COMPOSITIONS AND METHODS FOR MAKING AND MODIFYING OILS

• US 20160168604A1
• Filed: 12/11/2015
• Published: 06/16/2016
• Est. Priority Date: 09/10/2004
• Status: Active Grant

• Current Assignee: DSM IP Assets BV (DSM-Firmenich AG)
• Original Assignee: DSM IP Assets BV (DSM-Firmenich AG)
• Inventors: LAM, David, WEINER, David, HITCHMAN, Tim S., BARTON, Nelson R., LYON, Jonathan D.
• Granted Patent: US 9,499,844 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C12P 7/6418 by hydrolysis of fatty acid esters
• CPC Class Codes: C12P 7/6427 Polyunsaturated fatty acids [PUFA], i.e. having two or more double bonds in their backbone
• CPC Class Codes: C12P 7/6431 Linoleic acids [18:2[n-6]]
• CPC Class Codes: C12P 7/6432 Eicosapentaenoic acids [EPA]
• CPC Class Codes: C12P 7/6434 Docosahexenoic acids [DHA]
• CPC Class Codes: C12P 7/6445 Glycerides
• CPC Class Codes: C12P 7/6454 by esterification
• CPC Class Codes: C12P 7/6458 by transesterification, e.g. interesterification, ester interchange, alcoholysis or acidolysis
• CPC Class Codes: C12P 7/6472 containing polyunsaturated fatty acid [PUFA] residues, i.e. having two or more double bonds in their backbone
• CPC Class Codes: C12P 7/6481 Phosphoglycerides phosphoglycerides having carboxylic acids with less than seven carbon atoms C12P7/62
• CPC Class Codes: C12P 7/649 Biodiesel, i.e. fatty acid alkyl esters
• CPC Class Codes: Y02E 50/10 Biofuels, e.g. bio-diesel

Abstract

The invention provides novel methods for making or modifying oils, e.g., plant animal or microbial oils, such as vegetable oils or related compounds, that are low in a particular fatty acid(s), for example, low linoleic oils, linolenic oils, low palmitic oils, low stearic oils or oils low in a combination thereof.

Claims

1. A method for generating one or more fatty acid species comprising

(a) providing an oil or a lipid comprising at least one species of fatty acid;

(b) providing a lipase that is at least 95% identical to the amino acid sequence as set forth in SEQ ID NO;

1160, SEQ ID NO;

1166, SEQ ID NO;

1170, SEQ ID NO;

1172 or SEQ ID NO;

1176; and

(c) contacting the oil or lipid of (a) with the enzyme of (b) under conditions wherein the enzyme selectively hydrolyzes at least one fatty acid species molecule from the oil or lipid, thereby releasing the fatty acid species from the oil or lipid and generating the fatty acid species.

2. The method of claim 1, wherein the lipase hydrolyzes all of the fatty acid species in the oil or lipid, thereby producing an oil or lipid completely lacking the fatty acid species of (a).

3. The method of claim 2, wherein the oil is derived from a plant oil, a high phosphorous oil, a soy oil, a canola oil, a palm oil, a cottonseed oil, a corn oil, a palm kernel-derived oil, a rice bran oil, a coconut oil, a peanut oil, a sesame oil, a fish oil, an algae oil, a sunflower oil, an essential oil, a fruit seed oil, a grapeseed oil, an apricot oil, or a borage oil.

4. The method of claim 2, wherein the lipid comprises a 5 glyceride, a glycolipid, a phospholipid, a sphingolipid, a coenzyme A, an oxidized lipid or an ether lipid.

5. The method of claim 2, wherein the at least one species of fatty acid of step (a) is linoleic acid (cis-9, cis-12-octadecadienoic acid), linolenic acid, palmitic acid or stearic acid.

6. The method of claim 2, wherein the at least one species of fatty acid of step (a) is a saturated fatty acid.

7. The method of claim 2, wherein the at least one species of fatty acid of step (a) is a monoenoic fatty acid.

8. The method of claim 2, wherein the at least one species of fatty acid of step (a) is a polyenoic fatty acid (polyunsaturated fatty acid, or PUFA).

9. The method of claim 2, wherein the at least one species of fatty acid of step (a) is a branched chain fatty acid, a branched methoxy fatty acid, a ring-containing fatty acid, an acetylenic fatty acid, a hydroxy fatty acid, a fatty acid amide, a keto fatty acid or a halogenated fatty acid.

10. The method of claim 2, wherein the enzyme capable of selectively hydrolyzing the fatty acid species of (a) is a hydrolase, a lipase, a phospholipase, an esterase, an oxidoreductase, a chlorophyllase or a glycosidase.

11. The method of claim 2, wherein contacting conditions comprise reaction conditions comprising a pH in the range of about 4 to about 10.

12. The method of claim 2, further comprising removing from the oil the hydrolyzed fatty acid.

13. The method of claim 2, wherein the enzyme is added to the oil before, during or after a degumming step, or any combination thereof.

14. The method of claim 2, wherein the oil or lipid of (a) is comprises a waste stream, a restaurant grease, an animal processing by-product, an animal feed bypass fat, or an impure or mixed source of plant, animal, microbial oil.

15. The method of claim 2, wherein the provided enzyme specifically hydrolyzes fatty acids having various degrees of saturation.

16. The method of claim 2, wherein the provided enzyme has mono-, di-, or triglyceride selectivity to fatty acids.

17. The method of claim 2, wherein the provided enzyme has cis- versus trans-fatty acid specificity.

18. The method of claim 2, wherein the provided enzyme has conjugated versus unconjugated fatty acid specificity.

19. The method of claim 2, wherein the provided enzyme has fatty acid chain length specificity.

20. The method of claim 2, wherein the provided enzyme specifically hydrolyzes oxidized lipids or non-oxidized lipids.