Effect of flavonoids on the phase separation in giant unilamellar vesicles formed from binary lipid mixtures

Chemistry and Physics of Lipids

Volumn 178, Issue , 2014, Pages 77-83

  Ostroumova, Olga S ^a   Chulkov, Evgeny G ^a   Stepanenko, Olga V ^a   Schagina, Ludmila V ^a  

^a INSTITUTE OF CYTOLOGY   (Russian Federation)

Author keywords

Flavonoids; Lipid bilayers; Lipid domains; Membranes; Phase separation

Indexed keywords

BIOCHANIN A; CHOLINE DERIVATIVE; DIMYRISTOYLPHOSPHOCHOLINE; DIOLEOYLPHOSPHOCHOLINE; LIPID; LIPOSOME; MYRICETIN; PHLORETIN; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DIFFERENTIAL SCANNING CALORIMETRY; FLUORESCENCE; GIANT UNILAMELLAR VESICLE; LIPID BILAYER; LIPID COMPOSITION; LIPID VESICLE; PHASE SEPARATION; PRIORITY JOURNAL; SUSPENSION; TRANSITION TEMPERATURE;

FLAVONOIDS; LIPID BILAYERS; LIPID DOMAINS; MEMBRANES; PHASE SEPARATION;

CALORIMETRY, DIFFERENTIAL SCANNING; FLAVONOIDS; FLUORESCENT DYES; LIPID BILAYERS; MICROSCOPY, CONFOCAL; PHOSPHATIDYLCHOLINES; SPHINGOMYELINS; TRANSITION TEMPERATURE; UNILAMELLAR LIPOSOMES;

EID: 84893713397     PISSN: 00093084     EISSN: 18732941     Source Type: Journal    
DOI: 10.1016/j.chemphyslip.2013.12.005     Document Type: Article

References (46)

1. B.G. Auner, M.A.A. O'Neil, C. Valenta, and J. Hadgraft Interaction of phloretin and 6-ketocholestanol with DPPC-liposomes as phospholipid model membranes Int. J. Pharm. 294 2005 149 155 10.1016/j.ijpharm.2005.01.031 (Pubitemid 40462330)
2. L. Bagatolli, and P.B.S. Kumar Phase behavior of multicomponent membranes: experimental and computational techniques Soft Matter 5 2009 3234 3248
3. L.A. Bagatolli, and E. Graton Two photon fluorescence microscopy of coexisting lipid domains in giant unilamellar vesicles of binary phospholipid mixtures Biophys. J. 78 2000 290 305 10.1016/S0006-3495(00)76592-1 (Pubitemid 30207138)
4. d phases in lipid membranes Biochim. Biophys. Acta 1768 2007 2182 2194 (Pubitemid 47379615)
5. S. Chiantia, N. Kahay, J. Ries, and P. Schwille Effects of ceramid on liquid-ordered domains investigated by simultaneous AFM and FCS Biophys. J. 90 2006 4500 4508 10.1529/biophysj.106.081026 (Pubitemid 43830895)
6. R. Cseh, and R. Benz The adsorption of phloretin to lipid monolayers and bilayers cannot be explained by Langmuir adsorption isotherms alone Biophys. J. 74 1998 1399 1408 (Pubitemid 28108548)
7. R. Cseh, M. Hetzer, K. Wolf, J. Kraus, G. Bringmann, and R. Benz Interaction of phloretin with membranes: on the mode of action of phloretin at the water-lipid interface Eur. Biophys. J. 29 2000 172 183
8. T.P. Cushnie, and A.J. Lamb Recent advances in understanding the antibacterial properties of flavonoids Int. J. Antimicrob. Agents 38 2011 99 107 10.1016/j.ijantimicag.2011.02.014
9. R.R. de Sousa, K.C. Queiroz, A.C. Souza, S.A. Gurgueira, A.C. Augusto, M.A. Miranda, M.P. Peppelenbosch, C.V. Ferreira, and H. Aoyama Phosphoprotein levels, MAPK activities and NFkappaB expression are affected by fisetin J. Enzyme Inhib. Med. Chem. 22 2007 439 444 (Pubitemid 47225706)
10. C. Deitrich, L.A. Bagatolli, Z.N. Volovyk, N.L. Thompson, M. Levi, K. Jacobson, and E. Gratton Lipid rafts reconstituted in model membranes Biophys. J. 80 2001 1417 1428 10.1016/S0006-3495(01)76114-0 (Pubitemid 32182165)
11. S.S. Efimova, and O.S. Ostroumova Effect of dipole modifiers on the magnitude of the dipole potential of sterol-containing bilayers Langmuir 28 2012 9908 9914 10.1021/la301653s
12. M. Fidorra, T. Heimburg, and L.A. Bagatolli Direct visualization of the lateral structure of porcine brain cerebroside/POPC mixtures in presence and absence of cholesterol Biophys. J. 97 2009 142 154
13. A.J. García-Sáez, S. Chiantia, and P. Schwille Effect of line tension on the lateral organization of lipid membranes J. Biol. Chem. 282 2007 33537 33544 10.1074/jbc.M706162200 (Pubitemid 350159535)
14. A.B. Hendrich Flavonoid-membrane interactions: possible consequences for biological effects of some polyphenolic compounds Acta Pharmacol. Sin. 27 2006 27 40 (Pubitemid 43051943)
15. J. Juhasz, J.H. Davis, and F.J. Sharom Fluorescent probe partitioning in giant unilamellar vesicles of 'lipid raft' mixtures Biochem. J. 430 2010 415 423
16. R. Koynova, and M. Caffrey Phases and phase transitions of the phosphatidylcholines Biochim. Biophys. Acta 1376 1998 91 145 (Pubitemid 28321526)
17. J. Kwik, S. Boyle, D. Fooksman, L. Margolis, M.P. Sheetz, and M. Edidin Membrane cholesterol, lateral mobility, and the phosphatidylinositol 4,5-bisphosphate-dependent organization of cell actin Proc. Natl. Acad. Sci. U. S. A. 100 2003 13964 13969 (Pubitemid 37499174)
18. A. Landry, and R. Xavier Isolation and analysis of lipid rafts in cell-cell interactions Methods Mol. Biol. 341 2006 251 281
19. T. Laux, K. Fukami, M. Thelen, T. Golub, D. Frey, and P. Caroni GAP43, MARKS, and CAP23 modulate PI(4,5)P2 at plasmalemmal rafts, and regulate cell cortex actin dynamics through a common mechanism J. Cell Biol. 149 2000 1455 1471 (Pubitemid 30437619)
20. D.W. Lee, Y. Min, P. Dhar, A. Ramachandran, J.N. Israelachvili, and J.A. Zasadzinski Relating domain size distribution to line tension and molecular dipole density in model cytoplasmic myelin lipid monolayers Proc. Natl. Acad. Sci. U. S. A. 108 2011 9425 9430 10.1073/pnas.1106368108
21. S. Moffett, D.A. Brown, and M.E. Linder Lipid-dependent targeting of G proteins into rafts J. Biol. Chem. 275 2000 2191 2198 (Pubitemid 30060849)
22. H.S. Muddana, H.H. Chiang, and P.J. Butler Tuning membrane phase separation using nonlipid amphiphilies Biophys. J. 102 2012 489 497 10.1016/j.bpj.2011.12.033
23. βI) between lamellar phase (Lβ ′) and ripple phase (Pβ ′) in phosphatidylcholine membranes: a scanning density meter study Biochim. Biophys. Acta 1028 1990 215 222 (Pubitemid 20318024)
24. F. Ollila, K. Halling, P. Vuorela, and J.P. Slotte Characterization of flavonoid-biomembrane interactions Arch. Biochem. Biophys. 399 2002 103 108 10.1006/abbi.2001.2759 (Pubitemid 34848316)
25. P.I. Oteiza, A.G. Erlejman, S.V. Verstraeten, C.L. Keen, and C.G. Fraga Flavonoid-membrane interactions: a protective role of flavonoids at the membrane surface? Clin. Dev. Immunol. 12 2005 19 25 (Pubitemid 41647026)
26. B.A. Pierchala, J. Milbrandt, and E.M. Johnson Jr. Glial cell line-derived neurotrophic factor-dependent recruitment of Ret into lipid rafts enhances signaling by partitioning Ret from proteasome-dependent degradation J. Neurosci. 26 2006 2777 2787 (Pubitemid 43357861)
27. P.L. Privalov, and S.A. Potekhin Scanning microcalorimetry in studying temperature-induced changes in proteins Methods Enzymol. 131 1986 4 51 (Pubitemid 16002194)
28. M. Raghunathan, Y. Zubovski, R.M. Venable, R.W. Pastor, J.F. Nagle, and S. Tristram-Nagle Structure and elasticity of lipid membranes with genistein and daidzein bioflavinoids using X-ray scattering and MD simulations J. Phys. Chem. B 116 2012 3918 3927
29. H.M. Reinl, and T.M. Bayerl Interaction of myelin basic protein with single bilayers on a solid support: an NMR, DSC and polarized infrared ATR study Biochim. Biophys. Acta 1151 1993 127 136 (Pubitemid 23283963)
30. J.A. Rothwell, A.J. Day, and M.R.A. Morgan Experimental determination of octanol-water partition coefficients of quercetin and related flavonoids J. Agric. Food Chem. 53 2005 4355 4360 (Pubitemid 40855457)
31. A.V. Samsonov, I. Mihalyov, and F.S. Cohen Characterization of cholesterol-sphingomyelin domains and their dynamics in bilayer membranes Biophys. J. 81 2001 1486 1500 (Pubitemid 32783589)
32. M.B. Sankaram, and T.E. Thompson Interaction of cholesterol with glycerophospholipids and sphingomyelin Biochemistry 29 1990 10670 10675
33. H.A. Scheidt, A. Pampel, L. Nissler, R. Gebhardt, and D. Huster Investigation of the membrane localization and distribution of flavonoids by high-resolution magic angle spinning NMR spectroscopy Biochim. Biophys. Acta 1663 2004 97 107 (Pubitemid 38625584)
34. K.P. Shaw, N.J. Brooks, J.A. Clarke, O. Ces, J.M. Seddon, and R.V. Law Pressure-temperature phase behavior of natural sphingomyelin extracts Soft Matter 8 2012 1070
35. K. Simons, and E. Ikonen Functional rafts in cell membranes Nature 387 1997 569 572 10.1038/42408 (Pubitemid 27248754)
36. K. Simons, and D. Toomre Lipid rafts and signal transduction Nat. Rev. Mol. Cell Biol. 1 2000 31 39
37. Y.S. Tarahovsky Cell transfection by DNA-lipid complexes - lipoplexes Biochem. (Mosc.) 74 2009 1589 1602 10.1134/S0006297909120013
38. Y.S. Tarahovsky, E.N. Muzafarov, and Y.A. Kim Raft making and rafts braking: how plant flavonoids may control membrane heterogeneity Mol. Cell Biochem. 314 2008 65 71
39. C. Valenta, A. Steininger, and B.G. Auner Phloretin and 6-ketocholestanol: membrane interactions studied by a phospholipid/ polydiacetylene colorimetric assay and differential scanning calorimetry Eur. J. Pharm. Biopharm. 57 2004 329 336 10.1016/j.ejpb.2003.09.012 (Pubitemid 38283711)
40. C. van Dijk, A.J.M. Driessen, and K. Recourt The uncoupling efficiency and affinity of flavonoids for vesicles Biochem. Pharmocol. 60 2000 1593 1600
41. 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 (Pubitemid 37345795)
42. R.M. Weis, and H.M. McConell Two-dimensional chiral crystals of phospholipid Nature 310 1984 47 49
43. O. Wesołowska, K. Michalak, J. Jadwiga Maniewska, and A.B. Hendrich Giant unilamellar vesicles - a perfect tool to visualize phase separation and lipid rafts in model systems Acta Biochim. Pol. 56 2009 33 39
44. O. Wesołowska, A.B. Henrich, B. Łania-Pietrzak, J. Wiśniewski, J. Molnar, I. Michalak, and K. Michalak Perturbation of the lipid phase of a membrane is not involved of MRP1 transport activity by flavonoids Cell. Mol. Biol. Lett. 14 2009 199 221
45. Y. Yamamoto, and R.B. Gaynor Therapeutic potential of inhibition of the NF-κB pathway in the treatment of inflammation and cancer J. Clin. Invest. 107 2001 135 142 (Pubitemid 32096826)
46. R.M. Young, X. Zheng, D. Holowka, and B. Baird Reconstitution of regulated phosphorylation of FcepsilonRI by a lipid raft-excluded protein-tyrosine phosphatase J. Biol. Chem. 280 2005 1230 1235