Patent US5221605A successfully refreshed from Google Patents.
US5221605A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Luminescent metal chelate labels and means for detection
Assignee: Bioveris Corp
•
Filing: 1990-10-30
•
Granted: 1993-06-22
•
Expires: 2010-10-30
Abstract
Abstract A chemical moiety is disclosed which comprises a chemical biochemical, or biological substance attached to one or more electrochemiluminescent organometallic compounds. In a preferred embodiment of the invention the substance is attached to one or more ruthenium-containing or osmiumcontaining luminescent organometallic compounds. Methods are disclosed for detecting very small amounts of the chemical moiety using chemiluminescent, electrochemiluminescent, and photoluminescent means. Compounds are disclosed which are useful for labelling substances of interest with ruthenium-containing and osmium-containing labels or other electrochemiluminescent labels. These labelled substances are useful in methods provided for detecting and quantifying analytes of interest in binding assays and competitive binding assays. The labelled substances are of particular use in homogeneous binding assays. These methods form the bases for systems designed to enable the rapid, efficient, and sensitive determination of a broad array of chemical, biochemical, and biological materials of interest.
Inventors
- 👤 Allen J. Bard
- 👤 George M. Whitesides
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 23:27
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; G01N33/532; G01N33/533; C; C07; C07F; C07F15/00; C07F15/0006; C07F15/002; C07F15/0026; C07F15/0046; C07F15/0053; Y; Y10; Y10S; Y10S436/00; Y10S436/805; Y10S436/806
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
220 words
A chemical moiety having the formula ##STR3## wherein: M is ruthenium or osmium; P, L 1 , and L 2 each is a bidentate aromatic heterocyclic nitrogen-containing ligand of M selected from the group consisting of bipyridyl, substituted bipyridyl, bipyrazyl, substituted bipyrazyl, phenanthroylyl and substituted phenanthroyl, wherein each of said substituted groups is substituted by an alkyl, aryl, aralkyl, carboxylate, carboxyaldehyde, carboxamide, cyano, amino, hydroxycarbonyl, hydroxyamino, aminocarbonyl, amidine, guanidinium, ureide, sulfur-containing group, phosphorus-containing group, or the carboxylate ester of N-hydroxysuccinimide, each of said ligands being the same or not the same as each other ligand; B is a biological substance, a synthetic substance which is capable of competing with a biological substance in a competitive binding reaction with a complementary material, or a non-biological polymer; m is 1; each of n and o is 1; t is an integer equal to or greater than 1; u is 1; and said link is one or more amide linkages, each said amide linkage covalently bonding B with one of P, L 1 and L 2 ; P, L 1 , L 2 , and B being of such composition and number that the chemical moiety is capable of being inducted to electrochemiluminesce, and the total number of bonds to M provided by the ligands of M equals the coordination number of M.
Claim 2
Dependent Claim
220 words
A chemical moiety having the formula ##STR3## wherein: M is ruthenium or osmium; P, L 1 , and L 2 each is a bidentate aromatic heterocyclic nitrogen-containing ligand of M selected from the group consisting of bipyridyl, substituted bipyridyl, bipyrazyl, substituted bipyrazyl, phenanthroylyl and substituted phenanthroyl, wherein each of said substituted groups is substituted by an alkyl, aryl, aralkyl, carboxylate, carboxyaldehyde, carboxamide, cyano, amino, hydroxycarbonyl, hydroxyamino, aminocarbonyl, amidine, guanidinium, ureide, sulfur-containing group, phosphorus-containing group, or the carboxylate ester of N-hydroxysuccinimide, each of said ligands being the same or not the same as each other ligand; B is a biological substance, a synthetic substance which is capable of competing with a biological substance in a competitive binding reaction with a complementary material, or a non-biological polymer; m is 1; each of n and o is 1; t is an integer equal to or greater than 1; u is 1; and said link is one or more amide linkages, each said amide linkage covalently bonding B with one of P, L 1 and L 2 ; P, L 1 , L 2 , and B being of such composition and number that the chemical moiety is capable of being inducted to electrochemiluminesce, and the total number of bonds to M provided by the ligands of M equals the coordination number of M.
Claim 3
Dependent Claim
29 words
A chemical moetiy as defined in claim 1, wherein said link is the linkage formed between a carboxyl group and a free amino group which is part of B.
Claim 4
Dependent Claim
19 words
A chemical moiety as defined in claim 1, wherein each bidentate ligand is said bipyridyl or said substituted bipyridyl.
Claim 5
Dependent Claim
12 words
A chemical moiety as defined in claim 1, wherein M is ruthenium.
Claim 6
Dependent Claim
12 words
A chemical moiety as defined in claim 1, wherein M is osmium.
Claim 7
Dependent Claim
27 words
A chemical moiety as defined in claim 1, wherein B is whole cell, subcellular particle, polypeptides, nucleic acid, polysaccharide, alkaloid, steroid, vitamin, amino acid, or non-biological polymer.
Claim 8
Dependent Claim
14 words
A chemical moiety as defined in claim 1, wherein B is a plant pathogen.
Claim 9
Dependent Claim
18 words
A chemical moiety as defined in claim 1, wherein B is a serum-derived antibody or a monoclonal antibody.
Claim 10
Dependent Claim
14 words
A chemical moiety as defined in claim 1, wherein B is T4 thyroid hormone.
Claim 11
Dependent Claim
43 words
A chemical moiety as defined in claim 1, wherein the amide linkage covalently bonds B with a substituted bipyridyl ligand and the amide linkage is oriented so that the carbonyl group of the amide linkage is bonded directly to said substituted bipyridyl ligand.
Claim 12
Dependent Claim
17 words
A chemical moiety as defined in claim 1 containing two bipyridyl ligands and one substituted bipyridyl ligand.
Claim 13
Dependent Claim
17 words
A chemical moiety as defined in claim 1, wherein B is a protein or a nucleic acid.
References Cited (Backward Citations)
US3504052A
Cited
US3804869A
Cited
US3530049A
Cited
US3793355A
Cited
US3966556A
Cited
US4199559A
Cited
US3996345A
Cited
US4058732A
Cited
US4205952A
Cited
US4220722A
Cited
US4277437A
Cited
US4363759A
Cited
US4238395A
Cited
US4238195A
Cited
US4374120A
Cited
US4280815A
Cited
US4432907A
Cited
US4352751A
Cited
WO1981001883A1
Cited
US4293310A
Cited
US4637988A
Cited
US4707454A
Cited
US4946958A
Cited
US4772548A
Cited
US4943523A
Cited
US4687747A
Cited
US4745076A
Cited
EP0178450A2
Cited
US4699978A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-06-21 | 1996-12-21 | 1997-06-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-06-21 | 2000-12-21 | 2001-06-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-06-21 | 2004-12-21 | 2005-06-22 | $7700.00 | Window Closed / Lapsed |