Vesicles from the self-assembly of the ultra-small fatty acids with amino acids under aqueous conditions

Chen, Lichun; Chen, Kexian; Huang, Xi-ying; Lou, Jingan; Li, Jingyuan; Deng, Shaoping

doi:10.1016/j.colsurfb.2018.07.007

Cited by 10 publications

(8 citation statements)

References 46 publications

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“…However, when the molar ratio reached 0.5–0.6, the number of vesicles appeared to be the highest, and the shapes were more regular. At this moment, we detected a critical micellar solution of heptanoic acid consistent with our previous report [ 32 ]. Furthermore, the formation of initially spherical vesicles was determined by confocal microscopy, and the number of vesicles changed as the solution mixing ratio was changed.…”

Section: Resultssupporting

confidence: 92%

“…The interactions between fatty acids and lactic acid have been carried out theoretically within the Gaussian09 suite of programs (Gaussian 09, Revision D.01; Gaussian, Inc.: Wallingford CT, USA, 2009) according to the methods reported by our group previously [ 32 , 37 ]. In brief, all the structures were geometrically optimized with full degree of freedom by using the hybrid functional B3LYP method.…”

Section: Methodsmentioning

confidence: 99%

“…In recent years, our group has focused on the design and development of self-assembling vesicle derived from medium-chain fatty acids (MFA) and ultra-short alkylphosphonic acids [ 32 , 33 ]. Interestingly, the self-assembly of surfactants with small molecules can be influenced by changing molar ratio, temperature, pH and additives, maintaining their physical properties under different environmental conditions [ 34 , 35 ].…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Effection of Lactic Acid Dissociation on Swelling-Based Short-Chain Fatty Acid Vesicles Nano-Delivery

Chen

Zhao

Xue

et al. 2022

Foods

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Functionalized small-molecule assemblies can exhibit nano-delivery properties that significantly improve the bioavailability of bioactive molecules. This study explored the self-assembly of short-chain fatty acids (FA, Cn < 8) to form novel biomimetic nanovesicles as delivery systems. Lactic acid is involved in the regulation of multiple signaling pathways in cancer metabolism, and the dissociation of lactic acid (LA) is used to regulate the delivery effect of short-chain fatty acid vesicles. The study showed that the dissociation of lactic acid caused pH changes in the solution environment inducing hydrogen ion permeability leading to rapid osmotic expansion and shape transformation of FA vesicles. The intrinsic features of FA vesicle formation in the LA environment accompanied by hydrogen ion fluctuations, and the appearance of nearly spherical vesicles were investigated by transmission electron microscopy (TEM) and Fourier Transform Infrared Spectroscopy (FTIR). Compared with the vesicle membrane built by surfactants, the FA/LA composite system showed higher permeability and led to better membrane stability and rigidity. Finally, membrane potential studies with the IEC cell model demonstrate that lactate dissociation capacity can effectively increase the cellular adsorption of FA vesicles. Altogether, these results prove that FA vesicles can function as a stand-alone delivery system and also serve as potential development strategies for applications in a lactate environment.

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Section: Resultssupporting

confidence: 92%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Effection of Lactic Acid Dissociation on Swelling-Based Short-Chain Fatty Acid Vesicles Nano-Delivery

Chen

Zhao

Xue

et al. 2022

Foods

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“…Molecular interactions in the vesicles can be investigated using FTIR spectroscopy with reference to the literature 25 . Figure 6 shows FTIR spectra of the SO/CMC composite system at different pH values.…”

Section: Resultsmentioning

confidence: 99%

Preparation of oleic acid–carboxymethylcellulose sodium composite vesicle and its application in encapsulating nicotinamide

Guo

Yang

2021

Polymer International

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Fatty acid vesicles are a kind of natural biological material, which have the advantages of good biocompatibility, low cost and easy self‐assembly in aqueous solution. However, vesicles formed of fatty acids have weak pH stability and thermostability, and poor divalent salt resistance, which limit their applications. In this work, the anionic surfactant sodium oleate and the polysaccharide carboxymethylcellulose sodium were mixed to form composite vesicles in a wide pH range, which can be close to the pH range of the physiological environment. The morphology of the composite vesicles was characterized using transmission electron microscopy and the particle size was determined by dynamic light scattering. Forces and aggregation behavior in the formation of the composite vesicles were investigated using surface tension and Fourier transform infrared observations combined with turbidity measurements. The composite vesicles were used to encapsulate nicotinamide. The encapsulation efficiency and sustained release behavior of nicotinamide loaded in the composite vesicles were evaluated. These results can provide theoretical guidance for the application of drug‐loaded vesicles in cosmetics. © 2021 Society of Industrial Chemistry.

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“…For instance, heating the hydrogels led to a reversible gel-sol transition, and Fig. 1 Various nanostructures obtained from the self-assembly of different amphiphilic amino acid derivatives: (a) spherical micelles, 38 (b) microfibers, 39 (c) spherical vesicles, 44 (d) nanoparticles, 45 (e) nanofibers (hydrogel), 58 (f) nanotubes, 59 (g) nanorods, 65 (h) flower-liked structures, 65 (i) spiral-liked structures, 65 (j) artichoke-liked structures, 65 (k) hollow spherical vesicles, 66 (l) rosette nanotubes. 73 Reproduced with permission.…”

Section: Alberto Biancomentioning

confidence: 99%

Self-assembly of amphiphilic amino acid derivatives for biomedical applications

2022

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Vesicles from the self-assembly of the ultra-small fatty acids with amino acids under aqueous conditions

Cited by 10 publications

References 46 publications

Effection of Lactic Acid Dissociation on Swelling-Based Short-Chain Fatty Acid Vesicles Nano-Delivery

Effection of Lactic Acid Dissociation on Swelling-Based Short-Chain Fatty Acid Vesicles Nano-Delivery

Preparation of oleic acid–carboxymethylcellulose sodium composite vesicle and its application in encapsulating nicotinamide

Self-assembly of amphiphilic amino acid derivatives for biomedical applications

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