Systematical characterization of phase behaviors and membrane properties of fatty acid/didecyldimethylammonium bromide vesicles

Langmuir

Volumn 30, Issue 43, 2014, Pages 12721-12728

  Suga, Keishi ^a   Yokoi, Tomoya ^a   Kondo, Dai ^a   Hayashi, Keita ^b   Morita, Seiichi ^c   Okamoto, Yukihiro ^a   Shimanouchi, Toshinori ^d   Umakoshi, Hiroshi ^a  

^a OSAKA UNIVERSITY   (Japan)

^b NARA NATIONAL COLLEGE OF TECHNOLOGY   (Japan)

^c WAKAYAMA NATIONAL COLLEGE OF TECHNOLOGY   (Japan)

^d OKAYAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

MEMBRANE PROPERTIES;

EID: 84908576908     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la503331r     Document Type: Article

References (47)

1. Gebicki, J. M.; Hicks, M. Ufasomes are stable particles surrounded by unsaturated fatty acid membranes Nature 1973, 243, 232-234
2. Xu, W.; Wang, X.; Zhong, Z.; Song, A.; Hao, J. Influence of counterions on lauric acid vesicles and theoretical consideration of vesicle stability J. Phys. Chem. B 2013, 117, 242-251
3. Morigaki, K.; Walde, P. Fatty acid vesicles Curr. Opin. Colloid Interface Sci. 2007, 12, 75-80
4. Chen, I. A.; Szostak, J. W. Membrane growth can generate a transmembrane pH gradient in fatty acid vesicles Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 7965-7970
5. Walde, P. Building artificial cells and protocell models: Experimental approaches with lipid vesicles BioEssays 2010, 32, 296-303
6. Tuan, L. Q.; Umakoshi, H.; Shimanouchi, T.; Kuboi, R. Liposome-recruited activity of oxidized and fragmented superoxide dismutase Langmuir 2008, 24, 350-354
7. Umakoshi, H.; Morimoto, K.; Ohama, Y.; Nagami, H.; Shimanouchi, T.; Kuboi, R. Liposome modified with Mn-porphyrin complex can simultaneously induce antioxidative enzyme-like activity of both superoxide dismutase and peroxidase Langmuir 2008, 24, 4451-4455
8. Bui, H. T.; Umakoshi, H.; Ngo, K. X.; Nishida, M.; Shimanouchi, T.; Kuboi, R. Liposome membrane itself can affect gene expression in the Escherichia coli cell-free translation system Langmuir 2008, 24, 10537-10542
9. Morigaki, K.; Walde, P.; Misran, M.; Robinson, B. H. Thermodynamic and kinetic stability. Properties of micelles and vesicles formed by the decanoic acid/decanoate system Colloids Surf., A 2003, 213, 37-44
10. Rendón, A.; Carton, D. G.; Sot, J.; García-Pacios, M.; Montes, L. R.; Valle, M.; Arrondo, J. L.; Goñi, F. M.; Ruiz-Mirazo, K. Model systems of precursor cellular membranes: Long-chain alcohols stabilize spontaneously formed oleic acid vesicles Biophys. J. 2012, 102, 278-286
11. Cistola, D. P.; Hamilton, J. A.; Jackson, D.; Small, D. M. Ionization and phase behavior of fatty acids in water: Application of the Gibbs phase rule Biochemistry 2004, 27, 1881-1888
12. Kepczynski, M.; Lewandowska, J.; Witkowska, K.; Kedracka-Krok, S.; Mistrikova, V.; Bednar, J.; Wydro, P.; Nowakowska, M. Bilayer structures in dioctadecyldimethylammonium bromide/oleic acid dispersions Chem. Phys. Lipids 2011, 164, 359-367
13. Stevenson, S. A.; Blanchard, G. J. Investigating internal structural differences between micelles and unilamellar vesicles of decanoic acid/sodium decanoate J. Phys. Chem. B 2006, 110, 13005-13010
14. Zakir, F.; Vaidya, B.; Goyal, A. K.; Malik, B.; Vyas, S. P. Development and characterization of oleic acid vesicles for the topical delivery of fluconazole Drug Delivery 2010, 17, 238-248
15. Fang, J.-G.; Lu, M.; Chen, Z.-H.; Zhu, H.-H.; Li, Y.; Yang, L.; Wu, L.-M.; Liu, Z.-L. Antioxidant effects of resveratrol and its analogues against the free-radical-induced peroxidation of linoleic acid in micelles Chem. - Eur. J. 2002, 8, 4191-4198
16. Funari, S. S.; Barceló, F.; Escribá, P. V. Effects of oleic acid and its congeners, elaidic and stearic acids, on the structural properties of phosphatidylethanolamine membranes J. Lipid Res. 2002, 44, 567-575
17. Shioi, A.; Hatton, T. A. Model for formation and growth of vesicles in mixed anionic/cationic (SOS/CTAB) surfactant systems Langmuir 2002, 18, 7341-7348
18. Rendón, A.; Carton, D. G.; Sot, J.; García-Pacios, M.; Montes, R.; Valle, M.; Arrondo, J.-L. R.; Goñi, F. M.; Ruiz-Mirazo, K. Model systems of precursor cellular membranes: Long-chain alcohols stabilize spontaneously formed oleic acid vesicles Biophys. J. 2012, 102, 278-286
19. Ferrer-Tasies, L.; Moreno-Calvo, E.; Cano-Sarabia, M.; Aguilella-Arzo, M.; Angelova, A.; Lesieur, S.; Ricart, S.; Faraudo, J.; Ventosa, N.; Veciana, J. Quatsomes: vesicles formed by self-assembly of sterols and quaternary ammonium surfactants Langmuir 2013, 29, 6519-6528
20. Kopetzki, D.; Michina, Y.; Gustavsson, T.; Carrière, D. Fatty acid-cationic surfactant vesicles: Counter-ion self-encapsulation Soft Matter 2009, 5, 4212-4218
21. Bastiat, G.; Oliger, P.; Karlsson, G.; Edwards, K.; Lafleur, M. Development of Non-Phospholipid Liposomes Containing a High Cholesterol Concentration Langmuir 2007, 23, 7695-7699
22. Trier, S.; Henriksen, J. R.; Andresen, T. L. Membrane fusion of pH-sensitive liposomes-A quantitative study using giant unilamellar vesicles Soft Matter 2011, 7, 9027-9034
23. Suga, K.; Umakoshi, H. Detection of nanosized ordered domains in DOPC/DPPC and DOPC/Ch binary lipid mixture systems of large unilamellar vesicles using a TEMPO quenching method Langmuir 2013, 29, 4830-4837
24. Kanicky, J. R.; Shah, D. O. Effect of premicellar aggregation on the pKa of fatty acid soap solutions Langmuir 2003, 19, 2034-2038
25. Hayashi, K.; Shimanouchi, T.; Kato, K.; Miyazaki, T.; Nakamura, A.; Umakoshi, H. Span 80 vesicles have a more fluid, flexible and "wet" surface than phospholipid liposomes Colloids Surf., B 2011, 87, 28-35
26. Parasassi, T.; Krasnowska, E. K.; Bagatolli, L.; Gratton, E. Laurdan and Prodan as polarity-sensitive fluorescent membrane probes J. Fluoresc. 1998, 8, 365-373
27. Shimanouchi, T.; Sasaki, M.; Hiroiwa, A.; Yoshimoto, N.; Miyagawa, K.; Umakoshi, H.; Kuboi, R. Relationship between the mobility of phosphocholine head groups of liposomes and the hydrophobicity at the membrane interface: A characterization with spectrophotometric measurements Colloids Surf., B 2011, 88, 221-230
28. Schrader, W.; Kaatze, U. Zwitterion headgroup orientation correlation and mobility and the domain structure of membranes J. Phys. Chem. B 2001, 105, 6266-6272
29. Apel, C. L.; Deamer, D. W.; Mautner, M. N. Self-assembled vesicles of monocarboxylic acids and alcohols: Conditions for stability and for the encapsulation of biopolymers Biochim. Biophys. Acta, Biomembr. 2002, 1559, 1-9
30. Caschera, F.; Bernardino de la Serna, J.; Löffler, P. M. G.; Rasmussen, T. E.; Hanczyc, M. M.; Bagatolli, L. A.; Monnard, P.-A. Stable Vesicles Composed of Monocarboxylic or Dicarboxylic Fatty Acids and Trimethylammonium Amphiphiles Langmuir 2011, 27, 14078-14090
31. Mayer, L. D.; Hope, M. J.; Cullis, P. R. Vesicles of variable sizes produced by a rapid extrusion procedure Biochim. Biophys. Acta, Biomembr. 1986, 858, 161-168
32. Thomas, C. F.; Luisi, P.L. Novel properties of DDAB: Matrix effect and interaction with oleate J. Phys. Chem. B 2004, 108, 11285-11290
33. Suga, K.; Tanabe, T.; Umakoshi, H. Heterogeneous Cationic Liposomes Modified with 3b-{N-[(N′,N′-Dimethylamino)ethyl]carbamoyl}cholesterol Can Induce Partial Conformational Changes in Messenger RNA and Regulate Translation in an Escherichia coli Cell-Free Translation System Langmuir 2013, 29, 1899-1907
34. Viard, M.; Gallay, J.; Vincent, M.; Meyer, O.; Robert, B.; Paternostre, M. Laurdan solvatochromism: Solvent dielectric relaxation and intramolecular excited-state reaction Biophys. J. 1997, 73, 2221-2234
35. Hirsch-Lerner, D.; Barenholz, Y. Hydration of lipoplexes commonly used in gene delivery: Follow-up by laurdan fluorescence changes and quantification by differential scanning calorimetry Biochim. Biophys. Acta, Biomembr. 1999, 1461, 47-57
36. Budin, I.; Debnath, A.; Szostak, J. W. Concentration-driven growth of model protocell membranes J. Am. Chem. Soc. 2012, 134, 20812-20819
37. Rogerson, M. L.; Robinson, B. H.; Bucak, S.; Walde, P. Kinetic studies of the interaction of fatty acids with phosphatidylcholine vesicles (liposomes) Colloids Surf., B 2006, 48, 24-34
38. Abel, S.; Attia, J.; Rémita, S.; Marchi, M.; Urbach, W.; Goldmann, M. Atomistic simulations of spontaneous formation and structural properties of linoleic acid micelles in water Chem. Phys. Lett. 2009, 481, 124-129
39. Morrow, B. H.; Koenig, P. H.; Shen, J. K. Atomistic simulations of pH-dependent self-assembly of micelle and bilayer from fatty acids J. Chem. Phys. 2012, 137, 194902
40. Dynarowicz, P.; Romeu, N. V.; Trillo, J. M. Stability of dialkyldimethylammonium bromides monolayers spread at the water/air interface Colloids Surf., A 1998, 131, 249-256
41. Sobral, C. N. C.; Soto, M. A.; Carmona-Ribeiro, A. M. Characterization of DODAB/DPPC vesicles Chem. Phys. Lipids 2008, 152, 38-45
42. Schaink, H. M.; van Malssen, K. F.; Morgado-Alves, S.; Kalnin, D.; van der Linden, E. Crystal network for edible oil organogels: Possibilities and limitations of the fatty acid and fatty alcohol systems Food Res. Int. 2007, 40, 1185-1193
43. Vintiloiu, A.; Leroux, J.-C. Organogels and their use in drug delivery-A review J. Controlled Release 2008, 125, 179-192
44. Holtz, J. H.; Asher, S. A. Polymerized colloidal crystal hydrogel films as intelligent chemical sensing materials Nature 1999, 389, 829-832
45. Morigaki, K.; Dallavalle, S.; Walde, P.; Colonna, S.; Luisi, P. L. Autopoietic self-reproduction of chiral fatty acid vesicles J. Am. Chem. Soc. 1997, 119, 292-301
46. Ishigami, T.; Umakoshi, H. Comparison of Partitioning Behaviors of L-/D-Trp in Solvent-Water System and Liposome Membrane System Solvent Extr. Res. Dev., Jpn. 2013, 20, 205-212
47. Umakoshi, H.; Suga, K. Use Liposome as a Designable Platform for Molecular Recognition ∼ from "Statistical Separation" to "Recognitive Separation" Solvent Extr. Res. Dev., Jpn. 2013, 20, 1-13