Mediator for test sensor

• US 9,656,976 B2
• Filed: 04/22/2015
• Issued: 05/23/2017
• Est. Priority Date: 12/10/2007
• Status: Active Grant

• Current Assignee: Ascensia Diabetes Care Holdings AG (PHC Holdings Corporation)
• Original Assignee: Ascensia Diabetes Care Holdings AG (PHC Holdings Corporation)
• Inventors: Marfurt, Karen L., Arndt, Henry C.
• Primary Examiner(s): Ball, J. Christopher
• Application Number:
  US14/693,430
• Publication Number:
  US 20150225356A1
• Time in Patent Office: 762 Days
• CPC Class Codes: C07D 265/38 [b, e]-condensed with two six-membered rings
• CPC Class Codes: C07D 279/18 [b, e]-condensed with two six-membered rings
• CPC Class Codes: C07D 279/20 with hydrogen atoms directly attached to the ring nitrogen atom
• CPC Class Codes: C12Q 1/004 mediator-assisted
• CPC Class Codes: G01N 27/3271 Amperometric enzyme electrodes for analytes in body fluids, e.g. glucose in blood amperometry per se G01N27/49; aspects concerning the enzyme reagent C12Q1/001

Abstract

A method of forming a 3-phenylimino-3H-phenothiazine or a 3-phenylimino-3H-phenoxazine mediator includes providing a first reactant including phenothiazine or phenoxazine, providing a first solvent, providing a second reactant and providing a second solvent. The first reactant, first solvent, second reactant and second solvent are combined to form a reactants solution. Sodium persulfate is added to the reactants solution to couple the first and second reactants resulting in a reaction solution including the 3-phenylimino-3H-phenothiazine or the 3-phenylimino-3H-phenoxazine mediator.

Claims

1. A composition including 3-phenylimino-3H-phenothiazine mediator formed by a process comprising the acts of:

providing a first reactant including phenothiazine;

providing a first solvent in which the phenothiazine has a desired solubility therein;

providing a second reactant to assist in forming the 3-phenylimino-3H-phenothiazine mediator;

providing a second solvent in which the second reactant has a desired solubility therein;

combining the first reactant, first solvent, second reactant and second solvent to form a third reactant solution;

adding sodium persulfate to the reactants solution to couple the first and second reactants resulting in a reaction solution including the 3-phenylimino-3H-phenothiazine mediator; and

after adding the sodium persulfate, further processing the third reactant solution including the 3-phenylimino-3H-phenothiazine mediator so as to isolate the 3-phenylimino-3H-phenothiazine mediator.

2. The composition of claim 1, wherein the first solvent includes tetrahydrofuran (THF).

3. The composition of claim 1, wherein the second solvent includes water.

4. The composition of claim 3, wherein the second solvent further includes sodium hydroxide.

5. The composition of claim 1 wherein combining the first reactant, first solvent, second reactant and second solvent including the acts of combining the first reactant and the first solvent to form a first reactant solution, and combining the second reactant and the second solvent to form a second reactant solution, before the first reactant solution and second reactant solution are combined together to form the third reactant solution.

6. The composition of claim 1, wherein further processing includes generally removing the second solvent by adding acetronitrile.

7. The composition of claim 1, wherein further processing includes generally removing the first solvent by adding ethyl acetate.

8. The composition of claim 1, wherein the second reactant includes aniline 2,5-disulfonic acid.

9. The composition of claim 1, wherein the further processing includes substantially removing at least the first solvent and second solvent from the second solution so as to isolate the 3-phenylimino-3H-phenothiazine mediator.

10. The composition of claim 1, wherein the 3-phenylimino-3H-phenothiazine mediator is in the form of a salt.

11. The composition of claim 1, wherein the 3-phenylimino-3H-phenothiazine mediator has a pH in solution of from about 5 to about 8.

12. The composition of claim 11, wherein the 3-phenylimino-3H-phenothiazine mediator has a pH in solution of from about 5.5 to about 7.

13. The composition of claim 12, wherein the 3-phenylimino-3H-phenothiazine mediator has a pH in solution of from about 6 to about 7.

14. The composition of claim 11, wherein the 3-phenylimino-3H-phenothiazine mediator has a pH of from about 5.5 to about 6.

15. The composition of claim 1, further including a neutralizing agent.

16. The composition of claim 15, wherein the neutralizing agent is sodium hydroxide.

17. The composition of claim 15, wherein the neutralizing agent is sodium bicarbonate.

18. The composition of claim 1, further including a buffer.

19. A composition including 3-phenylimino-3H-phenoxazine mediator formed by a process comprising the acts of:

providing a first reactant including phenoxazine;

providing a first solvent in which the phenoxazine has a desired solubility therein;

providing a second reactant to assist in forming the 3-phenylimino-3H-phenoxazine mediator;

providing a second solvent in which the second reactant has a desired solubility therein;

combining the first reactant, first solvent, second reactant and second solvent to form a third reactant solution;

adding sodium persulfate to the reactants solution to couple the first and second reactants resulting in a reaction solution including the 3-phenylimino-3H-phenoxazine mediator; and

after adding the sodium persulfate, further processing the third reactant solution including the 3-phenylimino-3H-phenoxazine mediator so as to isolate the 3-phenylimino-3H-phenoxazine mediator.

20. The composition of claim 19, wherein the first solvent includes tetrahydrofuran (THF).

21. The composition of claim 19, wherein the second solvent includes water.

22. The composition of claim 21, wherein the second solvent further includes sodium hydroxide.

23. The composition of claim 19, wherein combining the first reactant, first solvent, second reactant and second solvent including the acts of combining the first reactant and the first solvent to form a first reactant solution, and combining the second reactant and the second solvent to form a second reactant solution, before the first reactant solution and second reactant solution are combined together to form the third reactant solution.

24. The composition of claim 19, wherein further processing includes generally removing residual second solvent by adding acetronitrile.

25. The composition of claim 19, wherein further processing includes generally removing the first solvent by adding ethyl acetate.

26. The composition of claim 19, wherein the further processing includes substantially removing at least the first solvent and second solvent from the second solution so as to isolate the 3-phenylimino-3H-phenoxazine mediator.

27. The composition of claim 19, wherein the 3-phenylimino-3H-phenoxazine mediator is in the form of a salt.

28. The composition of claim 19, wherein the 3-phenylimino-3H-phenoxazine mediator is in the form of an acid.

29. The composition of claim 19, wherein the 3-phenylimino-3H-phenoxazine mediator has a pH in solution of from about 5 to about 8.

30. The composition of claim 29, wherein the 3-phenylimino-3H-phenoxazine mediator has a pH in solution of from about 5.5 to about 7.

31. The composition of claim 30, wherein the 3-phenylimino-3H-phenoxazine mediator has a pH in solution of from about 6 to about 7.

32. The composition of claim 29, wherein the 3-phenylimino-3H-phenoxazine mediator has a pH in solution of from about 5.5 to about 6.

33. The composition of claim 19, further including a neutralizing agent.

34. The composition of claim 33, wherein the neutralizing agent is sodium hydroxide.

35. The composition of claim 33, wherein the neutralizing agent is sodium bicarbonate.

36. The composition of claim 19, further including a buffer.