia pastoris FEBS Lett 553 2003 365 369
202. M. Leipelt, D. Warnecke, U. Zahringer, C. Ott, F. Muller, and B. Hube Glucosylceramide synthases, a gene family responsible for the biosynthesis of glucosphingolipids in animals, plants, and fungi J Biol Chem 276 2001 33621 33629
203. D.V. Lynch, A.K. Criss, J.L. Lehoczky, and V.T. Bui Ceramide glucosylation in bean hypocotyl microsomes: evidence that steryl glucoside serves as glucose donor Arch Biochem Biophys 340 1997 311 316
204. S. Melser, B. Batailler, M. Peypelut, C. Poujol, Y. Bellec, and V. Wattelet-Boyer Glucosylceramide biosynthesis is involved in Golgi morphology and protein secretion in plant cells Traffic 11 2010 479 490
205. M. Nakayama, M. Kojima, M. Ohnishi, and S. Ito Enzymatic formation of plant cerebroside: properties of UDP-glucose: ceramide glucosyltransferase in radish seedlings Biosci Biotechnol Biochem 59 1995 1882 1886
206. M.O. Pata, Y.A. Hannun, and C.K. Ng Plant sphingolipids: decoding the enigma of the Sphinx New Phytol 185 2010 611 630
207. J.E. Markham, and J.G. Jaworski Rapid measurement of sphingolipids from Arabidopsis thaliana by reversed-phase high-performance liquid chromatography coupled to electrospray ionization tandem mass spectrometry Rapid Commun Mass Spectrom 21 2007 1304 1314
208. H.E. Carter, and J.L. Koob Sphingolipids in bean leaves (Phaseolus vulgaris) J Lipid Res 10 1969 363 369
209. K. Kaul, and R.L. Lester Characterization of Inositol-containing Phosphosphingolipids from Tobacco Leaves: Isolation and Identification of Two Novel, Major Lipids: N-Acetylglucosamidoglucuronidoinositol Phosphorylceramide and Glucosamidoglucuronidoinositol Phosphorylceramide Plant Physiol 55 1975 120 129
210. R.A. Laine, and T.C. Hsieh Inositol-containing sphingolipids Methods Enzymol 138 1987 186 195
211. W. Wang, X. Yang, S. Tangchaiburana, R. Ndeh, J.E. Markham, and Y. Tsegaye An inositolphosphorylceramide synthase is involved in regulation of plant programmed cell death associated with defense in Arabidopsis Plant Cell 20 2008 3163 3179
212. T.C. Hsieh, R.L. Lester, and R.A. Laine Glycophosphoceramides from plants. Purification and characterization of a novel tetrasaccharide derived from tobacco leaf glycolipids J Biol Chem 256 1981 7747 7755
213. H.E. Carter, and A. Kisic Countercurrent distribution of inosol lipids of plant seeds J Lipid Res 10 1969 356 362
214. H. Wagner, and W. Zofcsik Heng I Sphingolipids and glycolipids of fungi and higher plants. V. On the structure of the phytoglycolipid from Arachis hypogaea L Z Naturforsch B 24 1969 922 927
215. K. Aoki, R. Uchiyama, S. Itonori, M. Sugita, F.S. Che, and A. Isogai Structural elucidation of novel phosphocholine-containing glycosylinositol- phosphoceramides in filamentous fungi and their induction of cell death of cultured rice cells Biochem J 378 2004 461 472
216. A.L. Gutierrez, L. Farage, M.N. Melo, R.S. Mohana-Borges, Y. Guerardel, and B. Coddeville Characterization of glycoinositolphosphoryl ceramide structure mutant strains of Cryptococcus neoformans Glycobiology 17 2007 1 11C
217. N. Heise, A.L. Gutierrez, K.A. Mattos, C. Jones, R. Wait, and J.O. Previato Molecular analysis of a novel family of complex glycoinositolphosphoryl ceramides from Cryptococcus neoformans: structural differences between encapsulated and acapsular yeast forms Glycobiology 12 2002 409 420
218. R. Uchiyama, K. Aoki, H. Sugimoto, N. Taka, T. Katayama, and S. Itonori Phosphocholine-containing glycosyl inositol-phosphoceramides from Trichoderma viride induce defense responses in cultured rice cells Biosci Biotechnol Biochem 73 2009 74 78
219. C. Simenel, B. Coddeville, M. Delepierre, J.P. Latge, and T. Fontaine Glycosylinositolphosphoceramides in Aspergillus fumigatus Glycobiology 18 2008 84 96
220. M.S. Toledo, S.B. Levery, B. Bennion, L.L. Guimaraes, S.A. Castle, and R. Lindsey Analysis of glycosylinositol phosphorylceramides expressed by the opportunistic mycopathogen Aspergillus fumigatus J Lipid Res 48 2007 1801 1824
221. C.E. Costello, and J.E. Vath Tandem mass spectrometry of glycolipids Methods Enzymol 193 1990 738 768
222. S.B. Levery, M.S. Toledo, A.H. Straus, and H.K. Takahashi Comparative analysis of glycosylinositol phosphorylceramides from fungi by electrospray tandem mass spectrometry with low-energy collision-induced dissociation of Li(+) adduct ions Rapid Commun Mass Spectrom 15 2001 2240 2258
223. C.V. Loureiro y Penha, A.R. Todeschini, L.M. Lopes-Bezerra, R. Wait, C. Jones, and K.A. Mattos Characterization of novel structures of mannosylinositolphosphorylceramides from the yeast forms of Sporothrix schenckii Eur J Biochem 268 2001 4243 4250
224. Y. Rombouts, L. Alibaud, S. Carrere-Kremer, E. Maes, C. Tokarski, and E. Elass Fatty acyl chains of Mycobacterium marinum lipooligosaccharides: structure, localization and acylation by PapA4 (MMAR-2343) protein J Biol Chem 286 2011 33678 33688
225. M. Bloom, E. Evans, and O.G. Mouritsen Physical properties of the fluid lipid-bilayer component of cell membranes: a perspective Q Rev Biophys 24 1991 293 397
226. L. Rilfors, G. Lindblom, A. Wieslander, and A. Christiansson M. Kates, L. Manson, Lipid bilayer stability in biological membranes 1984 Plenum Press New York 205 245
227. W. van der Meer, H. Pottel, W. Herreman, M. Ameloot, H. Hendrickx, and H. Schroder Effect of orientational order on the decay of the fluorescence anisotropy in membrane suspensions. A new approximate solution of the rotational diffusion equation Biophys J 46 1984 515 523
228. B.R. Lentz, and S.W. Burgess A dimerization model for the concentration dependent photophysical properties of diphenylhexatriene and its phospholipid derivatives. DPHpPC and DPHpPA Biophys J 56 1989 723 733
229. M.A. Haidekker, and E.A. Theodorakis Molecular rotors-fluorescent biosensors for viscosity and flow Org Biomol Chem 5 2007 1669 1678
230. D.A. Brown, and E. London Structure and origin of ordered lipid domains in biological membranes J Membr Biol 164 1998 103 114
231. K. Simons, and E. Ikonen Functional rafts in cell membranes Nature 387 1997 569 572
232. H.M. Kim, H.J. Choo, S.Y. Jung, Y.G. Ko, W.H. Park, and S.J. Jeon A two-photon fluorescent probe for lipid raft imaging: C-laurdan Chembiochem 8 2007 553 559
233. A.S. Klymchenko, S. Oncul, P. Didier, E. Schaub, L. Bagatolli, and G. Duportail Visualization of lipid domains in giant unilamellar vesicles using an environment-sensitive membrane probe based on 3-hydroxyflavone Biochim Biophys Acta 1788 2009 495 499
234. L. Jin, A.C. Millard, J.P. Wuskell, X. Dong, D. Wu, and H.A. Clark Characterization and application of a new optical probe for membrane lipid domains Biophys J 90 2006 2563 2575
235. A.L. Obaid, L.M. Loew, J.P. Wuskell, and B.M. Salzberg Novel naphthylstyryl-pyridium potentiometric dyes offer advantages for neural network analysis J Neurosci Methods 134 2004 179 190
236. N.C. Mykytczuk, J.T. Trevors, L.G. Leduc, and G.D. Ferroni Fluorescence polarization in studies of bacterial cytoplasmic membrane fluidity under environmental stress Prog Biophys Mol Biol 95 2007 60 82
237. S. Shivaji, and J.S. Prakash How do bacteria sense and respond to low temperature? Arch Microbiol 192 2010 85 95
238. L. Vigh, I. Horvath, B. Maresca, and J.L. Harwood Can the stress protein response be controlled by 'membrane-lipid therapy'? Trends Biochem Sci 32 2007 357 363
239. D.A. Los, and N. Murata Membrane fluidity and its roles in the perception of environmental signals Biochim Biophys Acta 1666 2004 142 157
240. K. Mikami, and N. Murata Membrane fluidity and the perception of environmental signals in cyanobacteria and plants Prog Lipid Res 42 2003 527 543
241. V. Sangwan, B.L. Orvar, J. Beyerly, H. Hirt, and R.S. Dhindsa Opposite changes in membrane fluidity mimic cold and heat stress activation of distinct plant MAP kinase pathways Plant J 31 2002 629 638
242. H. Konigshofer, H.W. Tromballa, and H.G. Loppert Early events in signalling high-temperature stress in tobacco BY2 cells involve alterations in membrane fluidity and enhanced hydrogen peroxide production Plant Cell Environ 31 2008 1771 1780
243. L. Bonneau, P. Gerbeau-Pissot, D. Thomas, C. Der, J. Lherminier, and S. Bourque Plasma membrane sterol complexation, generated by filipin, triggers signalling responses in tobacco cells Biochim Biophys Acta 1798 2010 2150 2159
244. P. Liu, R.L. Li, L. Zhang, Q.L. Wang, K. Niehaus, and F. Baluska Lipid microdomain polarization is required for NADPH oxidase-dependent ROS signalling in Picea meyeri pollen tube tip growth Plant J 60 2009 303 313
245. M.N. Vaultier, C. Cantrel, C. Vergnolle, A.M. Justin, C. Demandre, and G. Benhassaine-Kesri Desaturase mutants reveal that membrane rigidification acts as a cold perception mechanism upstream of the diacylglycerol kinase pathway in Arabidopsis cells FEBS Lett 580 2006 4218 4223
246. L. Bultynck, J.M. Geuns, G. Van Ginkel, and R.J. Caubergs Properties of plasma membranes of Phsp 70-ipt transformed tobacco (Nicotiana tabacum) Phytochemistry 45 1997 1337 1341
247. M. Bohn, E. Heinz, and S. Luthje Lipid composition and fluidity of plasma membranes isolated from corn (Zea mays L.) roots Arch Biochem Biophys 387 2001 35 40
248. Y. Roche, A.S. Klymchenko, P. Gerbeau-Pissot, P. Gervais, Y. Mely, and F. Simon-Plas Behaviour of plant plasma membranes under hydrostatic pressure as monitored by fluorescent environment-sensitive probes Biochim Biophys Acta 1798 2010 1601 1607
249. A.P. Demchenko, Y. Mely, G. Duportail, and A.S. Klymchenko Monitoring biophysical properties of lipid membranes by environment-sensitive fluorescent probes Biophys J 96 2009 3461 3470
250. H.J. Kaiser, D. Lingwood, I. Levental, J.L. Sampaio, L. Kalvodova, and L. Rajendran Order of lipid phases in model and plasma membranes Proc Natl Acad Sci USA 106 2009 16645 16650
251. T. Baumgart, A.T. Hammond, P. Sengupta, S.T. Hess, D.A. Holowka, and B.A. Baird Large-scale fluid/fluid phase separation of proteins and lipids in giant plasma membrane vesicles Proc Natl Acad Sci USA 104 2007 3165 3170
252. D. Lingwood, J. Ries, P. Schwille, and K. Simons Plasma membranes are poised for activation of raft phase coalescence at physiological temperature Proc Natl Acad Sci USA 105 2008 10005 10010
253. P. Sengupta, A. Hammond, D. Holowka, and B. Baird Structural determinants for partitioning of lipids and proteins between coexisting fluid phases in giant plasma membrane vesicles Biochim Biophys Acta 1778 2008 20 32
254. S. Oncul, A.S. Klymchenko, O.A. Kucherak, A.P. Demchenko, S. Martin, and M. Dontenwill Liquid ordered phase in cell membranes evidenced by a hydration-sensitive probe: effects of cholesterol depletion and apoptosis Biochim Biophys Acta 1798 2010 1436 1443
255. D.M. Owen, S. Oddos, S. Kumar, D.M. Davis, M.A. Neil, and P.M. French High plasma membrane lipid order imaged at the immunological synapse periphery in live T cells Mol Membr Biol 27 2010 178 189
256. K. Simons, and M.J. Gerl Revitalizing membrane rafts: new tools and insights Nat Rev Mol Cell Biol 11 2010 688 699
257. T.H. Haines Do sterols reduce proton and sodium leaks through lipid bilayers? Prog Lipid Res 40 2001 299 324
258. B.D. McKersie, and J.E. Thompson Influence of plant sterols on the phase properties of phospholipid bilayers Plant Physiol 63 1979 802 805
259. A. Hodzic, M. Rappolt, H. Amenitsch, P. Laggner, and G. Pabst Differential modulation of membrane structure and fluctuations by plant sterols and cholesterol Biophys J 94 2008 3935 3944
260. I. Schuler, A. Milon, Y. Nakatani, G. Ourisson, A.M. Albrecht, and P. Benveniste Differential effects of plant sterols on water permeability and on acyl chain ordering of soybean phosphatidylcholine bilayers Proc Natl Acad Sci USA 88 1991 6926 6930
261. A.E. Christian, H.S. Byun, N. Zhong, M. Wanunu, T. Marti, and A. Furer Comparison of the capacity of beta-cyclodextrin derivatives and cyclophanes to shuttle cholesterol between cells and serum lipoproteins J Lipid Res 40 1999 1475 1482
262. P. Keller, and K. Simons Cholesterol is required for surface transport of influenza virus hemagglutinin J Cell Biol 140 1998 1357 1367
263. G.H. Rothblat, M. de la Llera-Moya, V. Atger, G. Kellner-Weibel, D.L. Williams, and M.C. Phillips Cell cholesterol efflux: integration of old and new observations provides new insights J Lipid Res 40 1999 781 796
264. A. Filippov, G. Oradd, and G. Lindblom Sphingomyelin structure influences the lateral diffusion and raft formation in lipid bilayers Biophys J 90 2006 2086 2092
265. Y. Boutte, S. Men, and M. Grebe Fluorescent in situ visualization of sterols in Arabidopsis roots Nat Protoc 6 2011 446 456
266. R.A. Bhat, M. Miklis, E. Schmelzer, P. Schulze-Lefert, and R. Panstruga Recruitment and interaction dynamics of plant penetration resistance components in a plasma membrane microdomain Proc Natl Acad Sci USA 102 2005 3135 3140
267. T.P. Stauffer, S. Ahn, and T. Meyer Receptor-induced transient reduction in plasma membrane PtdIns(4,5)P2 concentration monitored in living cells Curr Biol 8 1998 343 346
268. P. Varnai, and T. Balla Visualization of phosphoinositides that bind pleckstrin homology domains: calcium- and agonist-induced dynamic changes and relationship to myo-[3H]inositol-labelled phosphoinositide pools J Cell Biol 143 1998 501 510
269. T. Balla, and P. Varnai Visualization of cellular phosphoinositide pools with GFP-fused protein-domains Curr Protoc Cell Biol 2009 chapter 24:Unit 24 4
270. M.A. Lemmon Membrane recognition by phospholipid-binding domains Nat Rev Mol Cell Biol 9 2008 99 111
271. T. Balla Green light to illuminate signal transduction events Trends Cell Biol 19 2009 575 586
272. T. Balla, Z. Szentpetery, and Y.J. Kim Phosphoinositide signalling: new tools and insights Physiology (Bethesda) 24 2009 231 244
273. J.E. Vermeer, W. van Leeuwen, R. Tobena-Santamaria, A.M. Laxalt, D.R. Jones, and N. Divecha Visualization of PtdIns3P dynamics in living plant cells Plant J 47 2006 687 700
274. J.E. Vermeer, J.M. Thole, J. Goedhart, E. Nielsen, T. Munnik, and T.W. Gadella Jr. Imaging phosphatidylinositol 4-phosphate dynamics in living plant cells Plant J 57 2009 356 372
275. W. van Leeuwen, J.E. Vermeer, T.W. Gadella Jr., and T. Munnik Visualization of phosphatidylinositol 4,5-bisphosphate in the plasma membrane of suspension-cultured tobacco BY-2 cells and whole Arabidopsis seedlings Plant J 52 2007 1014 1026
276. M. Mishkind, J.E. Vermeer, E. Darwish, and T. Munnik Heat stress activates phospholipase D and triggers PIP accumulation at the plasma membrane and nucleus Plant J 60 2009 10 21
277. Y. Lee, Y.W. Kim, B.W. Jeon, K.Y. Park, S.J. Suh, and J. Seo Phosphatidylinositol 4,5-bisphosphate is important for stomatal opening Plant J 52 2007 803 816
278. P.E. Dowd, S. Coursol, A.L. Skirpan, T.H. Kao, and S. Gilroy Petunia phospholipase c1 is involved in pollen tube growth Plant Cell 18 2006 1438 1453
279. B. Kost, E. Lemichez, P. Spielhofer, Y. Hong, K. Tolias, and C. Carpenter Rac homologues and compartmentalized phosphatidylinositol 4, 5-bisphosphate act in a common pathway to regulate polar pollen tube growth J Cell Biol 145 1999 317 330
280. P. Vincent, M. Chua, F. Nogue, A. Fairbrother, H. Mekeel, and Y. Xu A Sec14p-nodulin domain phosphatidylinositol transfer protein polarizes membrane growth of Arabidopsis thaliana root hairs J Cell Biol 168 2005 801 812
281. R.J. Botelho, M. Teruel, R. Dierckman, R. Anderson, A. Wells, and J.D. York Localized biphasic changes in phosphatidylinositol-4,5-bisphosphate at sites of phagocytosis J Cell Biol 151 2000 1353 1368
282. S. Huang, L. Lifshitz, V. Patki-Kamath, R. Tuft, K. Fogarty, and M.P. Czech Phosphatidylinositol-4,5-bisphosphate-rich plasma membrane patches organize active zones of endocytosis and ruffling in cultured adipocytes Mol Cell Biol 24 2004 9102 9123
283. K. Aoyagi, T. Sugaya, M. Umeda, S. Yamamoto, S. Terakawa, and M. Takahashi The activation of exocytotic sites by the formation of phosphatidylinositol 4,5-bisphosphate microdomains at syntaxin clusters J Biol Chem 280 2005 17346 17352
284. G. van den Bogaart, K. Meyenberg, H.J. Risselada, H. Amin, K.I. Willig, and B.E. Hubrich Membrane protein sequestering by ionic protein-lipid interactions Nature 2011
285. A. Fujita, J. Cheng, M. Hirakawa, K. Furukawa, S. Kusunoki, and T. Fujimoto Gangliosides GM1 and GM3 in the living cell membrane form clusters susceptible to cholesterol depletion and chilling Mol Biol Cell 18 2007 2112 2122
286. E.A. Merritt, T.K. Sixma, K.H. Kalk, B.A. van Zanten, and W.G. Hol Galactose-binding site in Escherichia coli heat-labile enterotoxin (LT) and cholera toxin (CT) Mol Microbiol 13 1994 745 753
287. H.E. Grecco, M. Schmick, and P.I. Bastiaens Signalling from the living plasma membrane Cell 144 2011 897 909
288. H.Y. Yao, and H.W. Xue Signals and mechanisms affecting vesicular trafficking during root growth Curr Opin Plant Biol 14 2011 571 579
289. S. Melser, D. Molino, B. Batailler, M. Peypelut, M. Laloi, and V. Wattelet-Boyer Links between lipid homeostasis, organelle morphodynamics and protein trafficking in eukaryotic and plant secretory pathways Plant Cell Rep 30 2011 177 193
290. J.E. Markham, D. Molino, L. Gissot, Y. Bellec, K. Hematy, and J. Marion Sphingolipids containing very-long-chain Fatty acids define a secretory pathway for specific polar plasma membrane protein targeting in Arabidopsis Plant Cell 23 2011 2362 2378
291. J. Marion, L. Bach, Y. Bellec, C. Meyer, L. Gissot, and J.D. Faure Systematic analysis of protein subcellular localization and interaction using high-throughput transient transformation of Arabidopsis seedlings Plant J 56 2008 169 179
292. M. Bagnat, A. Chang, and K. Simons Plasma membrane proton ATPase Pma1p requires raft association for surface delivery in yeast Mol Biol Cell 12 2001 4129 4138
293. B. Gaigg, B. Timischl, L. Corbino, and R. Schneiter Synthesis of sphingolipids with very long chain fatty acids but not ergosterol is required for routing of newly synthesized plasma membrane ATPase to the cell surface of yeast J Biol Chem 280 2005 22515 22522
294. M.C. Lee, S. Hamamoto, and R. Schekman Ceramide biosynthesis is required for the formation of the oligomeric H+-ATPase Pma1p in the yeast endoplasmic reticulum J Biol Chem 277 2002 22395 22401
295. A. Aubert, J. Marion, C. Boulogne, M. Bourge, S. Abreu, and Y. Bellec Sphingolipids involvement in plant endomembrane differentiation: the BY2 case Plant J 65 2011 958 971
296. V. Willemsen, J. Friml, M. Grebe, A. van den Toorn, K. Palme, and B. Scheres Cell polarity and PIN protein positioning in Arabidopsis require STEROL METHYLTRANSFERASE1 function Plant Cell 15 2003 612 625
297. B. Titapiwatanakun, J.J. Blakeslee, A. Bandyopadhyay, H. Yang, J. Mravec, and M. Sauer ABCB19/PGP19 stabilises PIN1 in membrane microdomains in Arabidopsis Plant J 57 2009 27 44
298. L. Bach, L. Gissot, J. Marion, F. Tellier, P. Moreau, and B. Satiat-Jeunemaitre Very-long-chain fatty acids are required for cell plate formation during cytokinesis in Arabidopsis thaliana J Cell Sci 124 2011 3223 3234
299. F. Roudier, L. Gissot, F. Beaudoin, R. Haslam, L. Michaelson, and J. Marion Very-long-chain fatty acids are involved in polar auxin transport and developmental patterning in Arabidopsis Plant Cell 22 2010 364 375
300. R.W. Klemm, C.S. Ejsing, M.A. Surma, H.J. Kaiser, M.J. Gerl, and J.L. Sampaio Segregation of sphingolipids and sterols during formation of secretory vesicles at the trans-Golgi network J Cell Biol 185 2009 601 612
301. M.A. Surma, C. Klose, R.W. Klemm, C.S. Ejsing, and K. Simons Generic sorting of raft lipids into secretory vesicles in yeast Traffic 12 2011 1139 1147
302. S. Men, Y. Boutte, Y. Ikeda, X. Li, K. Palme, and Y.D. Stierhof Sterol-dependent endocytosis mediates post-cytokinetic acquisition of PIN2 auxin efflux carrier polarity Nat Cell Biol 10 2008 237 244
303. L.H. Chamberlain, R.D. Burgoyne, and G.W. Gould SNARE proteins are highly enriched in lipid rafts in PC12 cells: implications for the spatial control of exocytosis Proc Natl Acad Sci USA 98 2001 5619 5624
304. F. Lafont, P. Verkade, T. Galli, C. Wimmer, D. Louvard, and K. Simons Raft association of SNAP receptors acting in apical trafficking in Madin-Darby canine kidney cells Proc Natl Acad Sci USA 96 1999 3734 3738
305. T. Lang, D. Bruns, D. Wenzel, D. Riedel, P. Holroyd, and C. Thiele SNAREs are concentrated in cholesterol-dependent clusters that define docking and fusion sites for exocytosis EMBO J 20 2001 2202 2213
306. R.U. Rehman, E. Stigliano, G.W. Lycett, L. Sticher, F. Sbano, and M. Faraco Tomato Rab11a characterization evidenced a difference between SYP121-dependent and SYP122-dependent exocytosis Plant Cell Physiol 49 2008 751 766
307. D. Halter, S. Neumann, S.M. van Dijk, J. Wolthoorn, A.M. de Maziere, and O.V. Vieira Pre- and post-Golgi translocation of glucosylceramide in glycosphingolipid synthesis J Cell Biol 179 2007 101 115
308. G. D'Angelo, E. Polishchuk, G. Di Tullio, M. Santoro, A. Di Campli, and A. Godi Glycosphingolipid synthesis requires FAPP2 transfer of glucosylceramide Nature 449 2007 62 67
309. G. West, L. Viitanen, C. Alm, P. Mattjus, T.A. Salminen, and J. Edqvist Identification of a glycosphingolipid transfer protein GLTP1 in Arabidopsis thaliana FEBS J 275 2008 3421 3437
310. J. Kleine-Vehn, K. Wabnik, A. Martiniere, L. Langowski, K. Willig, and S. Naramoto Recycling, clustering, and endocytosis jointly maintain PIN auxin carrier polarity at the plasma membrane Mol Syst Biol 7 2011 540
311. M.A. De Matteis, and A. Luini Exiting the Golgi complex Nat Rev Mol Cell Biol 9 2008 273 284
312. T. Itoh, and T. Takenawa Mechanisms of membrane deformation by lipid-binding domains Prog Lipid Res 48 2009 298 305
313. P. Mattjus Glycolipid transfer proteins and membrane interaction Biochim Biophys Acta 1788 2009 267 272
314. L. Fernandez-Calvino, C. Faulkner, J. Walshaw, G. Saalbach, E. Bayer, and Y. Benitez-Alfonso Arabidopsis plasmodesmal proteome PLoS One 6 2011 e18880
315. A. Levy, M. Erlanger, M. Rosenthal, and B.L. Epel A plasmodesmata- associated beta-1,3-glucanase in Arabidopsis Plant J 49 2007 669 682
316. V. Sangiorgio, M. Pitto, P. Palestini, and M. Masserini GPI-anchored proteins and lipid rafts Ital J Biochem 53 2004 98 111
317. C. Simpson, C. Thomas, K. Findlay, E. Bayer, and A.J. Maule An Arabidopsis GPI-anchor plasmodesmal neck protein with callose binding activity and potential to regulate cell-to-cell trafficking Plant Cell 21 2009 581 594
318. S.M. Angell, C. Davies, and D.C. Baulcombe Cell-to-cell movement of potato virus X is associated with a change in the size-exclusion limit of plasmodesmata in trichome cells of Nicotiana clevelandii Virology 216 1996 197 201
319. A.R. Howard, M.L. Heppler, H.J. Ju, K. Krishnamurthy, M.E. Payton, and J. Verchot-Lubicz Potato virus X TGBp1 induces plasmodesmata gating and moves between cells in several host species whereas CP moves only in N. benthamiana leaves Virology 328 2004 185 197
320. O. Voinnet, C. Lederer, and D.C. Baulcombe A viral movement protein prevents spread of the gene silencing signal in Nicotiana benthamiana Cell 103 2000 157 167
321. S. Mongrand, T. Stanislas, E.M. Bayer, J. Lherminier, and F. Simon-Plas Membrane rafts in plant cells Trends Plant Sci 15 2010 656 663
322. N.F. Keinath, S. Kierszniowska, J. Lorek, G. Bourdais, S.A. Kessler, and H. Shimosato-Asano PAMP (pathogen-associated molecular pattern)-induced changes in plasma membrane compartmentalization reveal novel components of plant immunity J Biol Chem 285 2010 39140 39149
323. N. Leborgne-Castel, J. Lherminier, C. Der, J. Fromentin, V. Houot, and F. Simon-Plas The plant defense elicitor cryptogein stimulates clathrin-mediated endocytosis correlated with reactive oxygen species production in bright yellow-2 tobacco cells Plant Physiol 146 2008 1255 1266
324. S. de la Fuente van Bentem, and H. Hirt Using phosphoproteomics to reveal signalling dynamics in plants Trends Plant Sci 12 2007 404 411
325. T. Elmayan, J. Fromentin, C. Riondet, G. Alcaraz, J.P. Blein, and F. Simon-Plas Regulation of reactive oxygen species production by a 14-3-3 protein in elicited tobacco cells Plant Cell Environ 30 2007 722 732
326. J. Lherminier, T. Elmayan, J. Fromentin, K.T. Elaraqui, S. Vesa, and J. Morel NADPH oxidase-mediated reactive oxygen species production: subcellular localization and reassessment of its role in plant defense Mol Plant Microbe Interact 22 2009 868 881
327. B. Shahollari, T. Peskan-Berghoefer, and R. Oelmueller Receptor kinases with leucine-rich repeats are enriched in Triton X-100 insoluble plasma membrane microdomains from plants Physiol Plant 122 2004 397 403
328. S. Bychenok, and D.A. Foster A low molecular weight factor from dividing cells activates phospholipase D in caveolin-enriched membrane microdomains Arch Biochem Biophys 377 2000 139 145
329. O. Diaz, A. Berquand, M. Dubois, S. Di Agostino, C. Sette, and S. Bourgoin The mechanism of docosahexaenoic acid-induced phospholipase D activation in human lymphocytes involves exclusion of the enzyme from lipid rafts J Biol Chem 277 2002 39368 39378
330. L. Xu, Y. Shen, T. Joseph, A. Bryant, J.Q. Luo, and P. Frankel Mitogenic phospholipase D activity is restricted to caveolin-enriched membrane microdomains Biochem Biophys Res Commun 273 2000 77 83
331. Y. Zhang, H. Zhu, Q. Zhang, M. Li, M. Yan, and R. Wang Phospholipase dalpha1 and phosphatidic acid regulate NADPH oxidase activity and production of reactive oxygen species in ABA-mediated stomatal closure in Arabidopsis Plant Cell 21 2009 2357 2377
332. C. Testerink, and T. Munnik Molecular, cellular, and physiological responses to phosphatidic acid formation in plants J Exp Bot 62 2011 2349 2361
333. T. Munnik, H.J. Meijer, B. Ter Riet, H. Hirt, W. Frank, and D. Bartels Hyperosmotic stress stimulates phospholipase D activity and elevates the levels of phosphatidic acid and diacylglycerol pyrophosphate Plant J 22 2000 147 154
334. C. Pical, T. Westergren, S.K. Dove, C. Larsson, and M. Sommarin Salinity and hyperosmotic stress induce rapid increases in phosphatidylinositol 4,5-bisphosphate, diacylglycerol pyrophosphate, and phosphatidylcholine in Arabidopsis thaliana cells J Biol Chem 274 1999 38232 38240
335. C. Zalejski, S. Paradis, R. Maldiney, Y. Habricot, E. Miginiac, and J.P. Rona Induction of abscisic acid-regulated gene expression by diacylglycerol pyrophosphate involves Ca2+ and anion currents in Arabidopsis suspension cells Plant Physiol 141 2006 1555 1562
336. C. Zalejski, Z. Zhang, A.L. Quettier, R. Maldiney, M. Bonnet, and M. Brault Diacylglycerol pyrophosphate is a second messenger of abscisic acid signalling in Arabidopsis thaliana suspension cells Plant J 42 2005 145 152
337. K. Jacobson, O.G. Mouritsen, and R.G. Anderson Lipid rafts: at a crossroad between cell biology and physics Nat Cell Biol 9 2007 7 14
338. D. Marguet, P.F. Lenne, H. Rigneault, and H.T. He Dynamics in the plasma membrane: how to combine fluidity and order EMBO J 25 2006 3446 3457
339. S.L. Veatch, and S.L. Keller Organization in lipid membranes containing cholesterol Phys Rev Lett 89 2002 268101
340. L. Li, and J.X. Cheng Coexisting stripe- and patch-shaped domains in giant unilamellar vesicles Biochemistry 45 2006 11819 11826
341. F. Furt, F. Simon-Plas, and S. Mongrand Lipids of the plasma membrane A.S. Murphy, P. Wendy, B. Schulz, The Plant Plasma Membrane Plant Cell Monographs 19 2011 Springer-Verlag Heidelberg 3 30
342. E.B. Cahoon, and D.V. Lynch Analysis of Glucocerebrosides of Rye (Secale cereale L. cv Puma) Leaf and Plasma Membrane Plant Physiol 95 1991 58 68
343. P. Norberg, R. Nilsson, S. Nyiredy, and C. Liljenberg Glucosylceramides of oat root plasma membranes-physicochemical behaviour in natural and in model systems Biochim Biophys Acta 1299 1996 80 86
344. M.C. Sullards, D.V. Lynch, A.H. Merrill Jr., and J. Adams Structure determination of soybean and wheat glucosylceramides by tandem mass spectrometry J Mass Spectrom 35 2000 347 353
345. T. Sugawara, K. Aida, J. Duan, and T. Hirata Analysis of glucosylceramides from various sources by liquid chromatography-ion trap mass spectrometry J Oleo Sci 59 2010 387 394
346. T. Sugawara, J. Duan, K. Aida, T. Tsuduki, and T. Hirata Identification of glucosylceramides containing sphingatrienine in maize and rice using ion trap mass spectrometry Lipids 45 2010 451 455
347. M.N. Islam, J.P. Chambers, and C.K.Y. Ng Lipid profiling of the model temperate grass, Brachypodium distachyon Metabolomics 2011
348. N. Bartke, A. Fischbeck, and H.U. Humpf Analysis of sphingolipids in potatoes (Solanum tuberosum L.) and sweet potatoes (Ipomoea batatas (L.) Lam.) by reversed phase high-performance liquid chromatography electrospray ionization tandem mass spectrometry (HPLC-ESI-MS/MS) Mol Nutr Food Res 50 2006 1201 1211
349. M. Chen, J.E. Markham, C.R. Dietrich, J.G. Jaworski, and E.B. Cahoon Sphingolipid long-chain base hydroxylation is important for growth and regulation of sphingolipid content and composition in Arabidopsis Plant Cell 20 2008 1862 1878
350. L.V. Michaelson, S. Zauner, J.E. Markham, R.P. Haslam, R. Desikan, and S. Mugford Functional characterization of a higher plant sphingolipid Delta4-desaturase: defining the role of sphingosine and sphingosine-1-phosphate in Arabidopsis Plant Physiol 149 2009 487 498
351. M. Watanabe, A. Miyagi, M. Nagano, M. Kawai-Yamada, and H. Imai Characterization of glucosylceramides in the Polygonaceae, Rumex obtusifolius L. injurious weed Biosci Biotechnol Biochem 75 2011 877 881