Fluorescent Anisotropy Evaluation of Bicelle Formation Employing Carboxyl BODIPY and Pyrromethene

Taguchi, Shogo; Kimura, Yuta; Akiyama, Yuka; Tachibana, Yasuaki; Yamamoto, Takuji

doi:10.5650/jos.ess21295

Cited by 3 publications

(7 citation statements)

References 32 publications

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“…The size of the nonspherical OA/CHAPSO bicellar mixtures decreased with the decrease in x OA , indicating the destruction of the bilayer membrane of the OA vesicle by the CHAPSO mole-cules 13,14) . The sizes of the OA/CHAPSO bicellar mixtures ranged from 135 to 67 nm at x OA of 0.70-0.30, respectively 14) . In addition, the membrane properties, such as the packing density and membrane fluidity, of the OA/CHAPSO bicellar mixtures changed around x OA ≈ 0.60, i.e., around the threshold of the critical micelle concentration of the CHAPSO (CMC CHAPSO ) ＝8 mM 13,14) .…”

Section: Introductionmentioning

confidence: 98%

“…As fatty acids are one of the skin permeation promoters 3) , a fatty acid/detergent bicellar mixture has a potential for TDDS applications. In our previous study, we have reported that by mixing 3-［ (3-cholamidopropyl) di-methylammonio］ -2-hydroxypropane sulfonate (CHAPSO) with the vesicle derived from oleic acid (OA) , an OA/ CHAPSO bicellar mixture having a bilayer membrane structure is formed 13,14) . The OA/CHAPSO bicellar mixtures were prepared with a constant total concentration ( ［OA］＋［CHAPSO］＝20 mM) at different composition ratios (x OA ＝［OA］ / ( ［OA］＋［CHAPSO］ ) ) .…”

Section: Introductionmentioning

confidence: 99%

“…Transmission electron microscopy and dynamic light scattering were used to observe the formation of OA/ CHAPSO bicellar mixtures at different x OA 13,14) . The size of the nonspherical OA/CHAPSO bicellar mixtures decreased with the decrease in x OA , indicating the destruction of the bilayer membrane of the OA vesicle by the CHAPSO mole-cules 13,14) . The sizes of the OA/CHAPSO bicellar mixtures ranged from 135 to 67 nm at x OA of 0.70-0.30, respectively 14) .…”

Section: Introductionmentioning

confidence: 99%

“…The sizes of the OA/CHAPSO bicellar mixtures ranged from 135 to 67 nm at x OA of 0.70-0.30, respectively 14) . In addition, the membrane properties, such as the packing density and membrane fluidity, of the OA/CHAPSO bicellar mixtures changed around x OA ≈ 0.60, i.e., around the threshold of the critical micelle concentration of the CHAPSO (CMC CHAPSO ) ＝8 mM 13,14) . The packing densities of the OA/CHAPSO bicellar mixtures were measured using a fluorescent probe molecule (6-dodecanoyl-N,N-dimethyl-2-naphthylamine (Laurdan) ) .…”

Section: Introductionmentioning

confidence: 99%

“…The result also suggests that the hydrophobic surface of CHAPSO can be adsorbed on the hydrophilic surface, i.e., the carboxylate groups, of an OA vesicle, and that the CHAPSO molecule destroys the OA vesicle as a spacer. The membrane fluidity of the OA/CHAPSO bicellar mixtures was also estimated based on the anisotropy of a fluorescent probe molecule, i.e., 4,4-difluoro-5-(2-thienyl) -4-bora-3a,4a-diaza-sindacene-3-dodecanoic acid (BODIPY C12) , which has a single chain with a terminal carboxyl group 14) . The BODIPY C12 molecule was assumed to first enter the bilayer membrane of the OA vesicle because of the similar structure of these chains.…”

Section: Introductionmentioning

confidence: 99%

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Characterization of Oleic Acid/CHAPSO Bicellar Mixture Formation via Lipid Transfer

et al. 2022

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The vesicle was designed with molecules that easily permeate the skin, and it contained unsaturated lecithin mixed with promoting agents (e.g., sodium oleate, sodium lauryl ether sulfate, and propylene glycol) 2) . In addition, Jiang et al. reported a vesicle (made of soy lecithin, polyoxyethylene sorbitan monooleate, and sodium deoxycholate) -embedded hydrogel that contained paclitaxel for the chemotherapy of melanoma 6) . These vesicles were designed with fluid bilayer membranes to achieve efficient permeation. However, the internal water phase of the vesicles was not required because docetaxel and paclitaxel are hydrophobic drugs.A bicellar mixture is mostly a nonspherical molecular assembly formed via a long-chain phospholipid bilayer membrane that is fluidized using short-chain phospholipids or detergents 7−9) . Bicellar mixtures have different morphologies, such as disk-and worm-like micelles, depending on its composition. However, most of these morphologies do not have an internal aqueous phase 7) . Thus, compared to vesicles, bicellar mixtures are more efficient drug carriers with better permeation. Bicellar mixtures with a bilayer membrane of 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) fluidized using a 1,2-dihexanoyl-sn-glycero-Abstract: Oleic acid/3-[(3-cholamidopropyl)dimethylammonio]-2-hydroxypropane sulfonate (OA/CHAPSO) bicellar mixtures are potential functional membrane materials. The lipid transfer during the formation of these bicellar mixtures was evaluated. The OA/CHAPSO bicellar mixture was prepared by mixing a solution of OA vesicles as a source of bilayer membranes with a solution of CHAPSO as a detergent at different composition ratios, x OA (= [OA] / ([OA] + [CHAPSO])). The lipid transfer was evaluated based on the leakage of fluorescent probe molecules, i.e., carboxyl boron-dipyrromethene (BODIPY C12), from the OA bilayer membranes. Mixing the CHAPSO solution with the OA vesicle eliminated the self-quenching of BODIPY C12 because of the leakage of BODIPY C12 molecules. The apparent rate constant of the leakage increased with decrease in x OA to 0.60. However, at x OA ≤ 0.60, the apparent rate constants barely changed. The correlation between the leakage of the BODIPY C12 molecules and the transfer of OA molecules enables the evaluation of the lipid transfer during the OA/CHAPSO bicellar mixture formation through the observation of the self-quenching of BODIPY C12.

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Section: Introductionmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Characterization of Oleic Acid/CHAPSO Bicellar Mixture Formation via Lipid Transfer

et al. 2022

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A dilute nematic gel produced by intramicellar segregation of two polyoxyethylene alkyl ether carboxylic acids

Denk,

Matthews,

Prévost

et al. 2024

Journal of Colloid and Interface Science

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Formulating additives in thermoresponsive surfactant-based nematic liquid crystals

Denk,

Matthews,

Zemb

et al. 2024

Tenside Surfactants Detergents

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Bicelles can be formed by mixing in given mole fractions two ethoxylated alkyl ether carboxylic acid surfactants of very different HLB in water. We determine the effect of adding three of the most used additives in formulation in health- and home care: propylene glycol, glycerol, and ethanol. The effects of additives are determined and compared in a concentrated isotropic phase above the LCST, a pseudo-lamellar phase, and a discotic nematic phase. The two latter are birefringent, and the nematic phase is viscoelastic. Propylene glycol acts as a co-solvent, improving the temperature stability of the nematic phase up to 20 wt% propylene glycol. Further addition of propylene glycol reduces the phase transition temperatures, inducing microstructural changes due to headgroup dehydration and preferential solubilization of the hydrophilic short chain surfactant. Glycerol acts as an anti-solvent, progressively decreasing phase transition temperatures by dehydration of headgroups. Ethanol is a good co-solvent for the surfactant-mixture. Adding up to 5 wt% ethanol increases the temperature stability of the nematic phase. Higher concentrations of ethanol lead to a single isotropic phase with increasingly molecular dissolution of the surfactants. The effect of the considered additives on molecular packing is followed by high resolution X-ray scattering.

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Fluorescent Anisotropy Evaluation of Bicelle Formation Employing Carboxyl BODIPY and Pyrromethene

Cited by 3 publications

References 32 publications

Characterization of Oleic Acid/CHAPSO Bicellar Mixture Formation via Lipid Transfer

Characterization of Oleic Acid/CHAPSO Bicellar Mixture Formation via Lipid Transfer

A dilute nematic gel produced by intramicellar segregation of two polyoxyethylene alkyl ether carboxylic acids

Formulating additives in thermoresponsive surfactant-based nematic liquid crystals

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