IP Library Granted Patent US 12,221,618
Granted Patent B2
US 12,221,618 · App. 17/405,168 · Granted Feb 11, 2025

pH-modulating biodegradable polymer and poly(glycerol sebacate)-augmented cell culture media

Inventors: Peter D. Gabriele (Frisco, TX); Jeremy J. Harris (Doylestown, PA); Charles Brendan Nicholson (Coopersburg, PA); Steven Lu (Somerville, MA); Brian Ginn (Harleysville, PA)
Assignee: THE SECANT GROUP, LLC
C12N5/0018A61L27/18A61L27/38A61L27/50A61L27/58C08G63/6854C08G63/914C08K3/26C08K3/32C08K5/175C08L67/00C12N2500/32C12N2500/50
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Quick Facts
Patent No.
US 12,221,618
App. No.
17/405,168
Granted
Feb 11, 2025
Kind
B2
Abstract

A pH-modulating poly(glycerol sebacate) composition includes poly(glycerol sebacate) and at least one pH-modulating agent associated with the poly(glycerol sebacate). A process of making a pH-modulating poly(glycerol sebacate) composition includes forming a poly(glycerol sebacate) by a water-mediated reaction from glycerol and sebacic acid and associating at least one pH-modulating agent with the poly(glycerol sebacate). A process of modulating a pH of a buffered aqueous solution includes placing a pH-modulating poly(glycerol sebacate) composition in a buffered aqueous solution. The pH-modulating agent is released into the buffered aqueous solution during degradation of the poly(glycerol sebacate) to reduce a decrease in pH of the buffered aqueous solution caused by degradation of the poly(glycerol sebacate).

Claims (25)

1. A pH-modulating poly(glycerol sebacate) composition comprising poly(glycerol sebacate) and at least one pH-modulating agent covalently attached to the poly(glycerol sebacate), wherein the at least one pH-modulating agent is present in the pH-modulating poly(glycerol sebacate) composition in an amount, by weight, of about 5% or greater with respect to the weight of the pH-modulating poly(glycerol sebacate) composition.

2. The pH-modulating poly(glycerol sebacate) composition of claim 1 , wherein the at least one pH-modulating agent is selected from the group consisting of an inorganic salt, an amino acid, and a protein.

3. The pH-modulating poly(glycerol sebacate) composition of claim 1 , wherein the at least one pH-modulating agent is selected from the group consisting of arginine, histidine, and tyrosine.

4. The pH-modulating poly(glycerol sebacate) composition of claim 1 , wherein the at least one pH-modulating agent is lysine.

5. The pH-modulating poly(glycerol sebacate) composition of claim 1 , wherein the at least one pH-modulating agent crosslinks the poly(glycerol sebacate).

6. The pH-modulating poly(glycerol sebacate) composition of claim 1 , wherein the at least one pH-modulating agent reduces a decrease in pH of a buffered aqueous solution containing the pH-modulating poly(glycerol sebacate) composition caused by degradation of the poly(glycerol sebacate).

7. The pH-modulating poly(glycerol sebacate) composition of claim 1 , wherein the pH-modulating poly(glycerol sebacate) composition is of a form selected from the group consisting of a resin and a thermoset.

8. The pH-modulating poly(glycerol sebacate) composition of claim 1 , wherein the pH-modulating poly(glycerol sebacate) composition is a coating.

9. The pH-modulating poly(glycerol sebacate) composition of claim 1 , wherein the pH-modulating poly(glycerol sebacate) composition is of a form selected from the group consisting of a microparticle, a scaffold, and a fiber.

10. The pH-modulating poly(glycerol sebacate) composition of claim 1 , wherein the at least one pH-modulating agent is present in the pH-modulating poly(glycerol sebacate) composition in an amount, by weight, of about 10% or greater with respect to the weight of the pH-modulating poly(glycerol sebacate) composition.

11. A pH-modulating poly(glycerol sebacate) composition comprising poly(glycerol sebacate) and at least one pH-modulating agent covalently attached to the poly(glycerol sebacate), wherein the at least one pH-modulating agent crosslinks the poly(glycerol sebacate).

12. The pH-modulating poly(glycerol sebacate) composition of claim 11 , wherein the at least one pH-modulating agent is selected from the group consisting of an inorganic salt, an amino acid, and a protein.

13. The pH-modulating poly(glycerol sebacate) composition of claim 11 , wherein the at least one pH-modulating agent is selected from the group consisting of arginine, histidine, and tyrosine.

14. The pH-modulating poly(glycerol sebacate) composition of claim 11 , wherein the at least one pH-modulating agent is lysine.

15. The pH-modulating poly(glycerol sebacate) composition of claim 11 , wherein the at least one pH-modulating agent reduces a decrease in pH of a buffered aqueous solution containing the pH-modulating poly(glycerol sebacate) composition caused by degradation of the poly(glycerol sebacate).

16. The pH-modulating poly(glycerol sebacate) composition of claim 11 , wherein the pH-modulating poly(glycerol sebacate) composition is of a form selected from the group consisting of a resin and a thermoset.

17. The pH-modulating poly(glycerol sebacate) composition of claim 11 , wherein the pH-modulating poly(glycerol sebacate) composition is of a form selected from the group consisting of a coating, a microparticle, a scaffold, and a fiber.

18. A pH-modulating poly(glycerol sebacate) composition comprising poly(glycerol sebacate) and at least one pH-modulating agent covalently attached to the poly(glycerol sebacate), wherein the at least one pH-modulating agent is selected from the group consisting of arginine, histidine, and tyrosine.

19. The pH-modulating poly(glycerol sebacate) composition of claim 18 , wherein the at least one pH-modulating agent reduces a decrease in pH of a buffered aqueous solution containing the pH-modulating poly(glycerol sebacate) composition caused by degradation of the poly(glycerol sebacate).

20. The pH-modulating poly(glycerol sebacate) composition of claim 18 , wherein the pH-modulating poly(glycerol sebacate) composition is of a form selected from the group consisting of a resin and a thermoset.

21. The pH-modulating poly(glycerol sebacate) composition of claim 18 , wherein the pH-modulating poly(glycerol sebacate) composition is of a form selected from the group consisting of a coating, a microparticle, a scaffold, and a fiber.

22. A pH-modulating poly(glycerol sebacate) composition comprising poly(glycerol sebacate) and at least one pH-modulating agent covalently attached to the poly(glycerol sebacate), wherein the at least one pH-modulating agent is lysine.

23. The pH-modulating poly(glycerol sebacate) composition of claim 22 , wherein the at least one pH-modulating agent reduces a decrease in pH of a buffered aqueous solution containing the pH-modulating poly(glycerol sebacate) composition caused by degradation of the poly(glycerol sebacate).

24. The pH-modulating poly(glycerol sebacate) composition of claim 22 , wherein the pH-modulating poly(glycerol sebacate) composition is of a form selected from the group consisting of a resin and a thermoset.

25. The pH-modulating poly(glycerol sebacate) composition of claim 22 , wherein the pH-modulating poly(glycerol sebacate) composition is of a form selected from the group consisting of a coating, a microparticle, a scaffold, and a fiber.

Assignments (2)
SECURITY INTEREST Recorded Jun 20, 2025
From: THE SECANT GROUP, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 071473/0287 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 18, 2021
From: GABRIELE, PETER D.; HARRIS, JEREMY J.; NICHOLSON, CHARLES BRENDAN; LU, STEVEN; GINN, BRIAN
To: THE SECANT GROUP, LLC
Reel/Frame 057212/0028 →
Continuity (4)
Division 16250690 · Jan 17, 2019
Provisional Application 62624566 · Jan 31, 2018
Provisional Application 62618419 · Jan 17, 2018
Related Publication 20210371811A1 · Dec 2, 2021
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