IP Library Granted Patent US 10,499,673
Granted Patent B2
US 10,499,673 · App. 15/171,886 · Granted Dec 10, 2019

Method for processing crustaceans to produce low fluoride/low trimethyl amine products thereof

Inventors: Inge Bruheim (Volda, NO); Stig Rune Remoy (Fosnavaag, NO); John Cameron (Alesund, NO)
Assignee: Rimfrost Technologies AS
A23L17/40A23D9/007A23D9/013A23D9/02A23J1/04A23J3/34A23K20/158A23L5/23A23L5/25A23L17/65A23L33/115A23L33/18C11B1/025C11B1/10C11B1/104A23V2002/00Y02P20/544
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Quick Facts
Patent No.
US 10,499,673
App. No.
15/171,886
Granted
Dec 10, 2019
Kind
B2
Abstract

The present invention contemplates the creation of a low fluoride crustacean oil processed from a phospholipid-protein complex (PPC) formed immediately upon a crustacean (i.e., for example, krill) catch. Further, the crustacean oil may also have reduced trimethyl amine and/or trimethyl amino oxide content. The process comprises disintegrating the crustaceans into smaller particles, adding water, heating the result, adding enzyme(s) to hydrolyze the disintegrated material, deactivating the enzyme(s), removing solids from the enzymatically processed material to reduce fluoride content of the material, separating and drying the PPC material. Then, using extraction with supercritical CO 2 or supercritical dimethyl ether, and/or ethanol as solvents, krill oil, inter alia, is separated from the PPC. In the extraction the krill oil can be separated almost wholly from the feed material.

Claims (33)

1. An extracted crustacean oil composition comprising a total phospholipid content ranging between 39-52 wt % of said composition and less than 1 mg N-trimethylamine/100 g, wherein said total phospholipid content comprises approximately 65 wt % phosphatidylcholine.

2. The crustacean oil composition of claim 1 , further comprising approximately 1.4-4.9 wt % phosphatidylethanolamine and less than approximately 2.4 wt % lysophosphatidylcholine of said total phospholipid content.

3. The crustacean oil composition of claim 1 , further comprising, triglycerides, neutral lipids, and approximately 20-30 wt % polyunsaturated omega-3 fatty acids.

4. The crustacean oil composition of claim 1 , further comprising approximately 12 wt % eicosapentaenoic fatty acid.

5. The crustacean oil composition of claim 1 , further comprising approximately 6 wt % docosahexaenoic fatty acid.

6. The crustacean oil composition of claim 1 , further comprising at least 115 mg/kg astaxanthin.

7. The crustacean oil composition of claim 1 , wherein said crustacean oil composition is a krill oil.

8. The crustacean oil composition of claim 1 , wherein said crustacean oil comprises less than approximately 0.5 ppm fluoride.

9. The crustacean oil of claim 1 , wherein said clear red color results from a minimal formation of a dark brown color.

10. The crustacean oil of claim 9 , wherein said minimal formation of said dark brown color is due to tertiary oxidation product formation or astaxanthin degradation.

11. The crustacean oil composition of claim 1 , wherein said composition has a clear red color.

12. The crustacean oil composition of claim 1 , wherein said crustacean oil composition is an 80-90% efficient extraction product of a crustacean phospholipid-protein complex (PPC).

13. The crustacean oil composition of claim 12 , wherein said PPC comprises approximately 2 wt % polyunsaturated omega-6 fatty acids.

14. The crustacean oil composition of claim 12 , wherein said PPC comprises a peroxide level of less than 0.1% (mEq/kg).

15. The crustacean oil composition of claim 12 , wherein said PPC comprises a cholesterol level of between approximately 1-2% (w/w).

16. The crustacean oil composition of claim 12 , wherein said PPC comprises a cholesterol ester of less than 0.5% (w/w).

17. An extracted crustacean oil comprising at least 40 wt % total phospholipids and less than 20 mg N-trimethylamine oxide/100 g of said crustacean oil and less than 1 mg N-trimethylamine/100 g of said crustacean oil, wherein said total phospholipids comprise at least 75 wt % phosphatidylcholine and at least 2% phosphatidylethanolamine of the total phospholipids.

18. The crustacean oil composition of claim 17 , wherein said trimethylamine is less than approximately 0.001% (w/w).

19. The crustacean oil composition of claim 17 , wherein said trimethylamine oxide is less than approximately 0.02% (w/w).

20. The crustacean oil composition of claim 17 , further comprising triglycerides, neutral lipids and approximately 20-30 wt % polyunsaturated omega-3 fatty acids.

21. The crustacean oil composition of claim 17 , further comprising approximately 12 wt % eicosapentaenoic fatty acid.

22. The crustacean oil composition of claim 17 , further comprising approximately 6 wt % docosahexaenoic fatty acid.

23. The crustacean oil composition of claim 17 , further comprising at least 115 mg/kg astaxanthin.

24. The crustacean oil composition of claim 17 , wherein said crustacean oil composition is a krill oil.

25. The crustacean oil composition of claim 17 , wherein said crustacean oil comprises less than approximately 0.5 ppm fluoride.

26. The crustacean oil composition of claim 17 , wherein said crustacean oil composition has a clear red color.

27. The crustacean oil of claim 26 , wherein said clear red color results from a minimal formation of a dark brown color.

28. The crustacean oil of claim 27 , wherein said minimal formation of said dark brown color is due to tertiary oxidation product formation or astaxanthin degradation.

29. The crustacean oil composition of claim 17 , wherein said crustacean oil composition is an 80-90% efficient extraction product of a crustacean phospholipid-protein complex (PPC).

30. The crustacean oil composition of claim 29 , wherein said PPC comprises approximately 2 wt % polyunsaturated omega-6 fatty acids.

31. The crustacean oil composition of claim 29 , wherein said PPC comprises a peroxide level of less than 0.1% (mEq/kg).

32. The crustacean oil composition of claim 29 , wherein said PPC comprises a cholesterol level of between approximately 1-2% (w/w).

33. The crustacean oil composition of claim 29 , wherein said PPC comprises a cholesterol ester of less than 0.5% (w/w).

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 9, 2017
From: RIMFROST AS
To: RIMFROST TECHNOLOGIES AS
Reel/Frame 041218/0385 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 28, 2016
From: BRUHEIM, INGE; GRIINARI, MIKKO; ERVIK, JON REIDAR; REMOY, STIG RUNE; REMOY, EVEN; CAMERON, JOHN
To: RIMFROST AS
Reel/Frame 039027/0069 →
Priority Claims (1)
NO 20083906 · Sep 12, 2008 · national
Continuity (4)
Continuation 14370324
Continuation In Part 13342664 · Jan 3, 2012
Continuation In Part 13063488
Related Publication 20160345616A1 · Dec 1, 2016