Coreactant-including electrochemiluminescent compounds, methods, systems and kits utilizing same

• US 20050181443A1
• Filed: 04/19/2005
• Published: 08/18/2005
• Est. Priority Date: 01/04/1995
• Status: Abandoned Application

• Current Assignee: Ji Sun, Liwen Dong, Mark T. Martin, Pam Liang
• Original Assignee: Ji Sun, Liwen Dong, Mark T. Martin, Pam Liang
• Inventors: Sun, Ji, Martin, Mark T., Dong, Liwen, Liang, Pam
• Application Number:
  US11/108,840
• Publication Number:
  US 20050181443A1
• Time in Patent Office: Days
• US Class Current: 435/6
• CPC Class Codes: C07D 277/06 with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
• CPC Class Codes: C07F 15/0053 without a metal-carbon linkage
• CPC Class Codes: C07K 16/44 against material not provided for elsewhere , e.g. haptens, metals, DNA, RNA, amino acids
• CPC Class Codes: C12Q 1/005 involving specific analytes or enzymes including groups of enzymes, e.g. oxydases; C12Q1/004 takes precedence
• CPC Class Codes: C12Q 1/18 Testing for antimicrobial activity of a material
• CPC Class Codes: C12Q 1/34 involving hydrolase
• CPC Class Codes: G01N 21/66 electrically excited, e.g. electroluminescence
• CPC Class Codes: G01N 21/76 Chemiluminescence; Bioluminescence
• CPC Class Codes: G01N 2333/986 acting on amide bonds in cyclic amides (3.5.2), e.g. beta-lactamase (penicillinase, 3.5.2.6), creatinine amidohydrolase (creatininase, EC 3.5.2.10), N-methylhydantoinase (3.5.2.6)
• CPC Class Codes: G01N 2415/00 Assays, e.g. immunoassays or enzyme assays, involving penicillins or cephalosporins
• CPC Class Codes: G01N 2458/30 Electrochemically active labels
• CPC Class Codes: G01N 2458/40 Rare earth chelates
• CPC Class Codes: G01N 33/533 with fluorescent label
• CPC Class Codes: G01N 33/535 with enzyme label or co-enzymes, co-factors, enzyme inhibitors or enzyme substrates
• CPC Class Codes: G01N 33/582 with fluorescent label

Abstract

A method of generating a electrochemiluminescent emission, which comprises exposing an electrochemiluminescent label linked to a coreactant, to conditions suitable for inducing electrochemiluminescence; said compound; a system for generating an electrochemiluminescent emission, which comprises said compound, means for exposing said compound to electrochemical energy, and means for detecting or measuring luminescence emitted from said compound or a composition containing same; and a kit for performing an assay using said compound.

Claims

1. (canceled)

2. A method of generating an electrochemiluminescent emission, which comprises exposing compound comprising an electrochemiluminescent label linked to an electrochemiluminescence coreactant, to conditions suitable for inducing electrochemiluminescence, wherein said electrochemiluminescent label comprises a coordinate complex of a metal.

9. The method of claim 2 wherein,

(a) said coreactant can be oxidized to form a reductant or reduced to form an oxidant;

and

(b) on exposure of said compound to electrochemical energy sufficient to form said reductant or said oxidant, said reductant or oxidant reacts with said label so as to cause said label to emit electrochemiluminescence.

10. The method of claim 9, wherein the electrochemiluminescent label linked to the coreactant has the formula:

11. The method of claim 9, wherein said electrochemiluminescent label is linked to said coreactant by a linkage which comprises one or more linking groups for attaching biomolecules.

12. The method of claim 9, wherein said coreactant is an amine.

13. The method of claim 9, wherein said coreactant comprises an aliphatic tertiary amine moiety.

14. The method of claim 9, wherein said coreactant comprises a dipropyl amine moiety.

15. The method of claim 9, wherein said coreactant is an N,N-dipropyl amino acid.

16. The method of claim 9, wherein said coreactant is NADH.

17. The method of claim 9, wherein said coreactant is the hydrolyzed form of a β

-lactam antibiotic having a hydrolyzed β

-lactam bond.

18. The method of claim 9, wherein said electrochemiluminescent label comprises ruthenium, osmium, or rhenium.

19. The method of claim 9, wherein said electrochemiluminescent label and said coreactant are linked by an amide bond.

20. The method of claim 9, wherein said ECL label and said coreactant are linked via a functional group of said ECL label or said coreactant.

21. The method of claim 9, wherein said ECL label and said coreactant are linked via a linker comprising a polymer, a polypeptide chain, a polynucleic acid, a polysaccharide, an oligo-ethylene glycol group, or combinations thereof.

22. The method of claim 9, wherein said ECL label and said coreactant are linked via a linkage comprising one or more linking groups selected from the group consisting of NHS-esters, carboxylic acids, amines, thiols, disulfides, maleimides, hydroxides, or combinations thereof.

23. The method of claim 9, wherein said ECL label is oxidized by exposure to electrochemical energy and said coreactant is a reductant or a reductant precursor.

24. The method of claim 9, wherein said ECL label is reduced by exposure to electrochemical energy and said coreactant is an oxidant or oxidant precursor.

3-8. -8. (canceled)

25. A method of generating an electrochemiluninescent emission, which comprises exposing an electrochemiluminescent label selected from 9,10-diphenylanthracene, rubrene, phenanthrene, pyrene, poly(vinyl-9,10-diphenylanthracene)polymer, and trans-stibelene derivatives, said label being linked to an electrochemiluminescence coreactant, to conditions suitable for inducing electrochemiluminescence.

26. The method of claim 26 wherein,

(a) said coreactant can be oxidized to form a reductant or reduced to form an oxidant;

and

(b) on exposure of said compound to electrochemical energy sufficient to form said reductant or said oxidant, said reductant or oxidant reacts with said label so as to cause said label to emit electrochemiluminescence.

27. The method of claim 27, wherein said electrochemiluminescent label is linked to said coreactant by a linkage which comprises one or more linking groups for attaching biomolecules.

28. The method of claim 27, wherein said coreactant is an amine.

29. The method of claim 27, wherein said coreactant comprises an aliphatic tertiary amine moiety.

30. The method of claim 27, wherein said coreactant comprises a dipropyl amine moiety.

31. The method of claim 27, wherein said coreactant is an N,N-dipropyl amino acid.

32. The method of claim 27, wherein said coreactant is NADH.

33. The method of claim 27, wherein said coreactant is the hydrolyzed form of a β

-lactam antibiotic having a hydrolyzed β

-lactam bond.

34. The method of claim 27, wherein said electrochemiluminescent label and said coreactant are linked by an amide bond.

35. The method of claim 27, wherein said ECL label and said coreactant are linked via a functional group of said ECL label or said coreactant.

36. The method of claim 27, wherein said ECL label and said coreactant are linked via a linker comprising a polymer, a polypeptide chain, a polynucleic acid, a polysaccharide, an oligo-ethylene glycol group, or combinations thereof.

37. The method of claim 27, wherein said ECL label and said coreactant are linked via a linkage comprising one or more linking groups selected from the group consisting of NHS-esters, carboxylic acids, amines, thiols, disulfides, maleimides, hydroxides, or combinations thereof.

38. The method of claim 27, wherein said ECL label is oxidized by exposure to electrochemical energy and said coreactant is a reductant or a reductant precursor.

39. The method of claim 27, wherein said ECL label is reduced by exposure to electrochemical energy and said coreactant is an oxidant or oxidant precursor.