Enhanced physical stability of positively charged catanionic vesicles: Role of cholesterol-adjusted molecular packing

Kuo, An Tsung; Tu, Cheng Lin; Yang, Yu Min; Chang, Chien Hsiang

doi:10.1016/j.jtice.2018.02.013

Cited by 12 publications

(34 citation statements)

References 46 publications

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“…That is, the inclusion of cholesterol would increase the distance between the molecular headgroups and thus reduce the electrostatic repulsion between the charged headgroups. The tendency of the counterion binding onto the vesicle surfaces would be decreased, resulting in an increment of the zeta potential 29,30,32 . As a result, the presence of cholesterol in the HTMA-DS/ DXDAB vesicular structures increased the electrostatic repulsion between the vesicles and thus facilitated the formation of stable vesicles.…”

Section: Physicochemical Characteristics Of Catanionic Vesicles 311mentioning

confidence: 99%

“…In a previous molecular dynamics simulation of HTMA-DS bilayer with cholesterol 25 , cholesterol was found to locate inside the bilayer due to the strong hydrophobic interaction and comparatively weak ionic-dipole interaction between headgroup of ionic surfactant and hydroxide group of cholesterol in comparison with ionic-ionic interaction between * The data were taken from ref. 32) .…”

Section: Physicochemical Characteristics Of Catanionic Vesicles 311mentioning

confidence: 99%

“…In addition, at high cholesterol contents, the phase transition behavior could not be clearly detected * The data were taken from ref. 32) .…”

Section: Molecular Packingmentioning

confidence: 99%

“…3 and S1, respectively. For the mixed HTMA-DS/DTDAB vesicle system, the stability enhance- ment mechanism of cholesterol on the vesicles has been discussed in a previous study 32 . At low cholesterol contents X Chol ≤ 0.3 , the presence of cholesterol could enhance the mechanical strength of the HTMA-DS/DTDAB vesicular bilayers and thus slightly improve the physical stability of the vesicles.…”

Section: Stabilization Mechanisms For Catanionic Vesicles Con-mentioning

confidence: 99%

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Enhanced Physical Stability of Mixed Ion Pair Amphiphile/Double-chained Cationic Surfactant Vesicles in the Presence of Cholesterol

Kuo

Yang

et al. 2018

J. Oleo Sci.

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In this study, a pseudodouble-chained ion pair amphiphile (IPA), hexadecyltrimethylammoniumdodecylsulfate (HTMA-DS), and dialkyldimethylammonium bromide (DXDAB) with different chain lengths were used as the main materials to fabricate positively charged catanionic vesicles with various mole fractions of cholesterol. The effects of cholesterol and DXDAB alkyl chain length on physical stability of the catanionic vesicles were then investigated by size, zeta potential, and Fourier transform infrared analyses. With the presence of cholesterol in the mixed HTMA-DS/DXDAB vesicles or with increasing the DXDAB content in the presence of a proper amount of cholesterol, the physical stability of the catanionic vesicles could be enhanced. The spacing effect of cholesterol would reduce the counterion binding tendency at the charged vesicle surfaces, resulting in a more pronounced charge character of the catanionic vesicles. Furthermore, cholesterol-induced disordered structure contributed to the flexibility of the vesicular bilayers. Thus the physical stability of the vesicles was improved by adding cholesterol. With increasing the hydrocarbon chain length of DXDAB, cholesterol located toward the middle of the bilayers, enhancing the effects of cholesterol on charge and molecular packing characteristics of the vesicles. This led to a more pronounced stability enhancement effect on the vesicles with a longer alkyl chain length of DXDAB. The results suggested that the presence of cholesterol in the HTMA-DS/DXDAB catanionic vesicles could enhance vesicle stability through adjusting intra-vesicle and/or inter-vesicle interactions. In addition, the stability enhancement effect was more pronounced in the systems with a long DXDAB alkyl chain. The findings will be useful for developing new formulas of catanionic vesicles as drug delivery carriers.

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Section: Physicochemical Characteristics Of Catanionic Vesicles 311mentioning

confidence: 99%

Section: Physicochemical Characteristics Of Catanionic Vesicles 311mentioning

confidence: 99%

“…In addition, at high cholesterol contents, the phase transition behavior could not be clearly detected * The data were taken from ref. 32) .…”

Section: Molecular Packingmentioning

confidence: 99%

Section: Stabilization Mechanisms For Catanionic Vesicles Con-mentioning

confidence: 99%

See 2 more Smart Citations

Enhanced Physical Stability of Mixed Ion Pair Amphiphile/Double-chained Cationic Surfactant Vesicles in the Presence of Cholesterol

Kuo

Yang

et al. 2018

J. Oleo Sci.

Self Cite

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show abstract

“…The improved stability of these mixtures, compared with solutions without cholesterol, can be ascribed to their lower aggregate size and higher ς-potential values. A previous study also found that cholesterol enhanced the physical stability of catanionic vesicles prepared with mixtures of monocatenary and dicatenary ammonium-based surfactants and sodium dodecyl sulphate [ 42 ]. Once incorporated into the vesicular bilayers, the cholesterol sterol ring tends to maximize contact with neighboring hydrocarbon chains, thus improving the bilayer mechanical strength.…”

Section: Resultsmentioning

confidence: 99%

Biocompatible Catanionic Vesicles from Arginine-Based Surfactants: A New Strategy to Tune the Antimicrobial Activity and Cytotoxicity of Vesicular Systems

et al. 2020

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Their stability and low cost make catanionic vesicles suitable for application as drug delivery systems. In this work we prepared catanionic vesicles using biocompatible surfactants: two cationic arginine-based surfactants (the monocatenary Nα-lauroyl-arginine methyl ester—LAM and the gemini Nα,Nϖ-bis(Nα-lauroylarginine) α, ϖ-propylendiamide—C3(CA)2) and three anionic amphiphiles (the single chain sodium dodecanoate, sodium myristate, and the double chain 8-SH). The critical aggregation concentration, colloidal stability, size, and charge density of these systems were comprehensively studied for the first time. These catanionic vesicles, which form spontaneously after mixing two aqueous solutions of oppositely charged surfactants, exhibited a monodisperse population of medium-size aggregates and good stability. The antimicrobial and hemolytic activity of the vesicles can be modulated by changing the cationic/anionic surfactant ratio. Vesicles with a positive charge efficiently killed Gram-negative and Gram-positive bacteria as well as yeasts; the antibacterial activity declined with the decrease of the cationic charge density. The catanionic systems also effectively eradicated MRSA (Methicillin-resistant Staphylococcus Aureus) and Pseudomonas aeruginosa biofilms. Interestingly, the incorporation of cholesterol in the catanionic mixtures improved the stability of these colloidal systems and considerably reduced their cytotoxicity without affecting their antimicrobial activity. Additionally, these catanionic vesicles showed good DNA affinity. Their antimicrobial efficiency and low hemolytic activity render these catanionic vesicles very promising candidates for biomedical applications.

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Divergent effects of cholesterol on the structure and fluidity of liposome and catanionic vesicle membranes

et al. 2022

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Lipid-like ion-pair amphiphile vesicles, or catanionic vesicles, have emerged as potential drug carriers. The effects of cholesterol on the properties of catanionic vesicles have yet been systematically studied. Here, we compared the effects of cholesterol on the structures and fluidities of dipalmitoylphosphatidylcholine liposomes and catanionic vesicles with similar main transition temperatures (T m ). For liposomes, fluorescence anisotropy (FA) thermograms reveal typical condensing and disordering effects of cholesterol above and below T m respectively. In contrast, FA and molecular simulation data reveal that catanionic bilayers below T m are more fluidic due to shorter alkyl chains. This leads to only condensing effects of cholesterol for catanionic vesicles at all temperatures. Our results provide important insights into the fabrication of catanionic vesicles as novel drug carriers.

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Enhanced physical stability of positively charged catanionic vesicles: Role of cholesterol-adjusted molecular packing

Cited by 12 publications

References 46 publications

Enhanced Physical Stability of Mixed Ion Pair Amphiphile/Double-chained Cationic Surfactant Vesicles in the Presence of Cholesterol

Enhanced Physical Stability of Mixed Ion Pair Amphiphile/Double-chained Cationic Surfactant Vesicles in the Presence of Cholesterol

Biocompatible Catanionic Vesicles from Arginine-Based Surfactants: A New Strategy to Tune the Antimicrobial Activity and Cytotoxicity of Vesicular Systems

Divergent effects of cholesterol on the structure and fluidity of liposome and catanionic vesicle membranes

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