IP Library Granted Patent US 10,034,927
Granted Patent B2
US 10,034,927 · App. 15/258,417 · Granted Jul 31, 2018

Methods and compositions relating to synthetic beta-1,6 glucosamine oligosaccharides

Inventors: Gerald B. Pier (Brookline, MA); Nikolay Nifantiev (Moscow, RU); Yury Tsvetkov (Moscow, RU); Marina Gening (Moscow, RU)
Assignee: The Brigham and Women's Hospital, Inc.
A61K39/085A61K47/646A61K47/6415C07C327/32C07D207/46C07H3/06C07K16/1232C07K16/1271A61K2039/55A61K2039/552A61K2039/575A61K2039/6037C07K2317/33
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Quick Facts
Patent No.
US 10,034,927
App. No.
15/258,417
Granted
Jul 31, 2018
Kind
B2
Abstract

The invention relates to the compositions of synthetic oligo-β-(1→6)-2-amino-2-deoxy-D-glu-copyranosides conjugated to carriers, and methods for making and use same.

Claims (21)

1. A method for stimulating an immune response in a subject comprising

administering to a subject in need thereof an oligosaccharide-carrier conjugate comprising an oligosaccharide conjugated to a carrier through a linker that is

wherein the linker is O-linked to the oligosaccharide and N-linked to the carrier, wherein n is greater than 1, m is a number selected from 1 to 10, p is a number selected from 1 to 20, and R is H or an alkyl group, wherein the oligosaccharide comprises a beta-1,6-glucosamine polymer, having a length of at least two monomeric units, wherein the oligosaccharide is 0-40% acetylated,

in an amount effective to stimulate an immune response in the subject.

2. The method of claim 1 , wherein the subject is a human.

3. The method of claim 1 , wherein the subject is non-human.

4. The method of claim 1 , further comprising isolating antibodies or antibody-forming cells from the subject.

5. The method of claim 1 , wherein the oligosaccharide is 5-11 monomers in length.

6. The method of claim 5 , wherein the carrier is tetanus toxoid.

7. The method of claim 6 , wherein the conjugate has an oligosaccharide to carrier ratio in the range of 10:1 to 50:1.

8. A method for preventing an infection in a subject comprising administering to a subject having or at risk of developing an infection of a bacterial species that produces poly-N-acetyl glucosamine (PNAG) an effective amount for inducing an immune response of an oligosaccharide-carrier conjugate comprising an oligosaccharide conjugated to a carrier through a linker that is

wherein the linker is O-linked to the oligosaccharide and N-linked to the carrier, n is greater than 1, m is a number selected from 1 to 10, p is a number selected from 1 to 20, and R is H or an alkyl group, wherein the oligosaccharide comprises a beta-1,6-glycosamine polymer, having a length of at least two monomeric units and 0-40% N-acetylation.

9. The method of claim 8 , wherein the oligosaccharide is 5-11 monomers in length.

10. The method of claim 9 , wherein the carrier is tetanus toxoid.

11. The method of claim 10 , wherein the conjugate has an oligosaccharide to carrier ratio of 1:1, 2:1, 3:1, 4:1, 5:1, 6:1, 7:1, 8:1, 9:1, 10:1, 20:1, 30:1, 40:1, 50:1, 60:1, 70:1, 80:1, 90: 1 or 100:1.

12. The method of claim 10 , wherein the conjugate has an oligosaccharide to carrier ratio in the range of 10:1 to 50:1.

13. The method of claim 8 , wherein the carrier is tetanus toxoid.

14. The method of claim 8 , wherein the conjugate has an oligosaccharide to carrier ratio of 1:1, 2:1, 3:1, 4:1, 5:1, 6:1, 7:1, 8:1, 9:1, 10:1, 20:1, 30:1, 40:1, 50:1, 60:1, 70:1, 80:1, 90: 1 or 100:1.

15. The method of claim 8 , wherein the conjugate has an oligosaccharide to carrier ratio in the range of 10:1 to 50:1.

16. The method of claim 1 , wherein the carrier is tetanus toxoid.

17. The method of claim 1 , wherein the conjugate has an oligosaccharide to carrier ratio in the range of 10:1 to 50:1.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 20, 2017
From: PIER, GERALD B.; NIFANTIEV, NIKOLAY; TSVETKOV, YURY; GENING, MARINA
To: THE BRIGHAM AND WOMEN'S HOSPITAL, INC.
Reel/Frame 041024/0297 →
Continuity (5)
Continuation 13924435 · Jun 21, 2013
Division 13055178
Provisional Application 61208155 · Feb 20, 2009
Provisional Application 61135493 · Jul 21, 2008
Related Publication 20160375117A1 · Dec 29, 2016
Cited By (1)
US 12,397,014