Cubic phases of ternary amphiphile-water systems

European Biophysics Journal

Volumn 39, Issue 1, 2009, Pages 83-90

  Fraser, Scott ^a,b   Separovic, Frances ^a   Polyzos, Anastasios ^b  

^a UNIVERSITY OF MELBOURNE   (Australia)

^b CSIRO   (Australia)

Author keywords

Cubic phases; Cubosomes; Glycerol monooleate; Lyotropic liquid crystals; Model biological membranes; Phytantriol

Indexed keywords

AMPHOPHILE; GLYCEROL OLEATE; NANOPARTICLE; PHYTANTRIOL; SURFACTANT; UNCLASSIFIED DRUG; WATER;

AQUEOUS SOLUTION; CRYSTALLIZATION; HYDROGEN BOND; HYDROPHOBICITY; LIQUID CRYSTAL; MATERIALS; MEMBRANE MODEL; MOLECULAR INTERACTION; PHYSICAL PHASE; PRESSURE; REVIEW; TEMPERATURE; THERMODYNAMICS; WATER CONTENT;

ANIMALS; HYDROPHOBICITY; LIQUID CRYSTALS; NANOPARTICLES; WATER;

EID: 70450277381     PISSN: 01757571     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00249-009-0493-2     Document Type: Review

References (70)

1. T Abraham M Hato M Hirai 2004 Glycolipid based cubic nanoparticles: preparation and structural aspects Colloids Surf B Biointerfaces 35 107 117 10.1016/j.colsurfb.2004.02.015 10.1016/j.colsurfb.2004.02.015 15261043 (Pubitemid 38595463)
2. T Abraham M Hato M Hirai 2005 Polymer-dispersed bicontinuous cubic glycolipid nanoparticles Biotechnol Prog 21 255 262 10.1021/bp0498544 10.1021/bp0498544 15903264 (Pubitemid 40218495)
3. P Alexandridis 1997 Poly(ethylene oxide) poly(propylene oxide) block copolymer surfactants Curr Opin Colloid Interface Sci 2 478 489
4. M Almgren S Rangelov 2006 Polymorph dispersed particles from the bicontinuous cubic phase of glycerol monooleate stabilized by PEG-copolymers with lipid-mimetic hydrophobic anchors J Dispersion Sci Technol 27 599 609 10.1080/01932690600662513 10.1080/01932690600662513 (Pubitemid 43878655)
5. J Barauskas T Landh 2003 Phase behavior of the phytantriol/water system Langmuir 19 9562 9565 10.1021/la0350812 10.1021/la0350812
6. J Barauskas V Razumas Z Talaikyte A Bulovas T Nylander D Tauraite E Butkus 2003 Towards redox active liquid crystalline phases of lipids: a monoolein/water system with entrapped derivatives of ferrocene Chem Phys Lipids 123 87 97 10.1016/S0009-3084(02)00170-6 10.1016/S0009-3084(02)00170-6 12637167 (Pubitemid 36287654)
7. J Barauskas M Johnsson F Tiberg 2005 Self-assembled lipid superstructures: beyond vesicles and liposomes Nano Lett 5 1615 1619 10.1021/nl050678i 10.1021/nl050678i 16089498 (Pubitemid 41251697)
8. J Bender MB Ericson N Merclin V Iani A Rosen S Engstrom J Moan 2005 Lipid cubic phases for improved topical drug delivery in photodynamic therapy J Contr Release 106 350 360 10.1016/j.jconrel.2005.05.010 10.1016/j.jconrel.2005.05.010 (Pubitemid 41187444)
9. BJ Boyd 2003 Characterisation of drug release from cubosomes using the pressure ultrafiltration method Int J Pharm 260 239 247 10.1016/S0378-5173(03) 00262-X 10.1016/S0378-5173(03)00262-X 12842343 (Pubitemid 36773921)
10. M Caffrey 1987 Kinetics and mechanism of transitions involving the lamellar, cubic, inverted hexagonal and fluid isotropic phases of hydrated monoacylglycerides monitored by time-resolved x-ray diffraction Biochemistry 26 6349 6363 10.1021/bi00394a008 10.1021/bi00394a008 3427010
11. M Caffrey 2003 Membrane protein crystallization J Struct Biol 142 108 132 10.1016/S1047-8477(03)00043-1 10.1016/S1047-8477(03)00043-1 12718924 (Pubitemid 36457895)
12. M Caffrey 2008 On the mechanism of membrane protein crystallization in lipidic mesophases Cryst Growth Des 8 4244 4254 10.1021/cg800693r 10.1021/cg800693r
13. M Caffrey A Cheng 1995 Kinetics of lipid phase changes Curr Opin Struct Biol 5 548 555 10.1016/0959-440X(95)80042-5 8528772
14. V Cherezov J Clogston MZ Papiz M Caffrey 2006 Room to move: crystallizing membrane proteins in swollen lipidic mesophases J Mol Biol 357 1605 1618 10.1016/j.jmb.2006.01.049 16490208
15. H Chung M Caffrey 1994 The curvature elastic-energy function of the lipid-water cubic mesophase Nature 368 224 226 10.1038/368224a0 10.1038/368224a0 8145820 (Pubitemid 24109896)
16. H Chung M Caffrey 1995 Polymorphism, mesomorphism, and metastability of monoelaidin in excess water Biophys J 69 1951 1963 10.1016/S0006-3495(95)80065-2 10.1016/S0006-3495(95)80065-2 8580338
17. J Clogston M Caffrey 2005 Controlling release from the lipidic cubic phase. Amino acids, peptides, proteins and nucleic acids J Contr Release 107 97 111 10.1016/j.jconrel.2005.05.015 10.1016/j.jconrel.2005.05.015 (Pubitemid 41253706)
18. L de Campo A Yaghmur L Sagalowicz ME Leser H Watzke O Glatter 2004 Reversible phase transitions in emulsified nanostructured lipid systems Langmuir 20 5254 5261 10.1021/la0499416 10.1021/la0499416 15986660
19. B de Kruijff 1997 Lipid polymorphism and biomembrane function Curr Opin Chem Biol 4 564 569 10.1016/S1367-5931(97)80053-1
20. YD Dong I Larson T Hanley BJ Boyd 2006 Bulk and dispersed aqueous phase behavior of phytantriol: effect of vitamin E acetate and F127 polymer on liquid crystal nanostructure Langmuir 22 9512 9518 10.1021/la061706v 10.1021/la061706v 17073473 (Pubitemid 44826357)
21. CJ Drummond C Fong 1999 Surfactant self-assembly objects as novel drug delivery vehicles Curr Opin Colloid Interface Sci 4 449 456 10.1016/S1359- 0294(00)00020-0 10.1016/S1359-0294(00)00020-0 (Pubitemid 30449773)
22. R Efrat E Kesselman A Aserin N Garti D Danino 2009 Solubilization of hydrophophic guest molecules in the monoolein discontinuous Q mesophase and its soft nanoparticles Langmuir 25 1316 1326 10.1021/la8016084 18781793
23. J Engblom Y Miezis T Nylander V Razumas K Larsson 2000 On the swelling of monoolein liquid-crystalline aqueous phases in the presence of distearoylphosphatidylglycerol Prog Colloid Polym Sci 116 9 15 10.1007/3-540-44941-8-2 10.1007/3-540-44941-8-2
24. B Ericsson K Larsson K Fontell 1983 A cubic protein-monoolein-water phase Biochim Biophys Acta 729 23 27 10.1016/0005-2736(83)90451-0 10.1016/0005-2736(83)90451-0 6830784
25. E Esposito R Cortesi M Drechsler L Paccamiccio P Mariani C Contado E Stellin E Menegatti F Bonina C Puglia 2005 Cubosome dispersions as delivery systems for percutaneous administration of indomethacin Pharm Res 22 2163 2173 10.1007/s11095-005-8176-x 10.1007/s11095-005-8176-x 16267633 (Pubitemid 41821596)
26. K Fontell 1992 Some aspects on the cubic phases in surfactant and surfactant-like lipid systems Adv Colloid Interface Sci 41 127 147 10.1016/0001-8686(92)80010-U 10.1016/0001-8686(92)80010-U (Pubitemid 23589501)
27. G Garg S Saraf S Saraf 2007 Cubosomes: an overview Biol Pharm Bull 30 350 353 10.1248/bpb.30.350 10.1248/bpb.30.350 17268078 (Pubitemid 46255382)
28. DL Gin CS Pecinovsky JE Bara RL Kerr 2008 Functional lyotropic liquid crystal materials Liquid Crystalline Funct Assemblies Their Supramolecular Struct 128 181 222 10.1007/430-2007-064 10.1007/430-2007-064
29. J Gustafsson G Oradd M Nyden P Hansson M Almgren 1998 Defective lamellar phases and micellar polymorphism in mixtures of glycerol monooleate and cetyltrimethylammonium bromide in aqueous solution Langmuir 14 4987 4996 10.1021/la971131p 10.1021/la971131p
30. J Gustafsson T Nylander M Almgren H Ljusberg-Wahren 1999 Phase behavior and aggregate structure in aqueous mixtures of sodium cholate and glycerol monooleate J Colloid Interface Sci 211 326 335 10.1006/jcis.1998.5996 10.1006/jcis.1998.5996 10049549 (Pubitemid 29394633)
31. ST Hyde 1997 Topological transformations mediated by bilayer punctures: from sponge phases to bicontinuous monolayers and reveresed sponges Colloids Surf A Physicochem Eng Asp 130 207 225 10.1016/S0927-7757(97)00038-1 (Pubitemid 28132946)
32. ST Hyde S Andersson B Ericsson K Larsson 1984 A cubic structure consisting of a lipid bilayer forming an infinite periodic minimum surface of the gyroid type in the glycerolmonooleate-water system Z Kristallogr 168 213 219
33. Israelachvili JN (1991) Intermolecular and surface forces, 2nd edn. Academic Press, London
34. JN Israelachvili DJ Mitchell 1975 Model for packing of lipids in bilayer membranes Biochim Biophys Acta 389 13 19 10.1016/0005-2736(75)90381-8 10.1016/0005-2736(75)90381-8 1138904
35. YG Jin L Tong P Ai M Li XP Hou 2006 Self-assembled drug delivery systems - 1. Properties and in vitro/in vivo behavior of acyclovir self-assembled nanoparticles (SAN) Int J Pharm 309 199 207 10.1016/j.ijpharm.2005.11.025 10.1016/j.ijpharm.2005.11.025 16377106 (Pubitemid 43129483)
36. M Johnsson J Barauskas A Norlin F Tiberg 2006 Physicochemical and drug delivery aspects of lipid-based liquid crystalline nanoparticles: a case study of intravenously administered propofol J Nanosci Nanotechnol 6 3017 3024 10.1166/jnn.2006.402 10.1166/jnn.2006.402 17048513 (Pubitemid 44579977)
37. T Kaasgaard CJ Drummond 2006 Ordered 2-D and 3-D nanostructured amphiphile self-assembly materials stable in excess solvent Phys Chem Chem Phys 8 4957 4975 10.1039/b609510k 10.1039/b609510k 17091149
38. B Kent CJ Garvey D Cookson G Bryant 2009 Inverse hexagonal-inverse ribbon-lamellar gel phase transition sequence in low hydration DOPC:DOPE phospholipid mixtures Chem Phys Lipids 157 56 60 10.1016/j.chemphyslip.2008.10. 003 19026619
39. K Larsson F Tiberg 2005 Periodic minimal surface structures in bicontinuous lipid-water phases and nanoparticles Curr Opin Colloid Interface Sci 9 365 369 10.1016/j.cocis.2004.12.002 10.1016/j.cocis.2004.12.002 (Pubitemid 40797712)
40. CL Lester SM Smith CA Guymon 2001 Acceleration of polyacrylamide photopolymerization using lyotropic liquid crystals Macromolecules 34 8587 8589 10.1021/ma011314p 10.1021/ma011314p (Pubitemid 34011378)
41. G Lindblom K Larsson L Johansson K Fontell S Forsen 1979 Cubic phase of monoglyceride-water systems-arguments for a structure based upon lamellar bilayer units J Am Chem Soc 101 5465 5470 10.1021/ja00513a002 10.1021/ja00513a002
42. Lindell K, Engblom J, Jonstromer M, Carlsson A, Engstrom S (1997) Influence of a charged phospholipid on the release pattern of timolol maleate from cubic liquid crystalline phases. In: Lindman B, Ninham BW (eds) International conference on colloidal aspects of lipids, Lund, pp 111-118
43. D Lingwood S Schuck C Ferguson MJ Gerl K Simons 2009 Generation of cubic membranes by controlled homotypic interaction of membrane proteins in the endoplasmic reticulum J Biol Chem 284 12041 12048 10.1074/jbc.M900220200 10.1074/jbc.M900220200 19258319
44. V Luzzati A Tardieu T Gulikkrz E Rivas F Reisshus 1968 Structure of cubic phases of lipid-water systems Nature 220 485 488 10.1038/220485a0 10.1038/220485a0 5686165
45. Luzzati V, Delacroix H, Gulik A, Gulik-Krzywicki T, Mariani P, Vargas R (1997) The cubic phases of lipids. In: Epand RM (ed) Lipid polymorphism and membrane properties. Current topics in membrane, vol 44. Academic Press, New York, pp 3-24
46. M Malmsten 2007 Phase transformations in self-assembly systems for drug delivery applications J Dispersion Sci Technol 28 63 72 10.1080/ 01932690600991755 10.1080/01932690600991755 (Pubitemid 44869307)
47. DJ Mitchell BW Ninham 1981 Micelles, vesicles and micro-emulsions J Chem Soc Faraday Trans II 77 601 629 10.1039/f29817700601 10.1039/f29817700601
48. M Nakano A Sugita H Matsuoka T Handa 2001 Small-angle X-ray scattering and C-13 NMR investigation on the internal structure of "cubosomes" Langmuir 17 3917 3922 10.1021/la010224a 10.1021/la010224a
49. P Pitzalis M Monduzzi N Krog H Larsson H Ljusberg-Wahren T Nylander 2000 Characterization of the liquid-crystalline phases in the glycerol monooleate/diglycerol monooleate/water system Langmuir 16 6358 6365 10.1021/la0002031 10.1021/la0002031 (Pubitemid 30897840)
50. A Polyzos MR Alderton RM Dawson PG Hartley 2007 Biofunctionalized surfactant mesophases as polyvalent inhibitors of cholera toxin Bioconjug Chem 18 1442 1449 10.1021/bc0700640 10.1021/bc0700640 17715991 (Pubitemid 47464051)
51. G Popescu J Barauskas T Nylander F Tiberg 2007 Liquid crystalline phases and their dispersions in aqueous mixtures of glycerol monooleate and glyceryl monooleyl ether Langmuir 23 496 503 10.1021/la062344u 10.1021/la062344u 17209599 (Pubitemid 46226558)
52. H Qiu M Caffrey 2000 The phase diagram of the monoolein/water system: metastability and equilibrium aspects Biomaterials 21 223 234 10.1016/S0142-9612(99)00126-X 10.1016/S0142-9612(99)00126-X 10646938
53. L Sagalowicz R Mezzenga ME Leser 2006 Investigating reversed liquid crystalline mesophases Curr Opin Colloid Interface Sci 11 224 229 10.1016/j.cocis.2006.07.002 10.1016/j.cocis.2006.07.002 (Pubitemid 44755357)
54. GH Sagar MA Arunagirinathan JR Bellare 2007 Self-assembled surfactant nano-structures important in drug delivery: a review Indian J Exp Biol 45 133 159
55. JM Seddon 1992 Inverse cubic phases of membrane-lipids, and their relevance to the static and dynamic structure of biomembranes Acta Pharm 42 255 262
56. EY Shalaev PL Steponkus 1999 Phase diagram of 1,2- dioleoylphosphatidylethanolamine (DOPE): water system at subzero temperatures and at low water contents Biochim Biophys Acta 1419 229 247 10.1016/S0005- 2736(99)00068-1 10407074 (Pubitemid 29322713)
57. SD Singh-Joy VC McLain 2008 Safety Assessment of Poloxamers 101, 105, 108, 122, 123, 124, 181, 182, 183, 184, 185, 188, 212, 215, 217, 231, 234, 235, 237, 238, 282, 284, 288, 331, 333, 334, 335, 338, 401, 402, 403, and 407, Poloxamer 105 Benzoate, and Poloxamer 182 Dibenzoate as Used in Cosmetics Int J Toxicol 27 93 128 10.1080/10915810802244595 10.1080/10915810802244595 18830866
58. P Spicer 2005 Cubosome processing-industrial nanoparticle technology development Chem Eng Res Des 83 1283 1286 10.1205/cherd.05087 10.1205/cherd.05087 (Pubitemid 41805407)
59. PT Spicer KL Hayden ML Lynch A Ofori-Boateng JL Burns 2001 Novel process for producing cubic liquid crystalline nanoparticles (cubosomes) Langmuir 17 5748 5756 10.1021/la010161w 10.1021/la010161w (Pubitemid 35330732)
60. PT Spicer WB Small ML Lynch JL Burns 2002 Dry powder precursors of cubic liquid crystalline nanoparticles (cubosomes) J Nanopart Res 4 297 311 10.1023/A:1021184216308 10.1023/A:1021184216308 (Pubitemid 135713430)
61. AM Squires RH Templer JM Seddon J Woenckhaus R Winter S Finet N Theyencheri 2002 Kinetics and mechanism of the lamellar to gyroid inverse bicontinuous cubic phase transition Langmuir 18 7384 7392 10.1021/la0259555 10.1021/la0259555 (Pubitemid 35383153)
62. AM Squires RH Templer JM Seddon J Woenkhaus R Winter T Narayanan S Finet 2005 Kinetics and mechanism of the interconversion of inverse bicontinuous cubic mesophases Phys Rev E Stat Nonlin Soft Matter Phys 72 11502
63. K Stoltze 1995 Elimination of elyzol(r) 25-percent dentalgel matrix from periodontal pockets J Clin Periodontol 22 185 187 7790523
64. C Tanford 1978 Hydrophobic effect and organization of living matter Science 200 1012 1018 10.1126/science.653353 10.1126/science.653353 653353
65. RH Templer 1998 Thermodynamic and theoretical aspects of cubic mesophases in nature and biological amphiphiles Curr Opin Colloid Interface Sci 3 255 263
66. B Tenchov R Koynova G Rapp 1998 Accelerated formation of cubic phase in phosphatidyldiethanolamine dispersions Biophys J 75 853 866 10.1016/S0006- 3495(98)77574-5 9675186
67. P Wadsten-Hindrichsen J Bender J Unga S Engstrom 2007 Aqueous self-assembly of phytantriol in ternary systems: effect of monoolein, distearoylphosphatidylglycerol and three water-miscible solvents J Colloid Interface Sci 315 701 713 10.1016/j.jcis.2007.07.011 10.1016/j.jcis.2007.07.011 17655855 (Pubitemid 47445546)
68. J Wolfe G Bryant 1999 Freezing, drying and/or vitrification of membrane-solute-water systems Cryobiology 39 103 129 10.1006/cryo.1999.2195 10529304 (Pubitemid 29526367)
69. A Yaghmur O Glatter 2009 Characterization and potential applications of nanostructured aqueous dispersions Adv Colloid Interface Sci 147-48 333 342 10.1016/j.cis.2008.07.007 10.1016/j.cis.2008.07.007
70. D Yang B Armitage SR Marder 2004 Cubic liquid-crystalline nanoparticles Angew Chem Int Ed 43 4402 4409 10.1002/anie.200301683 10.1002/anie.200301683 (Pubitemid 39268845)