IP Library › Granted Patent US 10,337,042
Granted Patent B2
US 10,337,042 · App. 15/923,957 · Granted Jul 2, 2019

Method for producing galactooligosaccharides from lactose

Inventor: Stephen Tomiuk (Abbotsford, CA)
Assignee: Vitalus Nutrition Inc.
C12P19/14A23K20/163A23L33/21A23L33/24C07H3/06C12P19/02A23V2002/00
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Quick Facts
Patent No.
US 10,337,042
App. No.
15/923,957
Granted
Jul 2, 2019
Kind
B2
Abstract

Methods are disclosed for the enzymatic preparation of galactooligosaccharide (GOS) from lactose using two different microbial lactase enzymes to maximize the extent of transgalactosylation during the digestion of lactose. Methods are also disclosed for avoiding the turbidity of a solution comprising GOS and lactose as it is adjusted for incubation with a yeast neutral lactase.

Claims (275)

1. A galactooligosaccharide (GOS) composition comprising:

galactose;

glucose;

β-D-Galp-(1→3)-D-Galp;

β-D-Galp-(1→6)-D-Galp;

β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-DGlcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp.

2. A dietary supplement comprising a galactooligosaccharide (GOS) composition as defined in claim 1 .

3. A food item comprising a galactooligosaccharide (GOS) composition as defined in claim 1 .

4. The GOS composition of claim 1 , wherein the GOS composition is essentially free of one or more of:

β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-D-Galp;

β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→3)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→4)-[β-D-Galp-(1→4)-β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→6)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→3)-[β-DGalp-(1→6)-]β-D-Galp-(1→4)-D-Glcp.

5. The GOS composition of claim 1 , wherein essentially all tetrasaccharides in a tetrasaccharide fraction of the GOS composition include a β-D-Galp-(1→6)- linkage.

6. The GOS composition of claim 1 , wherein a tetrasaccharide fraction of the GOS composition consists essentially of:

β-D-Galp-(1→6)-β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp.

7. The GOS composition of claim 4 , wherein essentially all tetrasaccharides in a tetrasaccharide fraction of the GOS composition include a β-D-Galp-(1→6)- linkage.

8. The GOS composition of claim 1 , wherein essentially all trisaccharides in a trisaccharide fraction of the GOS composition are linear.

9. The GOS composition of claim 1 , wherein a trisaccharide fraction of the GOS composition consists essentially of:

β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp.

10. The GOS composition of claim 8 , wherein each trisaccharide in the trisaccharide fraction terminates with a β-D-Galp-(1→4)-D-Glcp linkage.

11. The GOS composition of claim 4 , wherein each trisaccharide in a trisaccharide fraction of the GOS composition terminates with a β-D-Galp-(1→4)-D-Glcp linkage.

12. The GOS composition of claim 1 , wherein each trisaccharide in a trisaccharide fraction of the GOS composition terminates with a β-D-Galp-(1→4)-D-Glcp linkage.

13. The GOS composition of claim 4 , wherein a trisaccharide fraction of the GOS composition consists essentially of:

β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp.

14. The GOS composition of claim 5 , wherein each trisaccharide in a trisaccharide fraction of the GOS composition terminates with a β-D-Galp-(1→4)-D-Glcp linkage.

15. The GOS composition of claim 6 , wherein each trisaccharide in a trisaccharide fraction of the GOS composition terminates with a β-D-Galp-(1→4)-D-Glcp linkage.

16. The GOS composition of claim 5 , wherein a trisaccharide fraction of the GOS composition consists essentially of:

β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp.

17. The GOS composition of claim 6 , wherein a trisaccharide fraction of the GOS composition consists essentially of:

β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp.

18. The GOS composition of claim 5 , wherein essentially all trisaccharides in a trisaccharide fraction of the GOS composition are linear.

19. The GOS composition of claim 18 , wherein each trisaccharide in the trisaccharide fraction of the GOS composition terminates with a β-D-Galp-(1→4)-D-Glcp linkage.

20. The GOS composition of claim 6 , wherein essentially all trisaccharides in a trisaccharide fraction of the GOS composition are linear.

21. The GOS composition of claim 20 , wherein each trisaccharide in the trisaccharide fraction of the GOS composition terminates with a β-D-Galp-(1→4)-D-Glcp linkage.

22. The GOS composition of claim 5 , wherein the GOS composition is essentially free of one or more of:

β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-D-Galp;

β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→3)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→4)-[β-D-Galp-(1→4)-β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→6)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→3)-[β-DGalp-(1→6)-]β-D-Galp-(1→4)-D-Glcp.

23. The GOS composition of claim 6 , wherein the GOS composition is essentially free of one or more of:

β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-D-Galp;

β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→3)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→4)-[β-D-Galp-(1→4)-β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→6)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→3)-[β-DGalp-(1→6)-]β-D-Galp-(1→4)-D-Glcp.

24. The GOS composition of claim 8 , wherein the GOS composition is essentially free of one or more of:

β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-D-Galp;

β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→3)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→4)-[β-D-Galp-(1→4)-β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→6)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→3)-[β-DGalp-(1→6)-]β-D-Galp-(1→4)-D-Glcp.

25. The GOS composition of claim 9 , wherein the GOS composition is essentially free of one or more of:

β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-D-Galp;

β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→3)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→4)-[β-D-Galp-(1→4)-β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→6)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→3)-[β-DGalp-(1→6)-]β-D-Galp-(1→4)-D-Glcp.

26. The GOS composition of claim 10 , wherein the GOS composition is essentially free of one or more of:

β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-D-Galp;

β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→3)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→4)-[β-D-Galp-(1→4)β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→6)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→3)-[β-DGalp-(1→6)-]β-D-Galp-(1→4)-D-Glcp.

27. The GOS composition of claim 12 , wherein the GOS composition is essentially free of one or more of:

β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-D-Galp;

β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→3)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→4)-[β-D-Galp-(1→4)-β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→6)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→3)-[β-DGalp-(1→6)-]β-D-Galp-(1→4)-D-Glcp.

28. The GOS composition of claim 14 , wherein the GOS composition is essentially free of one or more of:

β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-D-Galp;

β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→3)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→4)-[β-D-Galp-(1→4)-β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→4)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→2)-[β-D-Galp-(1→6)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→6)-[β-D-Galp-(1→2)-]D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→3)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-Galp-(1→2)-D-Glcp;

β-D-Galp-(1→3)-β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp; and

β-D-Galp-(1→3)-[β-DGalp-(1→6)-]β-D-Galp-(1→4)-D-Glcp.

29. The food item of claim 3 , wherein the food item is animal feed.

30. A dietary supplement comprising a galactooligosaccharide (GOS) composition as defined in claim 5 .

Assignments (2)
SECURITY INTEREST Recorded Apr 24, 2025
From: VITALUS NUTRITION INC.
To: TSX TRUST COMPANY
Reel/Frame 070940/0880 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 15, 2020
From: TOMIUK, STEPHEN
To: VITALUS NUTRITION INC.
Reel/Frame 054650/0222 →
Continuity (4)
Continuation In Part PCTCA2017050042 · Jan 12, 2017
Continuation In Part PCTCA2017051598 · Dec 22, 2017
Provisional Application 62277838 · Jan 12, 2016
Related Publication 20180201965A1 · Jul 19, 2018