Enzymatic modification of oil

Patent metadata

Field	Value
Publication number	US-10415065-B2
Application number	US-201815863058-A
Country	US
Kind code	B2
Filing date	Jan 5, 2018
Priority date	Jul 12, 2007
Publication date	Sep 17, 2019
Grant date	Sep 17, 2019

Abstract

The disclosed subject matter relates generally to a method for modifying oil, and specifically to a process for increasing the concentration of polyunsaturated fatty acid in an oil composition.

First claim

What is claimed is:

1. A modified oil prepared by
(a) contacting an unmodified oil with an aqueous solution of Thermomyces lanuginosus lipase at a time and temperature sufficient to hydrolyze at least a portion of the glyceride and thereby provide a composition comprising a saturated fatty acid fraction and a hydrolyzed glyceride fraction;
(b) separating at least a portion of the free saturated fatty acid fraction from the hydrolyzed glyceride fraction; and
(c) esterifying, in the presence of a second lipase, the hydrolyzed glyceride fraction from step b) with a polyunsaturated fatty acid or ethyl ester thereof,
wherein the glyceride, after step c), comprises a higher concentration of polyunsaturated fatty acid than the unmodified oil.

2. A composition comprising an oil, wherein the oil comprises greater than about 40% omega-3 polyunsaturated fatty acids, from about 18% to about 45% saturated fatty acids, from about 1% to about 15% C18:1 fatty acid, from about 0% to about 10% C16:1 fatty acid, and from about 60% to about 80% of triglycerides, based on the total weight of the oil, wherein the oil has an EPA/DHA ratio of less than about 1:40, and wherein the oil is an algal oil.

3. The composition of claim 2 , wherein the oil comprises from about 50% to about 80% omega-3 polyunsaturated fatty acids, based on the total weight of the oil.

4. The composition of claim 2 , wherein the oil comprises from about 22% to about 25% saturated fatty acids, based on the total weight of the oil.

5. The composition of claim 2 , wherein the oil comprises from about 1% to about 6% C18:1 fatty acid, based on the total weight of the oil.

6. The composition of claim 2 , wherein the oil comprises from about 6% to about 15% C18:1 fatty acid, based on the total weight of the oil.

7. The composition of claim 2 , wherein the oil comprises from about 0% to about 7% C16:1 fatty acid, based on the total weight of the oil.

8. The composition of claim 2 , wherein the oil comprises from about 5% to about 10% C16:1 fatty acid, based on the total weight of the oil.

9. The composition of claim 2 , wherein the oil has an EPA/DHA ratio of less than about 1:15.

10. The modified oil of claim 1 , wherein the unmodified oil used in the process comprises at least one diglyceride or triglyceride.

11. The modified oil of claim 1 , wherein the process further comprises contacting the unmodified oil with a buffer solution of about pH 10 prior to the contacting step a).

12. The modified oil of claim 1 , wherein the process further comprises contacting the unmodified oil with water prior to the contacting step a).

13. The modified oil of claim 1 , the process further comprising after the contacting step a) and prior to the separating step b), sealing the oil composition and Thermomyces lanuginosus lipase in an inert or substantially inert atmosphere.

14. The modified oil of claim 1 , the process further comprising after the contacting step a) and prior to the separating step b), agitating the contacted oil composition and Thermomyces lanuginosus lipase.

15. The modified oil of claim 1 , the process further comprising after the contacting step a) and prior to the separating step b), washing at least one of the hydrolyzed glyceride fraction, the free saturated fatty acid fraction, or the oil composition with water.

16. The modified oil of claim 1 , wherein the Thermomyces lanuginosus lipase used in the process is in the form of a phosphate buffered solution of pH about 7.2.

17. The modified oil of claim 1 , wherein the Thermomyces lanuginosus lipase used in the process is immobilized.

18. The modified oil of claim 17 , wherein the Thermomyces lanuginosus lipase used in the process is immobilized on a food grade matrix.

19. The modified oil of claim 1 , wherein the separating in step (b) of the process comprises distilling the free fatty acid fraction.

20. The modified oil of claim 1 , wherein the Thermomyces lanuginosus lipase is used in the process in an amount of from about 0.0001 to about 5% by weight of the total oil composition.

21. The modified oil of claim 1 , wherein in step b) of the process the saturated fatty acid fraction is separated from the hydrolyzed glyceride fraction by molecular distillation.

22. The modified oil of claim 1 , wherein in step b) of the process the saturated fatty acid fraction is separated from the hydrolyzed glyceride fraction by short path molecular distillation.

23. The modified oil of claim 1 , wherein in step b) of the process the saturated fatty acid fraction is separated from the hydrolyzed glyceride fraction by wiped film evaporation.

24. The modified oil of claim 1 , wherein the second lipase used in the process comprises Candida antarctica lipase B.

25. The modified oil of claim 1 , wherein step c) of the process is under anhydrous conditions.

26. The modified oil of claim 1 , wherein step c) of the process is in the absence of an organic solvent.

27. The modified oil of claim 1 , wherein step c) of the process is in the presence of an organic solvent.

28. The modified oil of claim 1 , wherein the second lipase used in the process is immobilized.

29. The modified oil of claim 28 , wherein the second lipase used in the process is immobilized on a food grade matrix.

30. The modified oil of claim 1 , wherein the polyunsaturated fatty acid or ethyl ester thereof in step (c) of the process comprises one or more of eicosapentaenoic acid, docosahexaneoic acid, or docosapentaenoic acid.

31. The modified oil of claim 1 , wherein the unmodified oil used in the process comprises a crude oil, a semi-refined oil, a refined oil, or a re-esterified oil.

Assignees

• Dsm Nutritional Products Ag
• Dsm Ip Assets Bv

Inventors

• Kralovec Jaroslav A
• Wang Weijie
• Barrow James Colin

Classifications

• C12P7/6418 Primary

  by hydrolysis of fatty acid esters · CPC title

• C11C1/045

  using enzymes or microorganisms, living or dead · CPC title

• C12P7/6409 Primary

  Fatty acids · CPC title

• C12P7/6445

  Glycerides · CPC title

• Y02E50/13

  Cross-Sectional Technologies · mapped topic