Enzymatic synthesis of phenolic lipids in solvent-free medium using flaxseed oil and 3,4-dihydroxyphenyl acetic acid

Sorour, Noha M.; Karboune, Salwa; Saint-Louis, Richard; Kermasha, Sélim

doi:10.1016/j.procbio.2012.06.020

Cited by 21 publications

(23 citation statements)

References 29 publications

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“…The mild difference in the polarity between acetone and tert-butanol was the reason for the difference in the optimum water activity for synthesis of rutin ester (Ducret, Trani, & Lortie, 1998). Though both solvents performed well at lower water activity, a thin monolayer of water is necessary to retain the enzyme activity (Sorour, Karboune, Saint-Louis, & Kermasha, 2012). Hence, acetone showed a higher activity at lowest a w of 0.07 as the stripping of water monolayer by acetone is relatively low.…”

Section: Effect Of Water Activitymentioning

confidence: 99%

Lipase mediated synthesis of rutin fatty ester: Study of its process parameters and solvent polarity

2017

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Section: Effect Of Water Activitymentioning

confidence: 99%

Lipase mediated synthesis of rutin fatty ester: Study of its process parameters and solvent polarity

2017

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“…However, the use of phenolic acids as natural antioxidants in foods and nutraceutical supplements has the limitation of low solubility in oil-based media. Nevertheless, lipase-catalyzed reactions of lipids with phenolic acids could produce structured lipids with phenolic moieties, which would have health beneits and improved solubility characteristics [32][33][34][35].…”

Section: Nutritional and Antioxidant Propertiesmentioning

confidence: 99%

“…Hong et al [47] studied the esteriication of vanillyl alcohol with conjugated linoleic acid under vacuum in solvent-free system. Further studies on the enzymatic synthesis of structured phenolic lipids in SFM have also been conducted by [34,44,92]. In these studies, phenolic acids were esteriied with faty acids resulted in the formation of more lipophilic constituents that can be used as a nutraceutical product.…”

Section: Enzyme Reactions In Solvent-free Medium (Sfm)mentioning

confidence: 99%

“…Diferent studies presented the efect of chemical structure of phenolic compounds which are hydroxylated or methoxylated derivatives of cinnamic, phenyl acetic and benzoic acids on the conversion yield [34,35,42,44]. The presence of a hydroxyl group in the sn-2 position has a negative inductive efect.…”

Section: Substrate Composition and Concentration (Molar Ratio)mentioning

confidence: 99%

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Synthesis and Characterization of Phenolic Lipids

Roby¹

2017

Phenolic Compounds - Natural Sources, Importance and Applications

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Omega-3 polyunsaturated faty acids (ω3 PUFAs) from ish oils promote well-established health and antiaging beneits that justify their use as functional ingredients in dietary supplements, healthy foods, and nutraceutical products. Dietary supply is needed because human metabolism exhibits limited to synthesize ω3 PUFAs. However, the practical use of such lipids as food ingredients is often limited due to their high susceptibility to oxidation, which is responsible for the undesirable of-lavor and odor of rancid oils, associated with the loss of nutritional value. Produced phenolic lipids were a good solution for all these problems. These phenolic lipids are preferentially produced by enzymatic bioprocesses that exhibit high selectivity toward polyfunctional substrates and mild reaction conditions compared with chemical synthesis pathways. This chapter presents the acylation of phenolic compounds and lipids using enzyme under various operating conditions. In conclusion, the acylation of lipids with natural phenolic compounds resulted in the formation of a lipophilic ester that should be able to stabilize the oil, fats, and emulsions against oxidation. Acylation of lipids to phenolic compounds that have antioxidant properties thus protects the lipids from oxidation, and the phenolic lipid derivatives carry the combined health beneicial properties of lipids and the phenolic molecules.

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“…1 In the last decade, their enzymatic synthesis has been extensively developed at the laboratory scale due to their high selectivity and mild reaction conditions. [2][3][4] The lipase-catalyzed synthesis of erythorbyl fatty ester in an organic solvent using a batch reaction has been reported. 3,5 However, a continuous reaction would be preferable for large-scale production.…”

Section: Introductionmentioning

confidence: 99%

Enhancing operational stability and exhibition of enzyme activity by removing water in the immobilized lipase‐catalyzed production of erythorbyl laurate

Lee

Park

Choi

et al. 2013

Biotechnology Progress

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Erythorbyl laurate was continuously synthesized by esterification in a packed-bed enzyme reactor with immobilized lipase from Candida antarctica. Response surface methodology based on a five-level three-factor central composite design was adopted to optimize conditions for the enzymatic esterification. The reaction variables, such as reaction temperature (10-70°C), substrate molar ratio ([lauric acid]/[erythorbic acid], 5-15), and residence time (8-40 min) were evaluated and their optimum conditions were found to be 56.2°C, 14.3, and 24.2 min, respectively. Under the optimum conditions, the molar conversion yield was 83.4%, which was not significantly different (P < 0.05) from the value predicted (84.4%). Especially, continuous water removal by adsorption on an ion-exchange resin in a packed-bed enzyme reactor improved operational stability, resulting in prolongation of half-life (2.02 times longer compared to the control without water-removal system). Furthermore, in the case of batch-type reactor, it exhibited significant increase in initial velocity of molar conversion from 1.58% to 2.04%/min.

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Enzymatic synthesis of phenolic lipids in solvent-free medium using flaxseed oil and 3,4-dihydroxyphenyl acetic acid

Cited by 21 publications

References 29 publications

Lipase mediated synthesis of rutin fatty ester: Study of its process parameters and solvent polarity

Lipase mediated synthesis of rutin fatty ester: Study of its process parameters and solvent polarity

Synthesis and Characterization of Phenolic Lipids

Enhancing operational stability and exhibition of enzyme activity by removing water in the immobilized lipase‐catalyzed production of erythorbyl laurate

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