Swelling of Bicontinuous Cubic Phases in Guerbet Glycolipid: Effects of Additives

Langmuir

Volumn 32, Issue 22, 2016, Pages 5552-5561

  Salim, Malinda ^a   Wan Iskandar, Wan Farah Nasuha ^a   Patrick, Melonney ^a   Zahid, N Idayu ^a   Hashim, Rauzah ^a  

^a UNIVERSITY OF MALAYA   (Malaysia)

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL MEMBRANES; LIQUID CRYSTALS; NANOTECHNOLOGY; PROTEINS; SURFACE ACTIVE AGENTS;

BICONTINUOUS CUBIC PHASIS; CHARGED SURFACTANTS; GLUCOPYRANOSIDE; HEXADECYLTRIMETHYLAMMONIUM BROMIDE; LYOTROPIC LIQUID CRYSTAL; MEMBRANE PROTEINS; NANOTECHNOLOGY APPLICATIONS; SWELLING BEHAVIOR;

SELF ASSEMBLY;

EID: 84974779197     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/acs.langmuir.6b01007     Document Type: Article

References (63)

1. marketsandmarkets.com. Surfactants Market by Product Type (Anionic, Non-Ionic, Cationic, & Amphoteric), by Substrate Type (Synthetic, & Bio-Based), by Application (Soap Industry, Personal Care Industry, Textile Industry, Industry & Institutional Cleaning, Elastomers & Plastics Industry, Oilfield Chemicals, Crop Protection, Food Industry, & Others)-Trends & Forecast to 2020; CH 3464; June 2015. marketsandmarkets.com.
2. Luzzati, V.; Tardieu, A.; Gulik-Krzywicki, T.; Rivas, E.; Reiss-Husson, F. Structure of the Cubic Phases of Lipid-Water Systems Nature 1968, 220, 485-488 10.1038/220485a0
3. Seddon, J.; Templer, R. Polymorphism of Lipid-Water Systems Handb. Biol. Phys. 1995, 1, 97-160 10.1016/S1383-8121(06)80020-5
4. Seddon, J. M.; Templer, R. H. Cubic Phases of Self-Assembled Amphiphilic Aggregates Philos. Trans. R. Soc., A 1993, 344, 377-401 10.1098/rsta.1993.0096
5. Luzzati, V.; Vargas, R.; Mariani, P.; Gulik, A.; Delacroix, H. Cubic Phases of Lipid-containing Systems: Elements of a Theory and Biological Connotations J. Mol. Biol. 1993, 229, 540-551 10.1006/jmbi.1993.1053
6. Hyde, S. Identification of Lyotropic Liquid Crystalline Mesophases. Handbook of Applied Surface and Colloid Chemistry; John Wiley & Sons: Chichester, U.K., 2001; pp 299-332.
7. Hill, J. P.; Shrestha, L. K.; Ishihara, S.; Ji, Q.; Ariga, K. Self-Assembly: From Amphiphiles to Chromophores and Beyond Molecules 2014, 19, 8589-8609 10.3390/molecules19068589
8. Hashim, R.; Hashim, H. H. A.; Rodzi, N. Z. M.; Hussen, R. S. D.; Heidelberg, T. Branched Chain Glycosides: Enhanced Diversity for Phase Behavior of Easily Accessible Synthetic Glycolipids Thin Solid Films 2006, 509, 27-35 10.1016/j.tsf.2005.09.009
9. Hashim, R.; Sugimura, A.; Minamikawa, H.; Heidelberg, T. Nature-Like Synthetic Alkyl Branched-Chain Glycolipids: A Review on Chemical Structure and Self-Assembly Properties Liq. Cryst. 2012, 39, 1-17 10.1080/02678292.2011.614017
10. Salim, M.; Zahid, N. I.; Liew, C. Y.; Hashim, R. Cubosome Particles of A Novel Guerbet Branched Chain Glycolipid Liq. Cryst. 2016, 43, 168-174 10.1080/02678292.2015.1085104
11. Zahid, N. I.; Conn, C. E.; Brooks, N. J.; Ahmad, N.; Seddon, J. M.; Hashim, R. Investigation of the Effect of Sugar Stereochemistry on Biologically Relevant Lyotropic Phases from Branched-Chain Synthetic Glycolipids by Small-Angle X-Ray Scattering Langmuir 2013, 29, 15794-15804 10.1021/la4040134
12. Kulkarni, C. V.; Wachter, W.; Iglesias-Salto, G.; Engelskirchen, S.; Ahualli, S. Monoolein: A Magic Lipid? Phys. Chem. Chem. Phys. 2011, 13, 3004-3021 10.1039/C0CP01539C
13. Barauskas, J.; Landh, T. Phase Behavior of the Phytantriol/Water System Langmuir 2003, 19, 9562-9565 10.1021/la0350812
14. Dong, Y.-D.; Larson, I.; Hanley, T.; Boyd, B. J. Bulk and Dispersed Aqueous Phase Behavior of Phytantriol: Effect of Vitamin E Acetate and F127 Polymer on Liquid Crystal Nanostructure Langmuir 2006, 22, 9512-9518 10.1021/la061706v
15. Wadsten-Hindrichsen, P.; Bender, J.; Unga, J.; Engström, S. Aqueous Self-Assembly of Phytantriol in Ternary Systems: Effect of Monoolein, Distearoylphosphatidylglycerol and Three Water-Miscible Solvents J. Colloid Interface Sci. 2007, 315, 701-713 10.1016/j.jcis.2007.07.011
16. Fong, W.-K.; Hanley, T.; Boyd, B. J. Stimuli Responsive Liquid Crystals Provide 'On-Demand' Drug Delivery in Vitro and In Vivo J. Controlled Release 2009, 135, 218-226 10.1016/j.jconrel.2009.01.009
17. Caffrey, M.; Cherezov, V. Crystallizing Membrane Proteins using Lipidic Mesophases Nat. Protoc. 2009, 4, 706-731 10.1038/nprot.2009.31
18. Woltman, S. J.; Jay, G. D.; Crawford, G. P. Liquid-Crystal Materials Find A New Order in Biomedical Applications Nat. Mater. 2007, 6, 929-938 10.1038/nmat2010
19. Angelova, A.; Angelov, B.; Mutafchieva, R.; Lesieur, S.; Couvreur, P. Self-Assembled Multicompartment Liquid Crystalline Lipid Carriers for Protein, Peptide, and Nucleic Acid Drug Delivery Acc. Chem. Res. 2011, 44, 147-156 10.1021/ar100120v
20. Chang, C. M.; Bodmeier, R. Swelling of and Drug Release from Monoglyceride-Based Drug Delivery Systems J. Pharm. Sci. 1997, 86, 747-52 10.1021/js960256w
21. Negrini, R.; Mezzenga, R. Diffusion, Molecular Separation, and Drug Delivery from Lipid Mesophases with Tunable Water Channels Langmuir 2012, 28, 16455-16462 10.1021/la303833s
22. Angelova, A.; Angelov, B.; Papahadjopoulos-Sternberg, B.; Ollivon, M.; Bourgaux, C. Structural Organization of Proteocubosome Carriers Involving Medium- and Large-Size Proteins J. Drug Delivery Sci. Technol. 2005, 15, 108-112 10.1016/S1773-2247(05)50013-3
23. Angelova, A.; Angelov, B.; Garamus, V. M.; Couvreur, P.; Lesieur, S. Small-Angle X-Ray Scattering Investigations of Biomolecular Confinement, Loading, and Release from Liquid-Crystalline Nanochannel Assemblies J. Phys. Chem. Lett. 2012, 3, 445-457 10.1021/jz2014727
24. Angelov, B.; Angelova, A.; Ollivon, M.; Bourgaux, C.; Campitelli, A. Diamond-Type Lipid Cubic Phase with Large Water Channels J. Am. Chem. Soc. 2003, 125, 7188-7189 10.1021/ja034578v
25. Tyler, A. I. I.; Barriga, H. M. G.; Parsons, E. S.; McCarthy, N. L. C.; Ces, O.; Law, R. V.; Seddon, J. M.; Brooks, N. J. Electrostatic Swelling of Bicontinuous Cubic Lipid Phases Soft Matter 2015, 11, 3279-3286 10.1039/C5SM00311C
26. Yaghmur, A.; Laggner, P.; Zhang, S.; Rappolt, M. Tuning Curvature and Stability of Monoolein Bilayers by Designer Lipid-Like Peptide Surfactants PLoS One 2007, 2, e479 10.1371/journal.pone.0000479
27. Caboi, F.; Amico, G. S.; Pitzalis, P.; Monduzzi, M.; Nylander, T.; Larsson, K. Addition of Hydrophilic and Lipophilic Compounds of Biological Relevance to the Monoolein/Water System. I. Phase Behavior Chem. Phys. Lipids 2001, 109, 47-62 10.1016/S0009-3084(00)00200-0
28. Angelov, B.; Angelova, A.; Drechsler, M.; Garamus, V. M.; Mutafchieva, R.; Lesieur, S. Identification of Large Channels in Cationic PEGylated Cubosome Nanoparticles by Synchrotron Radiation SAXS and Cryo-TEM Imaging Soft Matter 2015, 11, 3686-3692 10.1039/C5SM00169B
29. González-Rodríguez, M. L.; Rabasco, A. M. Charged Liposomes as Carriers to Enhance the Permeation through the Skin Expert Opin. Drug Delivery 2011, 8, 857-871 10.1517/17425247.2011.574610
30. Misquitta, Y.; Caffrey, M. Detergents Destabilize the Cubic Phase of Monoolein: Implications for Membrane Protein Crystallization Biophys. J. 2003, 85 (5) 3084-3096 10.1016/S0006-3495(03)74727-4
31. Tyler, A. I.; Law, R.; Seddon, J. X-Ray Diffraction of Lipid Model Membranes. In Methods in Membrane Lipids; Owen, D. M., Ed.; Springer: New York, 2015; Vol. 1232, pp 199-225.
32. Briggs, J.; Caffrey, M. The Temperature-Composition Phase Diagram and Mesophase Structure Characterization of Monopentadecenoin in Water Biophys. J. 1994, 67, 1594-1602 10.1016/S0006-3495(94)80632-0
33. Marsh, D. Molecular Volumes of Phospholipids and Glycolipids in Membranes Chem. Phys. Lipids 2010, 163, 667-677 10.1016/j.chemphyslip.2010.06.005
34. Garstecki, P.; Hołyst, R. Scattering Patterns of Self-Assembled Cubic Phases. 1. The Model Langmuir 2002, 18, 2519-2528 10.1021/la011298p
35. Angelov, B.; Angelova, A.; Mutafchieva, R.; Lesieur, S.; Vainio, U.; Garamus, V. M.; Jensen, G. V.; Pedersen, J. S. SAXS Investigation of a Cubic to A Sponge (L3) Phase Transition in Self-Assembled Lipid Nanocarriers Phys. Chem. Chem. Phys. 2011, 13, 3073-3081 10.1039/C0CP01029D
36. Griffin, W. C. Classification of Surface Active Agents by "HLB" J. Cosmet. Sci. 1949, 1, 311-326
37. Khvostichenko, D. S.; Ng, J. J.; Perry, S. L.; Menon, M.; Kenis, P. J. Effects of Detergent β-Octylglucoside and Phosphate Salt Solutions on Phase Behavior of Monoolein Mesophases Biophys. J. 2013, 105, 1848-1859 10.1016/j.bpj.2013.09.009
38. Angelov, B.; Angelova, A.; Garamus, V. M.; Lebas, G.; Lesieur, S.; Ollivon, M.; Funari, S. S.; Willumeit, R.; Couvreur, P. Small-Angle Neutron and X-Ray Scattering from Amphiphilic Stimuli-Responsive Diamond-Type Bicontinuous Cubic Phase J. Am. Chem. Soc. 2007, 129, 13474-13479 10.1021/ja072725+
39. Angelova, A.; Angelov, B.; Lesieur, S.; Mutafchieva, R.; Ollivon, M.; Bourgaux, C.; Willumeit, R.; Couvreur, P. Dynamic Control of Nanofluidic Channels in Protein Drug Delivery Vehicles J. Drug Delivery Sci. Technol. 2008, 18, 41-45 10.1016/S1773-2247(08)50005-0
40. Israelachvili, J. N.; Marčelja, S.; Horn, R. G. Physical Principles of Membrane Organization Q. Rev. Biophys. 1980, 13, 121-200 10.1017/S0033583500001645
41. Gennes, P. G. D.; Prost, J. The Physics of Liquid Crystals, 2 nd ed.; Oxford University Press: Oxford, U.K., 1995; p 616.
42. Menger, F. M.; Peresypkin, A. V.; Caran, K. L.; Apkarian, R. P. A Sponge Morphology in An Elementary Coacervate Langmuir 2000, 16, 9113-9116 10.1021/la0010626
43. Pal, A.; Bharath, P.; Dastidar, S. G.; Raghunathan, V. A. Collapse and Coacervation of A Lamellar Phase by Inter-Headgroup Bridging Soft Matter 2012, 8, 927-930 10.1039/C2SM06817F
44. Imura, T.; Hikosaka, Y.; Worakitkanchanakul, W.; Sakai, H.; Abe, M.; Konishi, M.; Minamikawa, H.; Kitamoto, D. Aqueous-Phase Behavior of Natural Glycolipid Biosurfactant Mannosylerythritol Lipid A: Sponge, Cubic, and Lamellar Phases Langmuir 2007, 23, 1659-1663 10.1021/la0620814
45. Roux, D.; Coulon, C.; Cates, M. E. Sponge Phases in Surfactant Solutions J. Phys. Chem. 1992, 96, 4174-4187 10.1021/j100190a017
46. Cates, M. E.; Roux, D. Random Bilayer Phases of Dilute Surfactant Solutions J. Phys.: Condens. Matter 1990, 2, SA339 10.1088/0953-8984/2/S/053
47. Strey, R.; Schomacker, R.; Roux, D.; Nallet, F.; Olsson, U. Dilute Lamellar and L3 Phases in the Binary Water-C12E5 System J. Chem. Soc., Faraday Trans. 1990, 86, 2253-2261 10.1039/FT9908602253
48. Joseph, J. S.; Liu, W.; Kunken, J.; Weiss, T. M.; Tsuruta, H.; Cherezov, V. Characterization of Lipid Matrices for Membrane Protein Crystallization by High-Throughput Small Angle X-Ray Scattering Methods 2011, 55, 342-349 10.1016/j.ymeth.2011.08.013
49. Gomati, R.; Bouguerra, N.; Gharbi, A. Correlation Between the Fluidity and Topology of A Sponge Phase Phys. B 2002, 322, 262-269 10.1016/S0921-4526(02)01191-2
50. Anton Paar GmBH. SAXS-Data Classification01-Basics. http://www.msg.ucsf.edu/XRayLab/SAXS-Lit/SAXS-Data%20Classification%20%26%20Evaluation.pdf.
51. Pal, A.; Pabst, G.; Raghunathan, V. A. Defect-Mediated Lamellar-Isotropic Transition of Amphiphile Bilayers Soft Matter 2012, 8, 9069-9072 10.1039/c2sm26535d
52. Cherezov, V.; Clogston, J.; Misquitta, Y.; Abdel-Gawad, W.; Caffrey, M. Membrane Protein Crystallization In Meso: Lipid Type-Tailoring of the Cubic Phase Biophys. J. 2002, 83, 3393-3407 10.1016/S0006-3495(02)75339-3
53. Kooijman, E. E.; Chupin, V.; Fuller, N. L.; Kozlov, M. M.; de Kruijff, B.; Burger, K. N. J.; Rand, P. R. Spontaneous Curvature of Phosphatidic Acid and Lysophosphatidic Acid† Biochemistry 2005, 44, 2097-2102 10.1021/bi0478502
54. Kollmitzer, B.; Heftberger, P.; Rappolt, M.; Pabst, G. Monolayer Spontaneous Curvature of Raft-Forming Membrane Lipids Soft Matter 2013, 9, 10877-10884 10.1039/c3sm51829a
55. Templer, R. H.; Seddon, J. M.; Duesing, P. M.; Winter, R.; Erbes, J. Modeling the Phase Behavior of the Inverse Hexagonal and Inverse Bicontinuous Cubic Phases in 2:1 Fatty Acid/Phosphatidylcholine Mixtures J. Phys. Chem. B 1998, 102, 7262-7271 10.1021/jp972837v
56. Angelov, B.; Angelova, A.; Filippov, S. K.; Karlsson, G.; Terrill, N.; Lesieur, S.; Stepanek, P. Topology and Internal Structure of PEGylated Lipid Nanocarriers for Neuronal Transfection: Synchrotron Radiation SAXS and Cryo-TEM Studies Soft Matter 2011, 7, 9714-9720 10.1039/c1sm06447a
57. Liu, Q.; Dong, Y.-D.; Hanley, T. L.; Boyd, B. J. Sensitivity of Nanostructure in Charged Cubosomes to Phase Changes Triggered by Ionic Species in Solution Langmuir 2013, 29, 14265-14273 10.1021/la402426y
58. Engström, S.; Wadsten-Hindrichsen, P.; Hernius, B. Cubic, Sponge, and Lamellar Phases in the Glyceryl Monooleyl Ether-Propylene Glycol-Water System Langmuir 2007, 23, 10020-10025 10.1021/la701217b
59. Miraglia, D. B.; Rodríguez, J. L.; Minardi, R. M.; Schulz, P. C. Critical Micelle Concentration and HLB of the Sodium Oleate-Hexadecyltrimethylammonium Bromide Mixed System J. Surfactants Deterg. 2011, 14, 401-408 10.1007/s11743-010-1239-y
60. Ham, H. T.; Choi, Y. S.; Chung, I. J. An Explanation of Dispersion States of Single-Walled Carbon Nanotubes in Solvents and Aqueous Surfactant Solutions using Solubility Parameters J. Colloid Interface Sci. 2005, 286, 216-223 10.1016/j.jcis.2005.01.002
61. Coultate, T. P. Lipids. In Food: The Chemistry of Its Components, 5 th ed.; Coultate, T. P., Ed.; RSC Publishing: Cambridge, U.K., 2009; p 158.
62. Davies, J.; Haydon, F. Proceedings of the 2nd International Congress on Surface Activity; Butterworths: London, 1959.
63. Kontogeorgis, G. M.; Folas, G. K. Thermodynamics and Colloid and Surface Chemistry. In Thermodynamic Models for Industrial Applications; John Wiley & Sons: Chichester, U.K., 2009; pp 577-611.