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

Molecules. 2017 Oct 19;22(10):1771. doi: 10.3390/molecules22101771.

Abstract

Phospholipids containing PUFAs are important vehicles for their delivering to the targeted tissues. In our research project we established enzymatic methods for the enrichment of natural egg-yolk PC with n-3 PUFAs. Instead of synthetic PUFA ethyl esters, the new strategy was developed using polyunsaturated fatty acids enriched fraction (PUFA-EF) from cod liver oil as the natural acyl donors. PUFA-EF was produced by urea-complexation and contained 86.9% PUFA including 8.5% stearidonic acid (SDA; 18:4(n-3)), 26.7% EPA, and 45.2% DHA. The transesterification of PC with PUFA was catalyzed by lipases. After screening of enzymes the effect of reaction medium; molar ratio of substrates and etc. was investigated. The highest incorporation of PUFA was 45.6%; including 36.8% DHA and 5.8% EPA at the following reaction conditions: hexane; 55 °C; PUFA-EF/PC acyl ratio of 10; 48 h of reaction time and lipase B from Candida antarctica as a biocatalyst (20% of enzyme load).

Keywords: PUFA-enriched phospholipids; lipases; n-3 PUFA; phospholipids transesterification.

MeSH terms

  • Animals
  • Candida / enzymology
  • Catalysis
  • Cod Liver Oil / chemistry*
  • Egg Yolk / chemistry*
  • Esterification
  • Fatty Acids, Omega-3 / chemistry*
  • Fungal Proteins / metabolism*
  • Gadiformes / metabolism
  • Lipase / metabolism*
  • Molecular Structure
  • Phosphatidylcholines / chemistry*

Substances

  • Fatty Acids, Omega-3
  • Fungal Proteins
  • Phosphatidylcholines
  • Cod Liver Oil
  • Lipase
  • lipase B, Candida antarctica