HPTS-Mono and BIS Cys-Ma polymerizable fluorescent dyes for use in analyte sensors
View Patent ↗Novel fluorescent dyes are disclosed for use in analyte detection. In particular, mono- and bis-substituted HPTS dyes and methods of making them are provided.
1. The compound
wherein R 1 and R 2 are independently selected from the group consisting of H, an anionic group and a reactive group, with the proviso that R 1 and R 2 collectively comprise at least one anionic group and at least one reactive group; and wherein M is a counterion.
2. The compound of claim 1 , wherein the anionic group is sulfonic acid.
3. The compound of claim 1 wherein said reactive group is an ethylenically unsaturated polymerizable group selected from the group consisting of acryloyl, methacryloyl, acrylamide, methacrylamido and styryl.
4. The compound of claim 1 wherein said reactive group comprises a coupling group selected from the group consisting of a carboxylic acid, aldehyde, alkyne, azide, activated ester, succinimide and nitrobenzoate, and wherein said coupling group is capable of binding the compound to a polymer or substrate.
5. The compound of claim 1 , wherein R 1 and R 2 are bonded together in a cyclic structure.
6. The compound:
wherein M is a counterion.
7. The compound:
wherein M is a counterion.
8. The compound:
wherein M is a counterion.
9. The compound:
wherein M is a counterion.
10. The compound:
wherein M is a counterion.
11. A method of making the compound of claim 10 , wherein M is Na, comprising the steps of:
12. The compound:
wherein M is a counterion.
13. A method of making the compound of claim 12 , wherein M is Na, comprising the steps of:
14. The compound:
wherein R 1 and R 2 are independently selected from the group consisting of H, an anionic group and a reactive group, with the proviso that R 1 and R 2 collectively comprise at least one anionic group and at least one reactive group; and wherein M is a counterion.
15. The compound of claim 14 , wherein the anionic group is sulfonic acid.
16. The compound of claim 14 wherein said reactive group is an ethylenically unsaturated polymerizable group selected from the group consisting of acryloyl, methacryloyl, acrylamide, methacrylamido and styryl.
17. The compound of claim 14 wherein said reactive group comprises a coupling group selected from the group consisting of a carboxylic acid, aldehyde, alkyne, azide, activated ester, succinimide and nitrobenzoate, and wherein said coupling group is capable of binding the compound to a polymer or substrate.
18. The compound of claim 14 , wherein R 1 and R 2 are bonded together in a cyclic structure.
19. The compound of claim 1 or 14 comprising L, D, or L and D sterioisomers of cysteic acid.
20. A hydrogel comprising a compound of claim 1 or 14 .
21. A glucose sensor comprising a compound of claim 1 or claim 14 .
22. The glucose sensor of claim 21 , further comprising a quencher moiety comprising boronic acid.
23. The glucose sensor of claim 22 , wherein said quencher moiety comprising boronic acid is 3,3′-oBBV:
24. A hydrogel comprising a glucose sensor of claim 21 .
25. The compound:
wherein M is a counterion.
26. A method of making the compound of claim 25 , wherein M is Na, comprising the steps of:
27. The compound of claim 10 , 12 or 25 , wherein M is Na.
28. The compound:
wherein M is a counterion.
29. The compound:
wherein M is a counterion.
30. The compound:
wherein M is a counterion.
31. The compound:
wherein M is a counterion.