Lipase-catalyzed glycerolysis of fish oil to obtain diacylglycerols

Baeza-Jiménez, Ramiro; Miranda, Kelhy; Garcı́a, Hugo S.; Otero, Cristina

doi:10.3989/gya.084412

Cited by 15 publications

(3 citation statements)

References 24 publications

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“…Generally, MAG and DAG are used as additives in food production systems, or can also be an emulsifier for food, cosmetics, and medicine [49]- [51]. DAG-rich oils have been widely studied as an alternative to TAG-based oils to inhibit fat accumulation and reduce the level of postprandial TAG in the blood [52]. DAG-rich oils have higher melting points than TAG-based oils, even though their fatty acid composition is almost the same [53].…”

Section: Monoacylglycerolanddiacylglycerolmentioning

confidence: 99%

Characteristics, Purification, and the Recent Applications of Soybean Oil in Fat-Based Food Products: A Review

Subroto¹

2020

IJETER

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Soybean oil has a characteristic that is mainly determined by the content of polyunsaturated fatty acids in the form of high linoleic (±54,87%), so it is liquid at low temperatures and has a good effect on health. These make soybean oil much preferred to be applied to various food products. This review aims to provide information on soybean oil which includes physical and chemical characteristics, extraction and purification, as well as various current applications of soybean oil in different fat/oil-based food products. Soybean oil can be used for the production of oleogels/organogels, trans-free margarine and creamer, recombined butter, and mono-diacylglycerols. Soybean oil can rectify the physicochemical and nutritional properties of the products.

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Section: Monoacylglycerolanddiacylglycerolmentioning

confidence: 99%

Characteristics, Purification, and the Recent Applications of Soybean Oil in Fat-Based Food Products: A Review

Subroto¹

2020

IJETER

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“…Using immobilized enzymes in glycerolysis offers additional benefits including greater enzyme stability and the elimination of enzyme recovery and purification steps [27,28]. Previous studies have found immobilized enzymes are effective for both vegetable and fish oil esterification reactions, with the enzyme remaining active over multiple cycles [29][30][31][32].…”

Section: Introductionmentioning

confidence: 99%

Sustainable Enzymatic Production of Omega-3 Oil from Squid Viscera

Haque,

Akanbi,

Holland

et al. 2024

Sustainability

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Fish oils are widely consumed around the world to increase omega-3 fatty acid intake. Due to negative impacts on marine resources and ecosystems from an increasing demand for fish, alternative sustainable sources are under investigation. Squid viscera contains up to 10% oil by mass and is available as a byproduct from squid processing. Squid viscera oil is a source of EPA and DHA and contains the xanthophyll carotenoid astaxanthin, known for its significant anticancer, antioxidant, antidiabetic, and cardiovascular properties. In the raw form, squid viscera oil has a high free fatty acid (FFA) content, so conventional alkaline refining results in low yield and loss of astaxanthin. As a higher-yielding alternative, the current study optimized lipase-catalyzed glycerolysis of squid viscera oil to convert FFA into acylglycerol using a custom-built one-liter immobilized enzyme reactor. To monitor the reaction progress and assess its impact on the oil, we analyzed lipid classes, fatty acid composition and astaxanthin levels. Under optimized conditions, FFA was reduced from 40% to 2.7% in 10 h and 1.7% in 24 h, with no significant effect on EPA and DHA levels, and astaxanthin being retained. Squid viscera presents a safe and sustainable additional source of marine-derived EPA and DHA oil.

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“…Das and Ghosh (2019) compared two synthesis ways to prepare MCD (C 8 -DAG) using enzyme and chemical catalysts both under solvent-free conditions using a stirred tank reactor and obtained DAG yields of 58 and 53% when catalyzed by RM IM and Novozym R 435, respectively. However, it has been reported that the preparation of DAG via esterification using mechanical stirring were not encouraged attributed to the viscous and immiscible state of substrate mixtures (Baeza-Jiménez et al, 2013). This could be a contributing factor for the long reaction time (RM IM, 18 h and Novozym R 435, 6 h) needed for the esterification synthesis of C 8 -DAG by Das and Ghosh (2019).…”

Section: Introductionmentioning

confidence: 99%

Immobilized Lipase in the Synthesis of High Purity Medium Chain Diacylglycerols Using a Bubble Column Reactor: Characterization and Application

Chen

Lee

Qiu

et al. 2020

Front. Bioeng. Biotechnol.

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Novozym R 435, an immobilized lipase from Candida antarctica B. (CALB), was used as a biocatalyst for the synthesis of high purity medium chain diacylglycerol (MCD) in a bubble column reactor. In this work, the properties of the MCD produced were characterized followed by determining its practical application as an emulsifier in water-in-oil (W/O) emulsion. Two types of MCDs, namely, dicaprylin (C 8-DAG) and dicaprin (C 10-DAG), were prepared through enzymatic esterification using the following conditions: 5% Novozym R 435, 2.5% deionized water, 60 • C for 30 min followed by purification. A singlestep molecular distillation (MD) (100-140 • C, 0.1 Pa, 300 rpm) was performed and comparison was made to that of a double-step purification with MD followed by silica gel column chromatography technique (MD + SGCC). Crude C 8-DAG and C 10-DAG with DAG concentration of 41 and 44%, respectively, were obtained via the immobilized enzyme catalyzing reaction. Post-purification via MD, the concentrations of C 8-DAG and C 10-DAG were increased to 80 and 83%, respectively. Both MCDs had purity of 99% after the MD + SGCC purification step. Although Novozym R 435 is a nonspecific lipase, higher ratios of 1,3-DAG to 1,2-DAG were acquired. Via MD, the ratios of 1,3-DAG to 1,2-DAG in C 8-DAG and C 10-DAG were 5.8:1 and 7.3:1, respectively. MCDs that were purified using MD + SGCC were found to contain 1,3-DAG to 1,2-DAG ratios of 8.8:1 and 9.8:1 in C 8-DAG and C 10-DAG, respectively. The crystallization and melting peaks were shifted to higher temperature regions as the purity of the MCD was increased. Dense needle-like crystals were observed in MCDs with high purities. Addition of 5% C 8-DAG and C 10-DAG as emulsifier together in the presence of 9% of hydrogenated soybean oil produced stable W/O emulsion with particle size of 18 and 10 µm, respectively.

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Lipase-catalyzed glycerolysis of fish oil to obtain diacylglycerols

Cited by 15 publications

References 24 publications

Characteristics, Purification, and the Recent Applications of Soybean Oil in Fat-Based Food Products: A Review

Characteristics, Purification, and the Recent Applications of Soybean Oil in Fat-Based Food Products: A Review

Sustainable Enzymatic Production of Omega-3 Oil from Squid Viscera

Immobilized Lipase in the Synthesis of High Purity Medium Chain Diacylglycerols Using a Bubble Column Reactor: Characterization and Application

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