Interfacial properties of functionalized assemblies of hydroxy-fatty acid salts isolated from fruit tomato peels

Fameau, Anne‐Laure; Gaillard, Cédric; Marion, Didier; Bakan, Bénédicte

doi:10.1039/c2gc36677k

Cited by 28 publications

(19 citation statements)

References 33 publications

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“…Actually, these cuticle-rich plant by-products are used as fibers for nutritional health purposes [ 7 , 8 ] and could be considered as a source of original lipid biomolecules for different applications as it was explored for another lipid polymer, suberin of cork tree [ 9 , 10 ]. Indeed, these cutin fatty acids displays interesting emulsifying and coating properties due to their amphiphilic structure [ 11 , 12 ]. In the last past ten years, these different settings fit with what it is now called the bioeconomy and motivated numerous researches to delineate the structure, the biosynthesis and extracellular assembly of cuticular components in relation with their (bio)functional properties.…”

Section: Introductionmentioning

confidence: 99%

Assembly of the Cutin Polyester: From Cells to Extracellular Cell Walls

Bakan

Marion

2017

Plants

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Cuticular matrices covering aerial plant organs or delimiting compartments in these organs are composed of an insoluble hydrophobic polymer of high molecular mass, i.e., cutin, that encompass some cell wall polysaccharides and is filled by waxes. Cutin is a polyester of hydroxy and-or epoxy fatty acids including a low amount of glycerol. Screening of Arabidopsis and more recently of tomato (Solanum lycopersicum) mutants allowed the delineation of the metabolic pathway involved in the formation of cutin monomers, as well as their translocation in the apoplast. Furthermore, these studies identified an extracellular enzyme involved in the polymerization of these monomers, i.e., cutin synthase 1 (CUS1), an acyl transferase of the GDSL lipase protein family. By comparing the structure of tomato fruit cutins from wild type and down-regulated CUS1 mutants, as well as with the CUS1-catalyzed formation of oligomers in vitro, hypothetical models can be elaborated on the polymerization of cutins. The polymorphism of the GDSL-lipase family raises a number of questions concerning the function of the different isoforms in relation with the formation of a composite material, the cuticle, containing entangled hydrophilic and hydrophobic polymers, i.e., polysaccharides and cutin, and plasticizers, i.e., waxes.

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Section: Introductionmentioning

confidence: 99%

Assembly of the Cutin Polyester: From Cells to Extracellular Cell Walls

Bakan

Marion

2017

Plants

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“…The aliphatic tail can have some additional groups such as hydroxyl group [7]. Fatty acids are usually obtained by hydrolysis of oils from various oleochemical sources such as animal, marine and vegetable [3].…”

Section: 1) Fatty Acid At Molecular Statementioning

confidence: 99%

Responsive self-assemblies based on fatty acids

Fameau

Arnould

Saint‐Jalmes

2014

Current Opinion in Colloid & Interface Science

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“…Then, various studies have shown that the fatty acids' bulk self-assemblies can affect the macroscopic properties such as emulsifying and foaming properties. [10][11][12][13][14][15][16][17] From these studies, lamellar phases or vesicles seem to be the most efficient self-assembled structures to stabilize foams and emulsions in contrary to spherical micelles. 14,18,19 The foam stability for fatty acid soaps would be linked to the size of the self-assembled structures as already highlighted in the case of protein aggregates.…”

Section: Introductionmentioning

confidence: 96%

Controlling Foam Stability with the Ratio of Myristic Acid to Choline Hydroxide

et al. 2018

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The interfacial and foam properties of a model system based on the mixture between myristic acid and choline hydroxide have been investigated as a function of the molar ratio ( R) between these two components and temperature. The aim of this study was to obtain insight on the links between the self-assemblies in bulk and in the foam liquid channels, the surfactant packing at the interface, and the resulting foam properties and stability. A multiscale approach was used combining small angle neutron scattering, specular neutron reflectivity, surface tension measurements, and photography. We highlighted three regimes of foam stability in this system by modifying R: high foam stability for R < 1, intermediate at R ∼ 1, and low for R > 1. The different regimes come from the pH variations in bulk linked to R. The pH plays a crucial role at the molecular scale by setting the ionization state of the myristic acid molecules adsorbed at the gas-liquid interface, which in turn controls both the properties of the monolayer and the stability of the films separating the bubbles. The main requirement to obtain stable foams is to set the pH close to the p K in order to have a mixture of protonated and ionized molecules giving rise to intermolecular hydrogen bonds. As a result, a dense monolayer is formed at the interface with a low surface tension. R also modifies the structure of self-assembly in bulk and therefore within the foam, but such a morphological change has only a minor effect on the foam stability. This study confirms that foam stability in surfactant systems having a carboxylic acid as polar headgroup is mainly linked to the ionization state of the molecules at the interface.

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Interfacial properties of functionalized assemblies of hydroxy-fatty acid salts isolated from fruit tomato peels

Cited by 28 publications

References 33 publications

Assembly of the Cutin Polyester: From Cells to Extracellular Cell Walls

Assembly of the Cutin Polyester: From Cells to Extracellular Cell Walls

Responsive self-assemblies based on fatty acids

Controlling Foam Stability with the Ratio of Myristic Acid to Choline Hydroxide

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