Development of an up-grading process to produce MLM structured lipids from sardine discards

Morales‐Medina, R.; Muñío, María M.; Guadix, Antonio; Guadix, Emilia M.

doi:10.1016/j.foodchem.2017.02.019

Cited by 33 publications

(18 citation statements)

References 21 publications

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“…424 Caprylic acid/ polyunsaturated fatty acids/caprylic acid structured lipids were synthesized via esterification of omega-3 concentrate fatty acids with dicaprylic glycerol catalyzed by N435. 425 N435 was used to improve the camellia seed oil quality by esterification of the free fatty acids of the oil with epicatechin (the main products were epicatechin oleate and epicatechin palmitate). 426 In another paper, medium chain fatty acids from different sources and glycerol were used to produce structured monoand diacylglycerols using N435, Lipozyme RM-IM and Lipozyme TL-IM as catalysts.…”

Section: Food Technology: Glyceride Modifications and Productionmentioning

confidence: 99%

Novozym 435: the “perfect” lipase immobilized biocatalyst?

Ortíz

Ferreira

Barbosa

et al. 2019

Catal. Sci. Technol.

452

360

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Section: Food Technology: Glyceride Modifications and Productionmentioning

confidence: 99%

Novozym 435: the “perfect” lipase immobilized biocatalyst?

Ortíz

Ferreira

Barbosa

et al. 2019

Catal. Sci. Technol.

452

360

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“…This is because they have a lower amount of long chain fatty acids at the sn-1 and sn-3 positions, which consequently increases their solubility. During digestion, the medium chain fatty acids, released from TAG, are metabolized as rapidly as glucose and, therefore, they are not stored as fat, with weight control benefit (Ferreira-Dias, Sandoval, Plou, & Valero, 2013;Morales-Medina, Munio, Guadix, & Guadix, 2017). The interest in these TAGs has recently increased due to its main nutritional characteristic.…”

Section: Introductionmentioning

confidence: 99%

Enzymatic modification of grapeseed (Vitis vinifera L.) oil aiming to obtain dietary triacylglycerols in a batch reactor

Bassan

Rodrigues

Monti

et al. 2019

LWT

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Structured lipids (SL) are chemically or enzymatically modified oils and fats with respect to their original fatty acid composition or position in acylglycerols. These compounds present improved functional or nutraceutical properties. The present work aimed at the enzymatic synthesis of SL, MLM-type dietary triacylglycerols, that is, those with medium chain fatty acids (M) at the sn-1 and sn-3 positions, and long chain fatty acids (L), in the internal position of the triacylglycerol. Grapeseed oil was selected based on its composition rich in unsaturated fatty acids, principally linoleic acid. This oil was submitted to batch acidolysis with medium chain fatty acids (caprylic or capric) in solvent-free media. Reactions were catalyzed by different immobilized commercial lipases, namely: Lipozyme TL IM ® (Thermomyces lanuginosa lipase), Lipozyme RM IM ® (Rhizomucor miehei lipase) and Novozym 435 ® (Candida antarctica lipase B). The incorporation degree (ID) ranged from 23.62 ± 1.34 to 34.53 ± 0.05 mol%, after 24 h reaction at 45°C, using a molar ratio (MR) fatty acid:oil of 2:1. The best results were obtained using capric acid and Lipozyme RM IM ® lipase (34.53 ± 0.05 mol%). In the experimental design, the influence of MR and temperature on ID were evaluated. ID increased with MR and T and was fitted to a saddle-like surface.

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“…The production of SL by enzymatic procedures has a great potential in the future market because of the specificity of lipases as biocatalysts (Kim and Akoh, 2015). TAG, containing a medium-chain FA (M) at sn-1 and sn-3 positions, and a long-chain FA (L) at sn-2 position, named as MLM-type TAG, present lower caloric value than conventional fats and oils of the type LLL (Smith et al, 1994;Morales-Medina et al, 2017). The importance of this SL is that it is metabolized differently compared to conventional fats and oils.…”

Section: Introductionmentioning

confidence: 99%

Incorporation of capric acid in pumpkin seed oil by sn-1,3 regioselective lipase-catalyzed acidolysis

Sousa

Campos

Nunes

et al. 2018

OCL

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-Structured lipids (SLs) are novel triacylglycerols obtained by changing the native fatty acid (FA) profiles or by the incorporation of a new desired FA in the acylglycerol backbone. These modified fats present important medical and functional properties for food applications. This work aimed to synthetize a MLM-type SL, which consists of triacylglycerols containing a medium-chain FA (M) at sn-1,3 positions and a long-chain FA (L) at sn-2 position, by acidolysis of pumpkin seed oil with capric acid, catalyzed by a commercial lipase preparation from Thermomyces lanuginosa (Lipozyme TL IM). Reactions were performed at 45°C, in solvent-free media, at 1:2 molar ratio (pumpkin seed oil:capric acid) and a fixed amount of immobilized lipase of 5%, 10%, 15% or 20%. Incorporations of C10:0 increased with time up to 31 h (29.9 ± 0.7 mol-%) when 5% lipase load was used. Significant differences were only observed between the results obtained with 5 and 20% of biocatalyst load. The subsequent experiment was carried out with 5% lipase load, at 45°C, 1:2 molar ratio and in the presence of n-hexane. The results showed slightly higher incorporation yields in the presence of solvent, namely at 48 h-reaction (34.7 ± 1.0 mol-%). However, since the structured lipids are to be used in food products, together with environmental and economic concerns, solvent-free systems are preferred. In this study, the synthesis of a MLM-type SL from pumpkin seed oil for food uses was well succeeded.Keywords: structured lipid / acidolysis / pumpkin seed oil / capric acid / lipozyme TL IM Résumé -Incorporation d'acide caprique dans de l'huile de pépin de citrouille par acidolyse catalysée par une lipase sn-1,3 régiosélective. Les lipides structurés sont de nouveaux triacylglycérols obtenus en changeant les profils des acides gras (AG) natifs ou par l'incorporation de nouveaux AG souhaités dans le squelette glycérol. Ces graisses modifiées présentent des propriétés médicales et fonctionnelles importantes pour des applications alimentaires. Ce travail vise à synthétiser un lipide structuré de type MLM, qui consiste en des triacylglycérols contenant un AG à chaîne moyenne (M) en positions sn-1,3 et un acide gras à chaîne longue (L) en position sn-2, par acidolyse de l'huile de graine de citrouille avec l'acide caprique, catalysée par une préparation commerciale de lipase de Thermomyces lanuginosa (Lipozyme TL IM). Les réactions ont été effectuées à 45°C, sans solvant, avec un rapport molaire de 1:2 (huile de graines de citrouille: acide caprique) et une quantité fixe de lipase immobilisée de 5 %, 10 %, 15 % ou 20 %. Avec une charge en lipase de 5 %, l'incorporation du C10:0 a augmenté avec le temps jusqu'à 31 h (29,9 ± 0,7 mol %). Des différences significatives ont été observées seulement entre les résultats obtenus avec 5 et 20 % de charge en biocatalyseur. L'expérience suivante a été réalisée avec une charge en lipase de 5 %, à 45°C, un rapport molaire 1:2 et en présence de n-hexane. Les résultats ont montré des rendements d'incorporation lég...

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Development of an up-grading process to produce MLM structured lipids from sardine discards

Cited by 33 publications

References 21 publications

Novozym 435: the “perfect” lipase immobilized biocatalyst?

Novozym 435: the “perfect” lipase immobilized biocatalyst?

Enzymatic modification of grapeseed (Vitis vinifera L.) oil aiming to obtain dietary triacylglycerols in a batch reactor

Incorporation of capric acid in pumpkin seed oil by sn-1,3 regioselective lipase-catalyzed acidolysis

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