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Open AccessArticle

Production of Structured Phosphatidylcholine with High Content of Myristic Acid by Lipase-Catalyzed Acidolysis and Interesterification

Department of Chemistry, Wroclaw University of Environmental and Life Sciences, Norwida 25, 50-375 Wroclaw, Poland
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Catalysts 2018, 8(7), 281; https://doi.org/10.3390/catal8070281
Received: 6 June 2018 / Revised: 4 July 2018 / Accepted: 12 July 2018 / Published: 14 July 2018
(This article belongs to the Special Issue Catalyzed Synthesis of Natural Products)
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Abstract

Synthesis of structured phosphatidylcholine (PC) enriched with myristic acid (MA) was conducted by acidolysis and interesterification reactions using immobilized lipases as catalysts and two acyl donors: trimyristin (TMA) isolated from ground nutmeg, and myristic acid obtained by saponification of TMA. Screening experiments indicated that the most effective biocatalyst for interesterification was Rhizomucor miehei lipase (RML), whereas for acidolysis, the most active were Thermomyces lanuginosus lipase (TLL) and RML. The effect of the molar ratio of substrates (egg-yolk PC/acyl donor), enzyme loading, and different solvent on the incorporation of MA into PC and on PC recovery was studied. The maximal incorporation of MA (44 wt%) was achieved after 48 h of RML-catalyzed interesterification in hexane using substrates molar ratio (PC/trimyristin) 1/5 and 30% enzyme load. Comparable results were obtained in toluene with 1/3 substrates molar ratio. Interesterification of PC with trimyristin resulted in significantly higher MA incorporation than acidolysis with myristic acid, particularly in the reactions catalyzed by RML. View Full-Text
Keywords: immobilized lipases; structured phosphatidylcholine; myristic acid; trimyristin; acidolysis; interesterification; egg-yolk phosphatidylcholine immobilized lipases; structured phosphatidylcholine; myristic acid; trimyristin; acidolysis; interesterification; egg-yolk phosphatidylcholine
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Chojnacka, A.; Gładkowski, W. Production of Structured Phosphatidylcholine with High Content of Myristic Acid by Lipase-Catalyzed Acidolysis and Interesterification. Catalysts 2018, 8, 281.

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