IP Library › Granted Patent US 12,000,784

Granted Patent B2

US 12,000,784 · App. 17/097,678 · Granted Jun 4, 2024

Identification of degradative species

Inventors: Venkata Velvadapu (Germantown, MD); Mark Mortellaro (Germantown, MD)

Assignee: Senseonics, Incorporated

G01N21/6428 A61B5/14532 A61B5/14865 G01N33/521 G01N33/66 A61B2503/40 G01N2021/6439

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Quick Facts

Patent No.: US 12,000,784
App. No.: 17/097,678
Granted: Jun 4, 2024
Kind: B2

External Links

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Abstract

A sensor (e.g., an optical sensor) that may be implanted within a living animal (e.g., a human) and may be used to measure an analyte (e.g., glucose or oxygen) in a medium (e.g., interstitial fluid, blood, or intraperitoneal fluid) within the animal. The sensor may include a sensor substrate, electrode or housing, an analyte indicator covering at least a portion of the sensor, and one or more probes that identify degradative species in an environment of the sensor.

Claims (61)

1. A sensor for measurement of an analyte in a medium within a living animal, the sensor comprising:

an analyte indicator; and

one or more degradative species probes having absorption and/or emission profiles that are selective for a specific degradative species, wherein the one or more degradative species probes comprise:

(a) a degradative species probe of Formula I:

(b) a degradative species probe of Formula II:

(d) the degradative species probe of the Formula I and the degradative species probe of the Formula II;

(e) the degradative species probe of the Formula II and the degradative species probe of the Formula IV;

(f) the degradative species probe of the Formula I and the degradative species probe of the Formula IV; or

(g) the degradative species probe of the Formula I, the degradative species probe of the Formula II, and the degradative species probe of the Formula IV,

wherein each R1, R2, R3, R4, R5, R6, R7, R8, R9, and R10 is independently selected from the group consisting of H, C1-C20 alkyl, C1-C20 alkoxy, carboxy, aryl, heteroaryl, polycyclic, alkoxy, halide, SH, aryloxy, alkylthio, amino, substituted amino, alkoxycarbonyl, alkanoylamido, aroylamido, heterocyclocarbonylamido, heteroaroylamido, alkanoyl(alkylsubstituted) amido, aroyl(alkylsubstituted)amido, heteroaroyl(alkylsubstituted)amido, and heterocyclocarbonyl(alkyl substituted)amido.

2. The sensor of claim 1 , further comprising a sensor housing, wherein the analyte indicator covers at least a portion of the sensor housing.

3. The sensor of claim 1 , further comprising a sensor substrate or sensor electrode, wherein the analyte indicator covers at least a portion of the sensor substrate or sensor electrode.

4. The sensor of claim 1 , wherein the sensor is implantable within a living animal.

5. The sensor of claim 1 , wherein the one or more degradative species probes are co-monomers with the analyte indicator.

6. The sensor of claim 1 , wherein the one or more degradative species probes are co-monomers with the analyte indicator in a hydrogel.

7. The sensor of claim 2 , wherein the one or more degradative species probes are entrapped in a hydrogel covering at least a portion of the sensor housing.

8. The sensor of claim 1 , wherein the one or more degradative species probes bind to the degradative species.

9. The sensor of claim 1 , wherein the one or more degradative species probes reduce chemical degradation and/or oxidation of the analyte indicator.

10. The sensor of claim 1 , wherein the one or more degradative species probes sequester the degradative species so as to reduce, and/or prevent degradation of the analyte indicator by the degradative species.

11. The sensor of claim 1 , wherein the analyte indicator comprises a polymer comprising co-monomers of four monomers according to Formula IX: A_B_C_D [Formula IX],

wherein A is an analyte indicator monomer, B is a methacrylate monomer, C is a polyethylene glycol monomer, and D is the one or more degradative species probes, wherein A is 0.01 to 10% by weight, B is 1 to 99% by weight, C is 1 to 99% by weight, and D is 0.01 to 99% by weight of the total polymer.

12. The sensor of claim 1 , wherein the one or more degradative species probes are provided at a molar ratio of 0.1 to 100 to analyte indicator monomer.

13. The sensor of claim 1 , wherein the sensor comprises a mixture of two or more of the degradative species probes.

14. A method of fabricating a sensor for measurement of an analyte in a medium within a living animal, the method comprising:

applying an analyte indicator to a sensor such that the applied analyte indicator covers at least a portion of the sensor, wherein the analyte indicator comprises one or more degradative species probes, wherein the degradative species probes have absorption and/or emission profiles that are selective for a specific degradative species, wherein the one or more degradative species probes comprise:

(a) a degradative species probe of Formula I:

(b) a degradative species probe of Formula II:

(d) the degradative species probe of the Formula I and the degradative species probe of the Formula II;

(e) the degradative species probe of the Formula II and the degradative species probe of the Formula IV;

(f) the degradative species probe of the Formula I and the degradative species probe of the Formula IV; or

(g) the degradative species probe of the Formula I, the degradative species probe of the Formula II, and the degradative species probe of the Formula IV,

15. The method of claim 14 , wherein the one or more degradative species probes are co-monomers with the analyte indicator.

16. The method of claim 14 , wherein the one or more degradative species probes are co-monomers with the analyte indicator in a hydrogel.

17. The method of claim 14 , further comprising a sensor housing, wherein the one or more degradative species probes are entrapped in a hydrogel covering at least a portion of the sensor housing.

18. The method of claim 14 , wherein the one or more degradative species probes reduce chemical degradation and/or oxidation of the analyte indicator.

19. The method of claim 14 , wherein the one or more degradative species probes interact or react with a degradative species, wherein the degradative species is hydrogen peroxide, a reactive oxygen species, a reactive nitrogen species, an enzyme, a free radical or a metal ion.

20. The method of claim 14 , wherein the one or more degradative species probes bind to the degradative species.

21. The method of claim 14 , wherein the one or more degradative species probes sequester the degradative species so as to reduce, and/or prevent degradation of the analyte indicator by the degradative species.

22. The method of claim 14 , wherein the analyte indicator comprises a polymer comprising co-monomers of four monomers according to Formula IX: A-B-C-D [Formula IX], wherein A is an analyte indicator monomer, B is a methacrylate monomer, C is a polyethylene glycol monomer, and D is the one or more degradative species probes, wherein A is 0.01 to 10% by weight, B is 1 to 99% by weight, C is 1 to 99% by weight, and D is 0.01 to 99% by weight of the total polymer.

23. The method of claim 14 , wherein the one or more degradative species probes are provided at a molar ratio of 0.1 to 100 to analyte indicator monomer.

24. The method of claim 14 , wherein the sensor comprises a mixture of two or more of the degradative species probes.

25. The sensor of claim 1 , wherein the one or more degradative species probes further comprise:

(i) a degradative species probe of Formula V:

(ii) a degradative species probe of Formula VI:

(iii) a degradative species probe of Formula VIII:

(iv) the degradative species probe of the Formula V and the degradative species probe of the Formula VI;

(v) the degradative species probe of the Formula V and the degradative species probe of the Formula VIII;

(vi) the degradative species probe of the Formula VI and the degradative species probe of the Formula VIII; or

(vii) the degradative species probe of the Formula V, the degradative species probe of the Formula VI, and the degradative species probe of the Formula VIII.

26. The sensor of claim 1 , wherein the one or more degradative species probes further comprise a degradative species probe of Formula V:

27. The sensor of claim 1 , wherein the one or more degradative species probes further comprise a degradative species probe of Formula VI:

28. The sensor of claim 1 , wherein the one or more degradative species probes further comprise a degradative species probe of Formula VIII:

29. The sensor of claim 1 , wherein the one or more degradative species probes comprise the degradative species probe of the Formula I.

30. The sensor of claim 1 , wherein the one or more degradative species probes comprise the degradative species probe of the Formula II.

31. The sensor of claim 1 , wherein the one or more degradative species probes comprise the degradative species probe of the Formula IV.

32. The method of claim 14 , wherein the one or more degradative species probes comprise the degradative species probe of the Formula I.

33. The method of claim 14 , wherein the one or more degradative species probes comprise the degradative species probe of the Formula II.

34. The method of claim 14 , wherein the one or more degradative species probes comprise the degradative species probe of the Formula IV.

Assignments (2)

SECURITY INTEREST Recorded Sep 11, 2023

From: SENSEONICS, INCORPORATED

To: HERCULES CAPITAL, INC.

Reel/Frame 064866/0963 →

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 21, 2020

From: VELVADAPU, VENKATA; MORTELLARO, MARK

To: SENSEONICS, INCORPORATED

Reel/Frame 054712/0388 →