Lipase-catalyzed interesterification of soybean oil with an omega-3 polyunsaturated fatty acid concentrate prepared from sardine oil

Appl Biochem Biotechnol. 2003 Feb;104(2):105-18. doi: 10.1385/abab:104:2:105.

Abstract

To reduce the content of linoleoyl moiety in soybean oil, soybean oil that contains 53.0% linoleoyl moiety as molar acyl moiety composition was interesterified with an omega-3 polyunsaturated fatty acid (PUFA) concentrate (24.0 mol% eicosapentaenoic acid [EPA], 40.4 mol% docosahexaenoic acid [DHA]) prepared from sardine oil, using an immobilized sn-1,3-specific lipase from Rhizomucor miehei (Lipozyme IM). The reaction was carried out in a batch reactor at 37 degrees C under the following conditions: 500 micromol of soybean oil, molar ratio of omega-3 PUFA concentrate to soybean oil = 1.0-6.0,5.0 mL of heptane, and 30 batch interesterification units of enzyme. After the reaction time of 72 h, modified soybean oil, which contains 34.9% linoleoyl, 10.1% eicosapentaenoyl, and 14.2% docosahexaenoyl moieties, was produced at the molar reactant ratio of 6.0. In this oil, the total omega-3 acyl moiety composition reached 34.1%; the molar ratio of omega-3 to omega-6 acyl moieties was enhanced by five times compared with soybean oil. Compared with palmitic acid, DHA was kinetically six times less reactive, although the EPA was by 16% more reactive.

Publication types

  • Evaluation Study

MeSH terms

  • Animals
  • Catalysis
  • Dietary Fats, Unsaturated / chemical synthesis
  • Docosahexaenoic Acids / chemistry*
  • Eicosapentaenoic Acid
  • Enzymes, Immobilized
  • Esterification
  • Fatty Acids, Unsaturated / chemistry*
  • Fish Oils / chemical synthesis
  • Fish Oils / chemistry
  • Fishes
  • Lipase / chemistry*
  • Models, Chemical
  • Sensitivity and Specificity
  • Soybean Oil / chemical synthesis*
  • Soybean Oil / chemistry

Substances

  • Dietary Fats, Unsaturated
  • Enzymes, Immobilized
  • Fatty Acids, Unsaturated
  • Fish Oils
  • Docosahexaenoic Acids
  • Soybean Oil
  • Eicosapentaenoic Acid
  • Lipozyme
  • Lipase