Transition metal complexes with bidentate ligand having an imidazole ring and sensor constructed therewith
AssigneeTheraSense, Inc.
InventorsFei Mao, Adam Heller
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Abstract
Novel transition metal complexes of iron, cobalt, ruthenium, osmium, and vanadium are described. The transition metal complexes can be used as redox mediators in enzyme based electrochemical sensors. In such instances, transition metal complexes accept electrons from, or transfer electrons to, enzymes at a high rate and also exchange electrons rapidly with the sensor. The transition metal complexes include at least one substituted or unsubstituted biimidazole ligand and may further include a second substituted or unsubstituted biimidazole ligand or a substituted or unsubstituted bipyridine or pyridylimidazole ligand. Transition metal complexes attached to polymeric backbones are also described.
Claims18
A transition metal complex having the formula:
- wherein M is osmium;
- L is selected from the group consisting of:
- R1, R2, and R′1 are independently substituted or unsubstituted alkyl, alkenyl, or aryl groups;
- R3, R4, R5, R6, R′3, R′4, Ra, Rb, Rc, and Rd are independently —H, —F, —Cl, —Br, —I, —NO2, —CN, CO2H, —SO3H, —NHNH2, —SH, —OH, —NH2, or substituted or unsubstituted alkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkoxy, alkylamino, dialkylamino, alkanoylamino, arylcarboxamido, hydrazino, alkylhydrazino, hydroxylamino, alkoxylamino, alkylthio, alkenyl, aryl, or alkyl;
- c is an integer selected from −1 to −5 or +1 to +5 indicating a positive or negative charge;
- X represents at least one counter ion;
- d is an integer from 1 to 5 representing the number of counter ions, X;
- and
- L1, L2, L3 and L4 are ligands;
- wherein L1 comprises a heterocyclic compound coupled to a polymeric backbone, and wherein L1 and L2 in combination form a first bidentate ligand.
A polymer comprising:
- a polymeric backbone;
- and
- a transition metal complex having the following formula:
- wherein M is osmium;
- L is a bidentate ligand comprising at least one imidazole ring;
- c is all integer selected from −1 to −5 or +1 to +5 indicating a positive or negative charge;
- X represents at least one counter ion;
- d is an integer from 1 to 5 representing the number of counter ions, X;
- and
- L1, L2, L3 and L4 are ligands,
- wherein L1 comprises a heterocyclic ring and is coupled to the polymeric backbone, and wherein L1 and L2 in combination form a bidentate ligand.
A sensor comprising:
- a working electrode;
- a counter electrode;
- and
- a redox mediator disposed proximate to the working electrode, the redox mediator having the formula:
- wherein M is osmium;
- L is a bidentate ligand comprising at least one imidazole ring;
- c is an integer selected from −1 to −5 or +1 to +5 indicating a positive or negative charge;
- X represents at least one counter ion;
- d is an integer from 1 to 5 representing the number of counter ions, X;
- and
- L1, L2, L3 and L4 are ligands, and
- wherein L1 comprises a heterocyclic ring and is coupled to a polymeric backbone, and wherein L1 and L2 in combination form a bidentate ligand.
Dependencies are inferred from the claim text.