Concentration of Stearidonic Acid in Free Fatty Acid and Fatty Acid Ethyl Ester Forms from Modified Soybean Oil by Winterization

Vázquez, Luís; Akoh, Casimir C.

doi:10.1007/s11746-011-1857-1

Cited by 33 publications

(38 citation statements)

References 23 publications

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“…Both extracted and commercial Echium oils were subjected to hydrolysis and ethanolysis to obtain free fatty acids (FFA) and ethyl esters (EE), respectively. Both processes were carried out according to a previous work . Oil (10 g) was hydrolyzed by mixing it with 32 mL of a KOH solution 3.7 N in ethanol:water (50:50 v/v) with 0.15% w/v of EDTA.…”

Section: Methodsmentioning

confidence: 99%

Concentration of Gamma‐Linolenic and Stearidonic Acids as Free Fatty Acids and Ethyl Esters from Viper's Bugloss Seed Oil by Urea Complexation

Rincón‐Cervera

Galleguillos‐Fernández

González‐Barriga

et al. 2018

Euro J Lipid Sci & Tech

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In this work, gamma‐linolenic acid (GLA) and stearidonic acid (SDA) are successfully concentrated as free fatty acids (FFA) and ethyl esters (EE) using the urea complexation method at room temperature and two sources of these fatty acids: commercial Echium plantagineum seed oil as well as extracted oil from this species which is grown in Chile. Concentration factors (% fatty acid in the concentrate/% fatty acid in the original oil) for both fatty acids are found to be between 2.35 and 2.65, although they are more efficiently concentrated as FFA than as EE using both commercial and extracted oils. This is the first work which reports the use of Echium plantagineum seed oil from Chilean origin to produce GLA and SDA concentrates as FFA and EE, with similar results that those obtained with commercial Echium oil. Practical Applications: The interest for GLA and SDA as functional ingredients is increasing in the last few years because of their beneficial effects for human health and their plant origin, as they are mainly provided by seed oils from some Boraginaceae species. In this work, GLA and SDA are selectively concentrated from the rest of fatty acids contained in Echium seed oil by the urea method at room temperature, which is a cheap, safe, and easily scalable process. These concentrates, especially as FFA because of their nutritional characteristics versus EE, may become high added‐value ingredients to be incorporated to functional oils or even substrates for the enzymatic synthesis of structured lipids providing GLA and SDA with a higher bioefficiency than currently available oils. Operational scheme developed in this work which consists of: 1) derivatization of Echium plantagineum oil from two origins (extracted from Chilean seeds and commercial oil) to free fatty acids (FFA) and ethyl esters (EE) and 2) processing of FFA and EE by urea at room temperature to concentrate GLA and SDA.

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Section: Methodsmentioning

confidence: 99%

Concentration of Gamma‐Linolenic and Stearidonic Acids as Free Fatty Acids and Ethyl Esters from Viper's Bugloss Seed Oil by Urea Complexation

Rincón‐Cervera

Galleguillos‐Fernández

González‐Barriga

et al. 2018

Euro J Lipid Sci & Tech

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show abstract

“…Conversion of oil triglyceride into free fatty acid (FFA) or FA derivatives allows separation of unsaturated and saturated components on the basis of solubility through crystallization. The degree of unsaturation of FFA considerably changes the melting point and thus separation of mixtures of saturated and unsaturated FFAs can be readily achieved by proper choice of organic solvents and temperatures [45]. In this research, EGS were synthesized and examined.…”

Section: Introductionmentioning

confidence: 99%

Vegetable oil-derived epoxy monomers and polymer blends: A comparative study with review

Wang¹,

Schuman²

2013

Express Polym. Lett.

155

118

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Abstract. Glycidyl esters of epoxidized fatty acids derived from soybean oil (EGS) and linseed oil (EGL) have been synthesized to have higher oxirane content, more reactivity and lower viscosity than epoxidized soybean oil (ESO) or epoxidized linseed oil (ELO). The EGS and ESO, for comparison, were used neat and in blends with diglycidyl ether of bisphenol A (DGEBA). Thermosetting resins were fabricated with the epoxy monomers and either BF 3 catalyst or anhydride. The curing behaviors, glass transition temperatures, crosslink densities and mechanical properties were tested. The results indicated that polymer glass transition temperatures were mostly a function of oxirane content with additional influence of glycidyl versus internal oxirane reactivity, pendant chain content, and chemical structure and presence of saturated components. EGS provided better compatibility with DGEBA, improved intermolecular crosslinking and glass transition temperature, and yielded mechanically stronger polymerized materials than materials obtained using ESO. Other benefits of the EGS resin blend systems were significantly reduced viscosities compared to either DGEBA or ESO-blended DGEBA counterparts. Therefore, EGS that is derived from renewable sources has improved potential for fabrication of structural and structurally complex epoxy composites, e.g., by vacuum-assisted resin transfer molding.

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“…Ethanolysis of the ARASCO was performed according to the method described by Vázquez and Akoh () with some modifications, in order to transform all the TAG into their corresponding FAEEs. The reaction was carried out in a 1 L three‐necked round bottom flask by mixing 30 g of ARASCO with sodium ethoxide (0.5%, w/w) in 150 mL absolute ethanol.…”

Section: Methodsmentioning

confidence: 99%

Lipase Catalyzed Synthesis of ABA-Type Structured Lipid from Single Cell Oil and Tripalmitin

Liu

Dong

Wei

et al. 2016

Journal of Food Processing and Preservation

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Optimization of lipase‐catalyzed interesterification for the production of structured lipid, enriched with arachidonic acid (ARA) from tripalmitin and ARA single cell oil was carried out. Response surface methodology was applied to model and optimize the reaction system; factors of temperature, substrate molar ratio, reaction time and enzyme load were chosen for the optimization. The optimal conditions generated from the models were as follows: temperature of 50C, substrate molar ratio of 1 : 12, reaction time of 13.36 h, and enzyme load of 7.58 wt %. Under these conditions, the incorporation of ARA and acyl migration were 55.11 ± 0.15 and 15.85 ± 0.05%, respectively. It was found that 69.57% of ARA was mainly incorporated in the sn‐1, 3 positions and 62.31% of palmtic acid was located at the sn‐2 position of the TAG. Practical Applications This obtained structured lipid 1, 3‐arachidonoyl‐2‐palmitoyl‐glycerol could provide a fat source with high value‐added functional ARA at the sn‐1, 3 position and serve as a good source of palmitic acid at the sn‐2 position, which can improve the absorption of fat and reducing calcium loss of the human body. This synthesized APA‐type structured lipid enables a high similarity of human milk fat substitutes to human milk fat which can be potentially used as fat substitute in infant formula.

show abstract

Concentration of Stearidonic Acid in Free Fatty Acid and Fatty Acid Ethyl Ester Forms from Modified Soybean Oil by Winterization

Cited by 33 publications

References 23 publications

Concentration of Gamma‐Linolenic and Stearidonic Acids as Free Fatty Acids and Ethyl Esters from Viper's Bugloss Seed Oil by Urea Complexation

Concentration of Gamma‐Linolenic and Stearidonic Acids as Free Fatty Acids and Ethyl Esters from Viper's Bugloss Seed Oil by Urea Complexation

Vegetable oil-derived epoxy monomers and polymer blends: A comparative study with review

Lipase Catalyzed Synthesis of ABA-Type Structured Lipid from Single Cell Oil and Tripalmitin

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