IP Library Granted Patent US 9,783,860
Granted Patent B2
US 9,783,860 · App. 14/661,000 · Granted Oct 10, 2017

Compositions comprising C5 and C6 oligosaccharides

Inventors: Daniel Clay Floyd (Richmond, VA); Kiran Kadam (Golden, CO); Srinivas Kilambi (Duluth, GA)
Assignee: Renmatix, Inc.
C13K1/02C07H3/02C07H3/06C13B50/00C13K1/04C13K11/00C13K13/00C13K13/002C13K13/007Y02E50/16
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Quick Facts
Patent No.
US 9,783,860
App. No.
14/661,000
Granted
Oct 10, 2017
Kind
B2
Abstract

Compositions comprising C5 and C6 saccharides of varying degrees of polymerization and low levels of undesirable impurities, such as compounds containing sulfur, nitrogen, or metals, are disclosed.

Claims (54)

1. A composition, comprising: a water-soluble C6 oligosaccharide hydrolysate; a water-soluble C6 monosaccharide hydrolysate; and impurities wherein said impurities comprise a total amount by weight, based on total weight of said composition, of less than about 5250 ppm of elements Al, As, B, Ba, Be, Ca, Cd, Co, Cr, Cu, Fe, K, Li, Ma, Mn, Mo, Na, Ni, P, Pb, S, Sb, Se, Si, Sn, Sr, Ti, Tl, V, and Zn, when said composition is measured for all of said elements:

wherein said water-soluble C6 monosaccharide hydrolysate is present at a level of about 5% by weight to about 20% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition; and

wherein said water-soluble C6 oligosaccharide hydrolysate comprises: about 10% by weight to about 25% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of C6 pentasaccharides.

2. The composition of claim 1 , wherein said water-soluble C6 oligosaccharide hydrolysate comprises a C6 oligosaccharide having a degree of polymerization of about 2 to about 15.

3. The composition of claim 1 , wherein said water-soluble C6 oligosaccharide hydrolysate comprises a C6 oligosaccharide having a degree of polymerization of about 2 to about 13.

4. The composition of claim 1 , wherein said water-soluble C6 oligosaccharide hydrolysate comprises a C6 oligosaccharide having a degree of polymerization of about 2 to about 10.

5. The composition of claim 1 , wherein said water-soluble C6 oligosaccharide hydrolysate comprises a C6 oligosaccharide having a degree of polymerization of about 2 to about 6.

6. The composition of claim 1 , wherein said water-soluble C6 monosaccharide hydrolysate is glucose, galactose, mannose, fructose, or a mixture thereof.

7. The composition of claim 1 , wherein aluminum, if present, comprises less than about 10 ppm by weight of the composition.

8. The composition of claim 1 , wherein calcium, if present, comprises less than about 3000 ppm by weight of the composition.

9. The composition of claim 1 , wherein iron, if present, comprises less than about 350 ppm by weight of the composition.

10. The composition of claim 1 , wherein sulfur, if present, comprises less than about 1000 ppm by weight of the composition.

11. The composition of claim 1 , wherein said water-soluble C6 oligosaccharide hydrolysate is processed from lignocellulosic biomass using supercritical, subcritical, or near critical fluid extraction, or a combination thereof.

12. The composition of claim 1 , wherein levels of said elements are measured by inductively coupled plasma emission spectroscopy.

13. The composition of claim 1 , wherein the ratio of the total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate to said elements is greater than about 45:1.

14. The composition of claim 1 , wherein nitrogen, if present, comprises: less than about 1500 mg of nitrogen per kg of total weight of water-soluble C6 saccharides.

15. The composition of claim 1 , wherein the weight ratio of collective mass of hydrogen and nitrogen to mass of carbon present in said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate is less than about 0.14.

16. The composition of claim 1 , wherein aluminum, calcium, iron and sulfur, if present, comprise, based on total weight of said composition, less than about 10 ppm by weight of aluminum; less than about 3000 ppm by weight of calcium; less than about 350 ppm by weight of iron; and less than about 1000 ppm by weight of sulfur.

17. The composition of claim 1 , wherein said water-soluble C6 oligosaccharide hydrolysate further comprises:

about 10% by weight to about 25% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of C6 disaccharides;

about 10% by weight to about 25% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of C6 trisaccharides;

about 10% by weight to about 25% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of C6 tetrasaccharides; and

about 10% by weight to about 50% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of water-soluble C6 saccharides having a degree of polymerization of at least about 6.

18. The composition of claim 17 , wherein said C6 monosaccharides are present at a level of about 7.5% by weight to about 20% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition.

19. The composition of claim 1 , further comprising: about 10% by weight to about 25% by weight, based on total weight of water-soluble C6 saccharides present in said composition, of C6 disaccharides.

20. The composition of claim 1 , further comprising: about 10% by weight to about 25% by weight, based on total weight of water-soluble C6 saccharides present in said composition, of C6 trisaccharides.

21. The composition of claim 1 , further comprising: about 10% by weight to about 25% by weight, based on total weight of water-soluble C6 saccharides present in said composition, of C6 tetrasaccharides.

22. The composition of claim 1 , wherein said C6 pentasaccharides are present at a level of about 10% by weight to about 20% by weight, based on total weight of water-soluble C6 saccharides present in said composition.

23. The composition of claim 1 , further comprising: about 10% by weight to about 50% by weight, based on total weight of water-soluble C6 saccharides present in said composition, of water-soluble C6 saccharides having a degree of polymerization of at least about 6.

24. The composition of claim 1 , wherein said C6 monosaccharides are present at a level of about 7.5% by weight to about 20% by weight, based on total weight of water-soluble C6 saccharides present in said composition.

25. The composition of claim 1 , further comprising water.

26. The composition of claim 1 , wherein said water-soluble C6 oligosaccharide hydrolysate is present at a level of about 80% by weight to about 95% by weight, based on total weight of water-soluble C6 saccharides present in said composition; and wherein said water-soluble C6 oligosaccharides have a degree of polymerization of about 2 to about 15.

27. The composition of claim 26 , wherein said water-soluble C6 oligosaccharide hydrolysate is present at a level of about 80% by weight to about 92.5% by weight, based on total weight of water-soluble C6 saccharides present in said composition.

28. The composition of claim 26 , wherein said C6 monosaccharide hydrolysate is present at a level of about 7.5% by weight to about 20% by weight, based on total weight of water-soluble C6 saccharides present in said composition.

29. The composition of claim 26 , further comprising water.

30. The composition of claim 1 , wherein said water-soluble C6 oligosaccharide hydrolysate further comprises: about 10% by weight to about 25% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of C6 trisaccharides; and

about 10% by weight to about 50% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of water-soluble C6 saccharides having a degree of polymerization of at least about 6.

31. A composition, comprising: a water-soluble C6 oligosaccharide hydrolysate; a water-soluble C6 monosaccharide hydrolysate; and impurities:

wherein said water-soluble C6 monosaccharide hydrolysate is present at a level of about 5% by weight to about 20% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition; and

wherein said water-soluble C6 oligosaccharide hydrolysate comprises: about 10% by weight to about 25% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of C6 pentasaccharides; and

further wherein the impurities comprise, based on total weight of said composition, less than about 10 ppm by weight of aluminum; less than about 3000 ppm by weight of calcium; less than about 350 ppm by weight of iron; and less than about 1000 ppm by weight of sulfur.

32. The composition of claim 31 , further comprising: about 10% by weight to about 25% by weight, based on total weight of water-soluble C6 saccharides present in said composition, of C6 disaccharides.

33. The composition of claim 31 , further comprising: about 10% by weight to about 25% by weight, based on total weight of water-soluble C6 saccharides present in said composition, of C6 trisaccharides.

34. The composition of claim 31 , further comprising: about 10% by weight to about 25% by weight, based on total weight of water-soluble C6 saccharides present in said composition, of C6 tetrasaccharides.

35. The composition of claim 3 , further comprising: about 10% by weight to about 50% by weight, based on total weight of water-soluble C6 saccharides present in said composition, of water-soluble C6 saccharides having a degree of polymerization of at least about 6.

36. A composition, comprising: a water-soluble C6 oligosaccharide hydrolysate; a water-soluble C6 monosaccharide hydrolysate; and impurities;

wherein said water-soluble C6 monosaccharide hydrolysate is present at a level of about 5% by weight to about 20% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition; and

wherein said water-soluble C6 oligosaccharide hydrolysate comprises: about 10% by weight to about 25% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of C6 disaccharides;

about 10% by weight to about 25% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of C6 trisaccharides;

about 10% by weight to about 25% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of C6 tetrasaccharides;

about 10% by weight to about 25% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of C6 pentasaccharides; and

about 10% by weight to about 50% by weight, based on total weight of said water-soluble C6 oligosaccharide hydrolysate and said water-soluble C6 monosaccharide hydrolysate in said composition, of water-soluble C6 saccharides having a degree of polymerization of at least about 6;

and further wherein the impurities comprise, based on total weight of said composition, less than about 10 ppm by weight of aluminum; less than about 3000 ppm by weight of calcium; less than about 350 ppm by weight of iron; and less than about 1000 ppm by weight of sulfur.

37. The composition of claim 36 , wherein the impurities comprise a total amount by weight, based on total weight of said composition, of less than about 5250 ppm of elements Al, As, B, Ba, Be, Ca, Cd, Co, Cr, Cu, Fe, K, Li, Mg, Mn, Mo, Na, Ni, P, Pb, S, Sb, Se, Si, Sn, Sr, Ti, Tl, V, and Zn, when said composition is measured for all of said elements.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 21, 2015
From: FLOYD, DANIEL CLAY; KILAMBI, SRINIVAS; KADAM, KIRAN L.
To: RENMATIX, INC.
Reel/Frame 036609/0590 →
Continuity (6)
Continuation 13649343 · Oct 11, 2012
Provisional Application 61581890 · Dec 30, 2011
Provisional Application 61581907 · Dec 30, 2011
Provisional Application 61581922 · Dec 30, 2011
Provisional Application 61581878 · Dec 30, 2011
Related Publication 20150191500A1 · Jul 9, 2015