Gamma‐linolenic and stearidonic acids: Purification and upgrading of C18‐PUFA oils

Guil‐Guerrero, José Luis; Rincón‐Cervera, Miguel Ángel; Venegas‐Venegas, Elena

doi:10.1002/ejlt.200900294

Cited by 16 publications

(20 citation statements)

References 81 publications

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“…ALA conversion is relatively poor because of the high percentage of ALA directed towards boxidation, which is approximately 60e85% of ALA (Barceló-Coblijn & Murphy, 2009). Besides, SDA shows similar health effects like EPA and DHA; it is an important component of membrane phospholipids and is the precursor of some eicosanoids like prostaglandin E2 (Senanayake & Fichtali, 2006;Coupland, 2008;Whelan, 2009;Guil-Guerrero, Rincón-Cervera, & Venegas-Venegas, 2010). For these reasons, SDA rich plant-originated sources can be useful for replacement of fish oils and other PUFA containing oils for inclusion in infant formulae or for their use as functional lipids in the food and pharmaceutical industry.…”

Section: Introductionmentioning

confidence: 95%

Enzymatic production of human milk fat analogues containing stearidonic acid and optimization of reactions by response surface methodology

Yüksel

Şahin‐Yeşilçubuk

2012

LWT - Food Science and Technology

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Section: Introductionmentioning

confidence: 95%

Enzymatic production of human milk fat analogues containing stearidonic acid and optimization of reactions by response surface methodology

Yüksel

Şahin‐Yeşilçubuk

2012

LWT - Food Science and Technology

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“…Gamma‐linolenic acid (GLA, 18:3n‐6) and stearidonic acid (SDA, 18:4n‐3) are polyunsaturated fatty acids with 18 carbon atoms in their structure (C18‐PUFA) from the n‐6 (or ω‐6) and n‐3 (or ω‐3) PUFA families, respectively. Both PUFA have relevant benefits for human health . GLA and SDA can be mainly found in seed oils from certain terrestrial plants from the Boraginaceae family.…”

Section: Introductionmentioning

confidence: 99%

“…[1][2][3] GLA and SDA can be mainly found in seed oils from certain terrestrial plants from the Boraginaceae family. Within currently commercial oils, GLA is found in seed oils from borage (Borago officinalis), evening primrose (Oenothera biennis), blackcurrant (Ribes nigrum), and viper's bugloss (Echium plantagineum), [2,3] whereas SDA is found in seed oils from the Echium genus as well as corn gromwell (Buglossoides arvensis). [3] Among commercial sources, seed oil from viper's bugloss is characterized by a high content of both C18-PUFA (11% GLA and 14% SDA of total FA).…”

Section: Introductionmentioning

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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“…Therefore, intensive research on alternative sources of PUFAs is ongoing [34,35]. Oil from the plants Echium plantagineum L., Boraginaceae, black currant, the families Primulaceae and Grossulariaceae have high concentrations of stearidonic acid (SDA, 18:4n-3); some microbial oils, fish oils, and genetically engineered SDA-soybean are also sources of SDA [36][37][38][39]. At this time, SDA from plants has the potential of being a sustainable EPA source since it is an intermediate metabolite in the conversion pathway of ALA to EPA and DHA.…”

Section: N-3 Series Pufasmentioning

confidence: 99%

Biotechnological and Novel Approaches for Designing Structured Lipids Intended for Infant Nutrition

Şahin‐Yeşilçubuk

Akoh²

2017

J Americ Oil Chem Soc

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Human milk fat (HMF) is a perfect nutritional source that includes all the required ingredients which are necessary for the growth of infants up to 6 months. Although its composition may differ among mothers or during lactation stage, its unique triacylglycerol (TAG) structure remains constant which is characterized by the presence of palmitic acid (PA) at the sn‐2 position. Previous reports provided convincing information of higher PA and calcium absorption and efficient use of dietary energy when at this specific position in the TAG moiety than when PA is at the sn‐1,3 positions. During the design of structured lipids (SLs) intended for infant nutrition, this unique property is taken into consideration. Human milk fat substitutes (HMFS) enriched with important fatty acids such as omega‐3 and omega‐6 fatty acids are intended to better mimic the functions of HMF as well as provide associated health benefits. The use of microencapsulation technology and novel technologies such as ultrasound technology in conjunction with SL production and enzyme‐catalyzed reactions are evolving and ongoing issues in infant formula production. Therefore, further studies should be directed towards new process improvements in order to increase the functional properties and oxidative stabilities of HMFS. Novel technologies in lipid biotechnology related to HMFS preparation should also be explored.

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Gamma‐linolenic and stearidonic acids: Purification and upgrading of C18‐PUFA oils

Cited by 16 publications

References 81 publications

Enzymatic production of human milk fat analogues containing stearidonic acid and optimization of reactions by response surface methodology

Enzymatic production of human milk fat analogues containing stearidonic acid and optimization of reactions by response surface methodology

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

Biotechnological and Novel Approaches for Designing Structured Lipids Intended for Infant Nutrition

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