Oxidoreductase enzyme stabilized highly unsaturated fatty acids and derivatives of such acids

• US 4,963,368 A
• Filed: 04/18/1988
• Issued: 10/16/1990
• Est. Priority Date: 04/18/1988
• Status: Expired due to Fees

• Current Assignee: Nabisco Technology Company
• Original Assignee: Nabisco Foods Company Limited (Mondelez International, Inc.)
• Inventors: Antrim, Richard L., Taylor, James B., Lloyd, Norman E.
• Primary Examiner(s): Stone, Jacqueline
• Assistant Examiner(s): Witz, Jean C.
• Application Number:
  US07/182,629
• Time in Patent Office: 911 Days
• Field of Search: 424/94.2, 424/94.3, 424/94.4, 424/491, 424/492, 424/493, 424/498, 424/494, 435/207, 426/10, 426/61
• US Class Current: 424/498
• CPC Class Codes: A23L 3/3571 Microorganisms; Enzymes
• CPC Class Codes: A23P 10/30 Encapsulation of particles, e.g. foodstuff additives
• CPC Class Codes: A61K 31/20 having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
• CPC Class Codes: A61K 9/5057 Gelatin
• CPC Class Codes: A61K 9/5063 Compounds of unknown constitution, e.g. material from plants or animals oils, fats, waxes, shellac A61K9/5015
• CPC Class Codes: C07C 51/50 Use of additives, e.g. for stabilisation

Abstract

Highly unsaturated fatty acid compounds, and derivatives thereof, are stabilized against oxidation with a water activated oxidoreductase enzyme. The fatty acid containing component is preferably microencapsulated in a wall member which comprises the enzyme.

Claims

1. A stabilized fish oil composition comprising microspheres of a hydrophilic colloid as the wall forming member encapsulating at least one unsaturated compound selected from the group consisting of fatty acids and food grade derivatives thereof having at least three to six unsaturated carbon to carbon double bonds, said wall member containing at least one water activated oxidoreductase enzyme and a substrate donor therefore in amounts effective to stabilize said unsaturated compound.

2. A composition as in claim 1 wherein the hydrocolloid is selected from the group consisting of gelatin, alginates, albumin, casein, agar-agar, gum arabic, pectin and starch.

3. A composition as in claim 2 in which said hydrocolloid is cross-linked.

4. A composition as in claim 3 wherein said unsaturated compound is encapsulated in microspheres having an average particle size of about 20 to 500 microns.

5. A composition as in claim 4 wherein said wall members are about 0.5 to 10 microns thick.

6. A composition as in claim 4 wherein said wall members comprise gelatin as the primary wall forming member thereof.

7. A composition as in claim 6 wherein said microcapsules comprise about 80 to 95 weight % of compositions comprising said unsaturated compound based on the total weight of the microspheres.

8. A composition as in claim 6 in which said unsaturated compound has at least five of said unsaturated bonds.

9. A composition as in claim 6 wherein said unsaturated compound comprises cis-5,8,11,14,17-eicosapentaenoic acid or a derivative thereof.

10. A composition as in claim 6 wherein said unsaturated compound comprises cis-4,7,10,13,16,19-docosahexaenoic acid or a derivative thereof.

11. A composition as in claim 6 in which said enzyme and substrate is selected from the group consisting of D-amino acid oxidase and D-amino acid, choline oxidase and choline, cytochrome C oxidase and cytochrome C, glucose oxide and beta-D-glucose, L-lactate 2-monooxygenase and L-lactate and oxalate oxidase and oxalate.

12. A composition as in claim 6 in which said enzyme comprises D-amino acid oxidase and the substrate is D-amino acid.

13. A composition as in claim 6 in which said enzyme comprises choline oxidase and the substrate is choline.

14. A composition as in claim 6 in which said enzyme comprises cytochrome C oxidase and the substrate is cytochrome C.

15. A composition as in claim 6 in which said enzyme comprises glucose oxidase and the substrate is beta-D-glucose.

16. A composition as in claim 6 in which said enzyme comprises L-lactate 2-monooxygenase and the substrate is L-lactate.

17. A composition as in claim 6 in which said enzyme comprises oxalate oxidase and the substrate is oxalate.

18. A process for stabilizing fish oil having an unsaturated compound of at least five carbon to carbon double bonds therein against oxidation of said double bonds which comprises microencapsulating said unsaturated compound with a hydrophilic colloid as the wall forming material, stabilizing said compound, during the desired period of stabilization, with anti-oxidation and stabilizing effective amounts of at least one water activated oxidoreductase enzyme and a substrate donor therefor placed within said walls of hydrophilic material.

19. A process as in claim 18 in which said enzyme is adapted to produce hydrogen peroxide upon the reaction of oxygen with said substrate.

20. A process as in claim 19 in which said catalase is employed with said enzyme to scavenge said hydrogen peroxide.

21. A process as in claim 20 in which said enzyme is selected from the group consisting of glucose oxidase, choline oxidate, oxalate oxidase and D-amino acid oxidase.

22. A process as in claim 18 in which said oxidoreductase enzyme is used with a substrate that is regenerated in-situ during such process.

23. A process as in claim 22 which employs cytochrome C oxidase and cytochrome C reductase.