Production of concentrates of CLA obtained from sunflower and safflower and their application to the lipase‐catalyzed acidolysis of egg yolk phosphatidylcholine

Abstract

The process of acidolysis of egg yolk phosphatidylcholine (PC) with concentrates of conjugated linoleic acid (CLA) was performed. CLA was obtained by the alkali isomerization of sunflower and safflower oils. Analysis of the influence of different reaction conditions on the process of isomerization was investigated. Reactions were carried out in preparative scale at 150°C in the ethylene glycol and afforded the mixture of isomers: cis-9,trans-11 and trans-10,cis-12. Their content was 30.8 and 32.3% for product obtained from sunflower oil and 30.4 and 36.4% for the product obtained from safflower oil. Crude concentrates were purified by urea complexation with 1:3 fatty acids to urea weight ratio. Enzymatic modification of phosphatidylcholine from egg yolk with CLA concentrates was carried out using lipase from Rhizomucor miehei. The process was performed at 45°C with controlled water activity. The highest effective incorporation (42%) of CLA into PC and lysophosphatidylcholine molecules was obtained using concentrate from the sunflower and safflower oils after 36 h of reaction.Practical applications: Results of this research are useful for the development of scaled up acidolysis reaction to produce phosphatidylcholine enriched in biologically active isomers of CLA using the sunflower or safflower oil as a rich source of linolenic acid.

Production of Conjugated Linoleic Acid by Microwave‐Assisted and Ultrasound‐Assisted Alkali Isomerization: Effects of Microwave Power and Ultrasound Amplitude

“…The temperature of the reaction mixture in our study was 150 °C, equal to the boiling point of mixture. Some researchers conducted a study on the effect of different temperatures (150, 170, 180, and 200 °C) of conventional heating on production of CLA from LNA by direct alkali isomerization of sunflower and safflower oils (Niezgoda et al, ). They reported that the isomerization degree was about 40% for 12 h at 150 °C and was 100% after 2 h at 200 °C.…”

Lipase-Catalyzed Acidolysis of Egg-Yolk Phosphatidylcholine with Citronellic Acid. New Insight into Synthesis of Isoprenoid-Phospholipids

“…These biocatalysts were selected based on the literature data indicating that mentioned lipases effectively catalyze the structural modifications of natural triacylglycerols and natural or synthetic phospholipids [ 27 , 28 , 29 ]. Reaction conditions were also established after the analysis of literature data, suggesting that in order to enrich the PC with natural compounds other than fatty acids, it is necessary to use much higher molar excess of acyl donors and toluene as the reaction medium [ 29 , 30 ].…”

Lipase-Catalyzed Transesterification of Egg-Yolk Phophatidylcholine with Concentrate of n-3 Polyunsaturated Fatty Acids from Cod Liver Oil

“…In our research group, we elaborated the lipase-catalyzed incorporation of different biologically active acids ( n -3 PUFA, n -6 PUFA, or conjugated fatty acids) into PC using natural plant oils as the acyl donors i.e., sunflower oil, linseed oil, pomegranate seed oil [ 31 , 32 ]. The concentrates of CLA obtained from sunflower and safflower oil were also used to produce CLA-enriched PLs [ 33 ].…”