Self-Assembly of Symmetrical and Asymmetrical Alkyl Esters in the Neat State and in Oleogels

Avendaño-Vásquez, Gilda; Peña‐Gil, Anaid De la; Charó-Alvarado, Maria E.; Charó-Alonso, Míriam A.; Toro‐Vázquez, Jorge F.

doi:10.3389/fsufs.2020.00132

Cited by 14 publications

(28 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The term wax covers a huge variety of materials since waxes consist of different mixtures of hydrocarbons (HC), wax esters (WE), fatty acids (FA), fatty alcohols (FaOH) and other minor components. Each of those major components, is able to structure liquid oils independently [5][6][7]. However, each class of molecules again covers a range of different chain lengths.…”

Section: Introductionmentioning

confidence: 99%

Effect of Cooling Rate on the Oleogel Properties of Wax–Wax-Hydrolyzate Mixtures

Wettlaufer

Flöter

2022

Food Biophysics

View full text Add to dashboard Cite

In this contribution, the effect of cooling rates on a wide compositional range of waxes as oleogel structurants was systematically investigated. The different waxes exhibited varying levels of wax esters (WE), fatty acids (FA), fatty alcohols (FaOH) and hydrocarbons (HC) and were systematically altered by combinations of sunflower wax (SFW), bees wax (BW) and their hydrolyzed variants (SFWh, BWh). By applying slow, medium and high cooling rates, the resulting gel properties were investigated in terms of firmness, calorimetry and microstructure. It was found that the calorimetrical signal is mainly affected by the waxes’ composition. However, due to enlarged dynamic induction times upon crystallization, a shift in dissolution temperature could be observed in heating scans. In our latest work we were able to formulate the degree of homogeneity (DoH), with which it was possible to predict the undercooling in SFW mixtures. The introduction of a novel method emerged for firmness measurements of oleogels treated with the different rates. Thus, it was possible to detect with high sensitivity for all waxes for applied cooling rates, caused by modification of microstructure. Combination of different methods further elucidated that higher rates need to be applied to further scale firmness of oleogels in industrial processes.

show abstract

Section: Introductionmentioning

confidence: 99%

Effect of Cooling Rate on the Oleogel Properties of Wax–Wax-Hydrolyzate Mixtures

Wettlaufer

Flöter

2022

Food Biophysics

View full text Add to dashboard Cite

show abstract

“…In the case of waxes, the long-chain alkyl esters, fatty acids, fatty alcohols, and n-alkanes solidify during cooling of the mixture, forming crystals in the form of needles, fibres, or plates connecting into a 3D network through non-covalent bonds (reversible gel). 8,9 Oleogelation allows one to obtain lipids with high utility and nutritional value at the same time. Oleogels can replace solid fats rich in high content of saturated fatty acids and/or trans-fatty acids (e.g.…”

Section: Introductionmentioning

confidence: 99%

“…It is the result of self‐organization of molecules dissolved in oil after reaching the temperature below the limit of their solubility. In the case of waxes, the long‐chain alkyl esters, fatty acids, fatty alcohols, and n ‐alkanes solidify during cooling of the mixture, forming crystals in the form of needles, fibres, or plates connecting into a 3D network through non‐covalent bonds (reversible gel) 8,9 . Oleogelation allows one to obtain lipids with high utility and nutritional value at the same time.…”

Section: Introductionmentioning

confidence: 99%

Candelilla wax‐based oleogels versus palm oil: evaluation of physical properties of innovative and conventional lipids using optical techniques

2021

View full text Add to dashboard Cite

BACKGROUND: The widespread use of palm oil in food production affects high consumption of long-chain saturated fatty acids, which increases the risk of cardiovascular disease. Solid or semi-solid wax-based oleogels obtained as a result of edible oils structuring can be an alternative.RESULTS: Oleogels, obtained by structuring a mixture of refined rapeseed and linseed oils (1:1) with 30-80 g kg −1 candelilla wax (CW), were investigated using optical techniques: multi-speckle diffusing wave spectroscopy, centrifugal stability analysis, reflection method, and polarized light microscopy. Refined palm oil was a comparative sample. Increasing CW concentration resulted in an increase in values of L * parameter and opacity, a decrease in the Yellowness Index and a slight increase in the average crystal size. The microstructure of oleogels with 30 or 40 g kg −1 CW was least like the crystal network. Solidification of oleogels took place in two stages. Increase in CW concentration shortened solidification time and increased solidification temperature (greater elasticity of oleogels). Palm oil solidified the longest (497.1 min) and at the lowest temperature (29.3 °C). It showed lower resistance to centrifugal force than oleogels at 20 and 30 °C. All oleogels were stable (no oil release occurred) at 20 °C.CONCLUSION: Optical methods allow for an objective and detailed analysis of physical properties of palm oil and oleogels, as well as identification and tracking changes at the microstructural level over time. It has great potential in the edible lipid quality control at various stages of processing or storage.

show abstract

“…Oleogelation can be achieved by initially dissolving a gelator by heating it in the organic solvent and then cooling the solution to a temperature below the solubility limit of the gelator. Under this condition, gelators such as n-alkanes [14], monoglycerides [15], 12-hydroxystearic acid [16,17], some amides [18], lecithin [19,20] and some plant waxes (e.g., candelilla wax, rice bran wax and carnauba wax) [21][22][23][24] go through spontaneous molecular assembly in vegetable oils and mineral oil [20,[25][26][27][28]. Different studies have shown that oleogels are a viable alternative for saturated and trans fat substitution in food products [23,[29][30][31][32] and cosmetic uses [33,34], and recently, they have been used for the controlled supply of substances such as minerals and pharmaceutical products, thus achieving a fluid exchange capacity with the environment [35][36][37].…”

Section: Introductionmentioning

confidence: 99%

Development of Candelilla Wax Oleogels as a Medium of Controlled Release of Phosphorus in an In Vitro Model

et al. 2021

View full text Add to dashboard Cite

Candelilla wax (CW) oleogels were developed as an alternative bolus material for delivering phosphorus into the rumen of goats. The systems were studied at three CW concentrations (10%, 15% and 20%) in vegetable oil. Each oleogel was added with a specific amount of calcium orthophosphate as a phosphorus source. The thermomechanical properties of the oleogels were characterized by DSC and rheology, and the viability of phosphorus delivery was evaluated using a laboratory model in two mediums (one aqueous and another with ruminal fluid). The results showed that the oleogels had a higher melting point (~52.8 °C) than the temperature of the ruminal environment and greater G′ values (1.6 × 106 Pa in 20% CW oleogel with phosphorus). Such characteristics guaranteed the integrity of the materials during the process in the model systems studied. It was demonstrated that when using the 20% CW oleogel, the phosphorus was slowly released for 84 h, completing a maximum of 83.3–98% of the total amount of phosphorus added to the bolus (in the aqueous and ruminal fluid models, respectively). These results enable us to propose this material as a delivery system for phosphorus supplementation in goats. Its effectivity in goats will be evaluated in future in vivo investigations.

show abstract

Self-Assembly of Symmetrical and Asymmetrical Alkyl Esters in the Neat State and in Oleogels

Cited by 14 publications

References 40 publications

Effect of Cooling Rate on the Oleogel Properties of Wax–Wax-Hydrolyzate Mixtures

Effect of Cooling Rate on the Oleogel Properties of Wax–Wax-Hydrolyzate Mixtures

Candelilla wax‐based oleogels versus palm oil: evaluation of physical properties of innovative and conventional lipids using optical techniques

Development of Candelilla Wax Oleogels as a Medium of Controlled Release of Phosphorus in an In Vitro Model

Contact Info

Product

Resources

About