Production of oligosaccharides from polysaccharides

Patent metadata

Field	Value
Publication number	US-12492219-B2
Application number	US-202017616554-A
Country	US
Kind code	B2
Filing date	Jun 2, 2020
Priority date	Jun 5, 2019
Publication date	Dec 9, 2025
Grant date	Dec 9, 2025

Abstract

Synthetic oligosaccharides and mixtures thereof which resemble polysaccharides produced by plants, yeast and other fungi, bacteria, and algae are described. The oligosaccharides and compositions provided herein are useful as synbiotics, prebiotics, immune modulators, digestion aids, and food additives.

First claim

What is claimed is:

1 . A composition comprising synthetic oligosaccharides, wherein the synthetic oligosaccharides comprise seven or more oligosaccharide molecules selected from the group consisting of:
Glcβ1-3Glcβ1-4Glcβ1-4Glcβ1-4Glc, Glcβ1-4Glcβ1-3Glcβ1-4Glcβ1-4Glc, Glcβ1-4Glcβ1-4Glcβ1-3Glcβ1-4Glc, Glcβ1-3Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-4Glc, Glcβ1-4Glcβ1-3Glcβ1-4Glcβ1-4Glcβ1-4Glc, Glcβ1-4Glcβ1-4Glcβ1-3Glcβ1-4Glcβ1-4Glc, Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-3Glcβ1-4Glc, and Glcβ1-3Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-3Glc.

2 . The composition of claim 1 , further comprising one or more oligosaccharide molecules selected from the group consisting of:
Glcβ1-4Glcβ1-3Glc, Glcβ1-3Glcβ1-4Glc, Glcβ1-3Glcβ1-4Glcβ1-4Glc, Glcβ1-4Glcβ1-3Glcβ1-4Glc, Glcβ1-4Glcβ1-4Glcβ1-3Glc, Glcβ1-3Glcβ1-4Glcβ1-3Glc, Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-3Glc, and Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-3Glc.

3 . The composition of claim 2 , further comprising:
Glcβ1-4Glcβ1-3Glc, Glcβ1-3Glcβ1-4Glc, Glcβ1-3Glcβ1-4Glcβ1-4Glc, Glcβ1-4Glcβ1-3Glcβ1-4Glc, Glcβ1-4Glcβ1-4Glcβ1-3Glc, Glcβ1-3Glcβ1-4Glcβ1-3Glc, Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-3Glc, and Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-3Glc.

4 . The composition of claim 1 , further comprising any 7 or more of the oligosaccharide molecules of:
Glcβ1-4Glcβ1-3Glc, Glcβ1-3Glcβ1-4Glc, Glcβ1-3Glcβ1-4Glcβ1-4Glc, Glcβ1-4Glcβ1-3Glcβ1-4Glc, Glcβ1-4Glcβ1-4Glcβ1-3Glc, Glcβ1-3Glcβ1-4Glcβ1-3Glc, Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-3Glc, and Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-4Glcβ1-3Glc.

5 . The composition of claim 1 , wherein the synthetic oligosaccharides are derived from depolymerization of β-glucan, lichenan, oat bran, wheat bran, or any combination thereof.

6 . The composition of claim 5 , wherein the depolymerization comprises oxidative treatment with hydrogen peroxide and a transition metal or alkaline earth metal, followed by based induced cleavage.

7 . The composition of claim 1 , wherein the synthetic oligosaccharides are present in an amount of 90 wt. % to 99 wt. %, based on total weight of oligosaccharides in the composition.

8 . The composition of claim 1 , wherein the composition is in a form of a foodstuff, a nutritional supplement, a synbiotic, an excipient, or a pharmaceutical product.

9 . The composition of claim 1 , further comprising one or more xylose-containing oligosaccharide molecules selected from the group consisting of:
(Araα1-3)Xylβ1-4Xyl, Xylβ1-4 (Araα1-3)Xyl, ((Araα1-2) (Araα1-3))Xyl, Xylβ1-4Xylβ1-4Xyl, (Araα1-3)Xylβ1-4Xylβ1-4Xyl, Xylβ1-4 (Araα1-3)Xylβ1-4Xyl, Xylβ1-4Xylβ1-4 (Araα1-3)Xyl, (Araα1-3)Xylβ1-4 (Araα1-3)Xyl, ((Araα1-2) (Araα1-3))Xylβ1-4Xyl, Xylβ1-4 ((Araα1-2) (Araα1-3))Xyl, Xylβ1-4Xylβ1-4Xylβ1-4Xyl, Xylβ1-4 [Xylβ1-4] 3 Xyl, Xylβ1-4 [Xylβ1-4] 4 Xyl, Xylβ1-4 [Xylβ1-4] 5 Xyl, or Xylβ1-4 [Xylβ1-4] 6 Xyl.

10 . The composition of claim 9 , wherein the synthetic oligosaccharides are selected from of any 2 or more of the xylose-oligosaccharide molecules.

11 . The composition of claim 9 , wherein the synthetic oligosaccharides are selected from of any 3 or more of the xylose-oligosaccharide molecules.

12 . The composition of claim 9 , wherein the synthetic oligosaccharides are selected from of any 4 or more of the xylose-oligosaccharide molecules.

13 . The composition of claim 9 , wherein the synthetic oligosaccharides are selected from of any 10 or more of the xylose-oligosaccharide molecules.

Assignees

• Univ California

Inventors

• Lebrilla Carlito B
• German Bruce
• Amicucci Matthew J
• Nandita Eshani
• Castillo Juan
• Mills David A

Classifications

• A23L33/21

  Addition of substantially indigestible substances, e.g. dietary fibres · CPC title

• C08B37/0057

  beta-D-Xylans, i.e. xylosaccharide, e.g. arabinoxylan, arabinofuronan, pentosans; (beta-1,3)(beta-1,4)-D-Xylans, e.g. rhodymenans; Hemicellulose; Derivatives thereof · CPC title

• C08B37/0087

  Glucomannans or galactomannans; Tara or tara gum, i.e. D-mannose and D-galactose units, e.g. from Cesalpinia spinosa; Tamarind gum, i.e. D-galactose, D-glucose and D-xylose units, e.g. from Tamarindus indica; Gum Arabic, i.e. L-arabinose, L-rhamnose, D-galactose and D-glucuronic acid units, e.g. from Acacia Senegal or Acacia Seyal; Derivatives thereof · CPC title

• C08B37/0024

  beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof · CPC title

• C08L5/00

  Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00 · CPC title