Aescin-Cholesterol Complexes in DMPC Model Membranes: A DSC and Temperature-Dependent Scattering Study

Sreij, Ramsia; Dargel, Carina; Schweins, Ralf; Prévost, Sylvain; Dattani, Rajeev; Hellweg, Thomas

doi:10.1038/s41598-019-41865-z

Cited by 29 publications

(39 citation statements)

References 67 publications

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“…They found that the most prominent effect of β-aescin in the subphase occurs on cholesterol-containing monolayers confirming the strong affinity of β-aescin and cholesterol molecules. These results are in concordance with the effects of β-aescin on DMPC bilayers in the presence of cholesterol as discussed previously [55] (Section 6).…”

Section: Interaction Of β-Aescin With Langmuir Monolayers From Langmusupporting

confidence: 92%

“…The effect of cholesterol addition on the structural parameters of β-aescin-containing phospholipid bilayers composed of DMPC was investigated by Sreij et al [55]. In this work, the cholesterol contents studied were 1, 5, and 10 mol% and the β-aescin contents ranged from 0 to 6 mol% with respect to the amount of DMPC in solution.…”

Section: Synergies Of β-Aescin Cholesterol and Drug Moleculesmentioning

confidence: 89%

“…An increasing β-aescin concentration enhances phase segregation and shows in the formation of a second peak at lower temperature. The experimental procedure is given elsewhere[21,48,55]. Adapted from Ref [48].…”

mentioning

confidence: 99%

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The Biosurfactant β-Aescin: A Review on the Physico-Chemical Properties and Its Interaction with Lipid Model Membranes and Langmuir Monolayers

2019

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This review discusses recent progress in physicochemical understanding of the action of the saponin β -aescin (also called β -escin), the biologically active component in the seeds of the horse chestnut tree Aesculus hippocastanum. β -Aescin is used in pharmacological and cosmetic applications showing strong surface activity. In this review, we outline the most important findings describing the behavior of β -aescin in solution (e.g., critical micelle concentration ( c m c ) and micelle shape) and special physicochemical properties of adsorbed β -aescin monolayers at the air–water and oil–water interface. Such monolayers were found to posses very special viscoelastic properties. The presentation of the experimental findings is complemented by discussing recent molecular dynamics simulations. These simulations do not only quantify the predominant interactions in adsorbed monolayers but also highlight the different behavior of neutral and ionized β -aescin molecules. The review concludes on the interaction of β -aescin with phospholipid model membranes in the form of bilayers and Langmuir monolayers. The interaction of β -aescin with lipid bilayers was found to strongly depend on its c m c . At concentrations below the c m c , membrane parameters are modified whereas above the c m c , complete solubilization of the bilayers occurs, depending on lipid phase state and concentration. In the presence of gel-phase phospholipids, discoidal bicelles form; these are tunable in size by composition. The phase behavior of β -aescin with lipid membranes can also be modified by addition of other molecules such as cholesterol or drug molecules. The lipid phase state also determines the penetration rate of β -aescin molecules into lipid monolayers. The strongest interaction was always found in the presence of gel-phase phospholipid molecules.

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Section: Interaction Of β-Aescin With Langmuir Monolayers From Langmusupporting

confidence: 92%

Section: Synergies Of β-Aescin Cholesterol and Drug Moleculesmentioning

confidence: 89%

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The Biosurfactant β-Aescin: A Review on the Physico-Chemical Properties and Its Interaction with Lipid Model Membranes and Langmuir Monolayers

2019

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“…In lipidic environment consisting of 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC, Figure 1b, main phase transition temperature T m (DMPC) = 23.6 • C [30]), self-assembled and thermodynamically stable structures form, which depend on β-aescin concentration and lipid-to-saponin ratio [9]. Depending on β-ascin concentration phase segregation into saponin-rich and saponin-poor regions occurs, as proven by differential scanning calorimetry (DSC) [30][31][32]. Far below cmc(β-aescin), stable unilamellar vesicles are obtained by extrusion [33,34].…”

Section: Introductionmentioning

confidence: 97%

“…The phase behaviour of the β-aescin-DMPC mixtures can be modified through the addition of additive molecules, such as the steroid cholesterol ( Figure 1c) [32] or the NSAID ibuprofen ( Figure 1d) [31]. Cholesterol is one major compound in mammalian cells and its concentration can be as high as 50% in lipid bilayers [39].…”

Section: Introductionmentioning

confidence: 99%

Effect of Cholesterol and Ibuprofen on DMPC-β-Aescin Bicelles: A Temperature-Dependent Wide-Angle X-ray Scattering Study

et al. 2020

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β -aescin is a versatile biosurfactant extracted from the seeds of the horse chestnut tree Aesculus hippocastanum with anti-cancer potential and is commonly used in the food and pharmaceutical and cosmetic industries. In this article, wide-angle X-ray scattering (WAXS) is used in order to study the modifications of the structural parameters at the molecular scale of lipid bilayers in the form of bicelles composed of 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) and the triterpenoid saponin β -aescin. In particular, the impact on the cooperative phase transition and the structural parameters of the DMPC bilayers at different compositions and temperatures is of special interest. Moreover, we show how cholesterol and the non-steroidal anti-inflammatory drug (NSAID) ibuprofen modulate the structural parameters of the β -aescin-DMPC assemblies on a molecular scale. Ibuprofen and cholesterol interact with different parts of the bilayer, namely the head-region in the former and the tail-region in the latter case allowing for specific molecular packing and phase formation in the binary and ternary mixtures.

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Bioinspired Oleic Acid–Triolein Emulsions for Functional Material Design

Freire

Haenni

Hong

et al. 2022

Adv Materials Inter

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Being amphiphilic lipids, these digestion products can selfassemble into a variety of lamellar and non-lamellar lyotropic liquid crystalline structures attractive for drug and nutrient delivery applications. [9] The dynamic composition of the lipolysis products during triglyceride digestion has a profound influence on the physicochemical properties of the colloidal structures. For example, surface-active lipolysis products can alter the interface of the emulsion particles and transfer water into the triglycerideoil phase. [10] They can further regulate the digestion process by competing with the lipase for the oil-water interface. [11] Their adsorption to the oil-water interface modifies the interfacial tension which, together with shear forces in the digestive tract, can further reduce the emulsion droplet size. The resulting increase in surface area for lipases to access their substrate can ultimately increase the digestion kinetics. Therefore, understanding the structure and properties of these biologically important systems contributes to the development of smarter food materials, which are of great interest for the food industry. [12] In addition to compositional changes, food colloids are also exposed to varying pH and ionic strength conditions as they travel along the digestive tract. While pH in the stomach can be very acidic, intestinal pH can reach alkaline pH values, with this broad pH range being one of the challenges of oral delivery of nutrients and drugs. [13,14] Such changes in the local microenvironment influence the ionization state of the carboxyl group of fatty acids. This modifies their solubility in aqueous media or in the hydrophobic interiors of the emulsion droplet, changing its interfacial properties and their potential to self-assemble into nanostructures. [15][16][17][18][19] The ionization state of acids at a given pH, however, is not exclusively dependent on their molecular structure. While the pK a of an isolated carboxyl group of monomeric fatty acid in water is 4.75, [20] different values are reported in literature for the apparent pK a of acids in self-assembled systems, strongly affected by a variety of parameters such as intermolecular interactions, presence of neighboring charges, dielectric constant, and ionic strength. [16,19,21,22] Therefore, these external parameters can indirectly affect the physicochemical properties of dispersions containing molecules that can be deprotonated. For the case of oleic acid (OA) in particular, reported values of apparent pK a at different conditions and environments range from 6.1 to 9.4. [16,19,23,24] Stimuli-responsive nanostructured emulsions can be utilized to innovate tailor-made materials in fields including biotechnology and food materials. This study reports the composition and pH-responsive colloidal and interfacial properties of the naturally abundant oleic acid-triolein-water emulsions, and applies the knowledge to the sustainable design of nanoemulsions. Small angle X-ray scattering, spinning drop tensiometry, multi-angle dynami...

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Aescin-Cholesterol Complexes in DMPC Model Membranes: A DSC and Temperature-Dependent Scattering Study

Cited by 29 publications

References 67 publications

The Biosurfactant β-Aescin: A Review on the Physico-Chemical Properties and Its Interaction with Lipid Model Membranes and Langmuir Monolayers

The Biosurfactant β-Aescin: A Review on the Physico-Chemical Properties and Its Interaction with Lipid Model Membranes and Langmuir Monolayers

Effect of Cholesterol and Ibuprofen on DMPC-β-Aescin Bicelles: A Temperature-Dependent Wide-Angle X-ray Scattering Study

Bioinspired Oleic Acid–Triolein Emulsions for Functional Material Design

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