IP Library Granted Patent US 11,945,892
Granted Patent B2
US 11,945,892 · App. 17/962,252 · Granted Apr 2, 2024

Polymer excipients for biopharmaceutical formulations

Inventors: Eric A. Appel (Palo Alto, CA); Caitlin Maikawa (Boston, MA); Joseph L. Mann (Mountain View, CA)
Assignee: The Board of Trustees of the Leland Stanford Junior Univeristy
C08F220/36A61K9/1272A61K9/5146
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Quick Facts
Patent No.
US 11,945,892
App. No.
17/962,252
Granted
Apr 2, 2024
Kind
B2
Abstract

A polyacrylamide-based copolymer reduces or prevents aggregation of biologic molecules including proteins, peptides, and nucleic acids, and lipid-based vehicles such as liposomes, lipid nanoparticles, polymerosomes, and micelles, in aqueous formulations at hydrophobic interfaces, thereby increasing the thermal stability of the molecules in the formulation. Methods and compositions comprising the copolymer and a protein or the copolymer and insulin can be used for treating conditions including diabetes.

Claims (47)

1. A polyacrylamide-based copolymer comprising:

a random copolymer consisting of:

a water-soluble carrier monomer selected from N-(3 methoxypropyl)acrylamide (MPAM) and 4-acryloylmorpholine (MORPH); and

a functional dopant monomer that is N-isopropylacrylamide (NIP),

wherein the random copolymer comprises from 10% to 28% by weight of NIP.

2. The copolymer of claim 1 , wherein the water-soluble carrier monomer is MORPH.

3. The copolymer of claim 2 , wherein the copolymer comprises from 20% to 26% by weight of NIP.

4. The copolymer of claim 1 , wherein the water-soluble carrier monomer is MPAM.

5. The copolymer of claim 1 , wherein the degree of polymerization is from 10 to 500.

6. The copolymer of claim 1 , wherein the molecular weight of the copolymer is from 1,000 to 50,000 g/mol.

7. The copolymer of claim 1 , wherein:

the degree of polymerization is from 20 to 200; and

the molecular weight of the copolymer is from 2,000 to 10,000 g/mol.

8. The copolymer of claim 1 , wherein

the average molecular weight (Mn) of the copolymer is from 1,000 g/mol to 30,000 g/mol; and

the degree of polymerization of the copolymer is from 10 to 250.

9. The copolymer of claim 8 , wherein the water-soluble carrier monomer is MORPH.

10. The copolymer of claim 9 , wherein the copolymer comprises from 20% to 26% by weight of NIP.

11. The copolymer of claim 9 , wherein the copolymer comprises 23% by weight of NIP.

12. The copolymer of claim 9 , wherein the copolymer comprises:

74% to 80% by weight of MORPH; and

20% to 26% by weight of NIP;

the average molecular weight (Mn) of the copolymer is from 1,000 g/mol to 5,000 g/mol; and

the degree of polymerization of the copolymer is 10 to 50.

13. The copolymer of claim 2 , wherein the copolymer comprises 77% by weight of MORPH and 23% by weight of NIP.

14. A polyacrylamide-based copolymer comprising:

a water-soluble carrier monomer selected from MPAM and MORPH; and

a functional dopant monomer that is N-phenylacrylamide (PHE).

15. The copolymer of claim 14 , wherein the water-soluble carrier monomer is MPAM.

16. The copolymer of claim 14 , wherein the water-soluble carrier monomer is MORPH.

17. The copolymer of claim 14 , wherein the copolymer comprises from 2% to 16% by weight of PHE.

18. The copolymer of claim 14 , wherein:

the degree of polymerization is from 10 to 500; and

the molecular weight of the copolymer is from 1,000 to 50,000 g/mol.

19. The copolymer of claim 18 , wherein:

the degree of polymerization is from 20 to 200; and

the molecular weight of the copolymer is from 2,000 to 10,000 g/mol.

20. A polyacrylamide-based copolymer consisting of:

a water-soluble carrier monomer that is N-(3-methoxypropyl)acrylamide (MPAM); and

a functional dopant monomer that is N-isopropylacrylamide (NIP).

21. The copolymer of claim 20 , wherein the copolymer is a random copolymer that comprises from 2% to 30% by weight of NIP.

22. The copolymer of claim 20 , wherein:

the degree of polymerization is from 10 to 500; and

the molecular weight of the copolymer is from 1,000 to 50,000 g/mol.

23. The copolymer of claim 22 , wherein:

the degree of polymerization is from 20 to 200; and

the molecular weight of the copolymer is from 2,000 to 10,000 g/mol.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 19, 2022
From: APPEL, ERIK A.; MAIKAWA, CAITLIN; MANN, JOSEPH L.
To: THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY
Reel/Frame 061474/0051 →
Continuity (4)
Continuation PCTUS2021027693 · Apr 16, 2021
Provisional Application 63159306 · Mar 10, 2021
Provisional Application 63011928 · Apr 17, 2020
Related Publication 20230108947A1 · Apr 6, 2023
Cited By (3)
US 12,187,828 US 12,472,260 US 12,643,968