WO1988000695A1 - Method of detecting a substance using enzymatically-induced decomposition of dioxetanes - Google Patents
Method of detecting a substance using enzymatically-induced decomposition of dioxetanes Download PDFInfo
- Publication number
- WO1988000695A1 WO1988000695A1 PCT/US1987/000554 US8700554W WO8800695A1 WO 1988000695 A1 WO1988000695 A1 WO 1988000695A1 US 8700554 W US8700554 W US 8700554W WO 8800695 A1 WO8800695 A1 WO 8800695A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- enzyme
- group
- dioxetane
- cleavable
- cleavable group
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D321/00—Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
- C07F9/6551—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a four-membered ring
- C07F9/65512—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a four-membered ring condensed with carbocyclic rings or carbocyclic ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/6574—Esters of oxyacids of phosphorus
- C07F9/65742—Esters of oxyacids of phosphorus non-condensed with carbocyclic rings or heterocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
- G01N21/76—Chemiluminescence; Bioluminescence
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/531—Production of immunochemical test materials
- G01N33/532—Production of labelled immunochemicals
- G01N33/533—Production of labelled immunochemicals with fluorescent label
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/531—Production of immunochemical test materials
- G01N33/532—Production of labelled immunochemicals
- G01N33/535—Production of labelled immunochemicals with enzyme label or co-enzymes, co-factors, enzyme inhibitors or enzyme substrates
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
- G01N33/581—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with enzyme label (including co-enzymes, co-factors, enzyme inhibitors or substrates)
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
- G01N33/582—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/74—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving hormones or other non-cytokine intercellular protein regulatory factors such as growth factors, including receptors to hormones and growth factors
- G01N33/76—Human chorionic gonadotropin including luteinising hormone, follicle stimulating hormone, thyroid stimulating hormone or their receptors
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT87902259T ATE97488T1 (de) | 1986-07-24 | 1987-03-11 | Verfahren zum nachweis einer verbindung unter verwendung des enzymatisch induzierten zerfalls von dioxethanen. |
DE87902259T DE3788203T2 (de) | 1986-07-24 | 1987-03-11 | Verfahren zum nachweis einer verbindung unter verwendung des enzymatisch induzierten zerfalls von dioxethanen. |
BR8707399A BR8707399A (pt) | 1986-07-24 | 1987-03-11 | Metodo de detectar uma substancia usando decomposicao enzimaticamente induzida de dioxetanos |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US88982386A | 1986-07-24 | 1986-07-24 | |
US889,823 | 1986-07-24 | ||
CA000604507A CA1340590C (en) | 1986-07-24 | 1989-06-30 | Chemiluminescence enhancement |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1988000695A1 true WO1988000695A1 (en) | 1988-01-28 |
Family
ID=33565664
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1987/000554 WO1988000695A1 (en) | 1986-07-24 | 1987-03-11 | Method of detecting a substance using enzymatically-induced decomposition of dioxetanes |
Country Status (6)
Cited By (33)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0377729A1 (en) * | 1988-06-30 | 1990-07-18 | Tropix Inc | IMPROVED METHODS OF USING CHEMOLUMINESCENT 1,2-DIOXETANES. |
EP0401001A2 (en) * | 1989-05-31 | 1990-12-05 | Chiron Corporation | Chemiluminescent doubletriggered 1,2-dioxetanes |
US4978614A (en) * | 1988-10-26 | 1990-12-18 | Tropix, Inc. | Method of detecting a substance using enzymatically-induced decomposition of dioxetanes |
DE3921609A1 (de) * | 1989-06-27 | 1991-01-03 | Tropix Inc | Chemilumineszenzsteigerung |
WO1991003479A1 (en) * | 1989-09-06 | 1991-03-21 | Tropix, Inc. | Synthesis of stable, water-soluble chemiluminescent 1,2-dioxetanes and intermediates therefor |
US5004565A (en) * | 1986-07-17 | 1991-04-02 | The Board Of Governors Of Wayne State University | Method and compositions providing enhanced chemiluminescence from 1,2-dioxetanes |
EP0420186A2 (en) * | 1989-09-29 | 1991-04-03 | Fujirebio Inc. | Immunoassay using magnetic particle |
EP0440193A2 (en) * | 1990-01-31 | 1991-08-07 | Fujirebio Inc. | Immunochemical assay method with plural items |
US5094939A (en) * | 1988-07-19 | 1992-03-10 | Fujirebio, Inc. | Chemiluminescence assays using stabilized dioxetane derivatives |
US5109124A (en) * | 1988-06-01 | 1992-04-28 | Biogen, Inc. | Nucleic acid probe linked to a label having a terminal cysteine |
WO1993003380A1 (en) * | 1991-07-31 | 1993-02-18 | E.I. Du Pont De Nemours And Company | Process for enhancing the chemiluminescence of enzyme-triggered 1,2-dioxetanes and uses therefor |
US5225584A (en) * | 1989-09-06 | 1993-07-06 | Tropix, Inc. | Synthesis of stable water-soluble chemiluminescent 1,2-dioxetanes and intermediates therefor |
DE4304728A1 (de) * | 1993-02-13 | 1994-08-18 | Igor Dr Popov | Verfahren und Testbesteck zur Bestimmung von Ascorbinsäure in biologischen Proben |
US5340716A (en) * | 1991-06-20 | 1994-08-23 | Snytex (U.S.A.) Inc. | Assay method utilizing photoactivated chemiluminescent label |
US5362916A (en) * | 1989-09-06 | 1994-11-08 | Tropix, Inc. | Synthesis of mercaptaryl or hydroxyaryl enol ether alkali metal salts |
US5393469A (en) * | 1992-03-20 | 1995-02-28 | Lumigen, Inc. | Polymeric phosphonium salts providing enhanced chemiluminescence from 1,2-dioxetanes |
WO1995018530A1 (en) * | 1994-01-10 | 1995-07-13 | Hemasure Inc. | Inactivation of viruses present in blood components using chemically-activated compounds |
US5545834A (en) * | 1992-07-20 | 1996-08-13 | Behringwerke Ag | Chemiluminescent compounds and methods of use |
US5578253A (en) * | 1994-11-23 | 1996-11-26 | Lumigen, Inc. | Chemiluminescent dialkyl-substituted 1,2-dioxetane compounds, methods of synthesis and use |
US5589328A (en) * | 1994-08-04 | 1996-12-31 | Mahant; Vijay K. | Chemiluminescence assays based on indoxyl substrates, thioindoxyl substrates and other substrates |
US5618732A (en) * | 1992-07-31 | 1997-04-08 | Behringwerke Ag | Method of calibration with photoactivatable chemiluminescent matrices |
US5631167A (en) * | 1995-07-31 | 1997-05-20 | Bayer Corporation | Capsule chemistry analytical methods employing dioxetane chemiluminescence |
US5663054A (en) * | 1995-03-03 | 1997-09-02 | Abbott Laboratories | Determination of steroids by competitive immunoassay |
US5721370A (en) * | 1995-07-31 | 1998-02-24 | Lumigen Inc. | Water soluble tri-substituted 1,2-dioxetane compounds and assay compositions having increased storage stability |
US5773628A (en) * | 1994-11-14 | 1998-06-30 | Tropix, Inc. | 1,2-dioxetane compounds with haloalkoxy groups, methods preparation and use |
US5777135A (en) * | 1995-07-31 | 1998-07-07 | Lumigen, Inc. | Di-substituted 1,2-dioxetane compounds having increased water solubility and assay compositions |
USRE36536E (en) * | 1986-07-24 | 2000-01-25 | Tropix. Inc. | Method of detecting a substance using enzymatically-induced decomposition of dioxetanes |
US6165800A (en) * | 1997-05-30 | 2000-12-26 | Bayer Corporation | Chemiluminescent energy transfer conjugates and their uses as labels in binding assays |
US6180354B1 (en) | 1991-05-22 | 2001-01-30 | Dade Behring Marburg Gmbh | Metal chelate containing compositions for use in chemiluminescent assays |
US6251581B1 (en) | 1991-05-22 | 2001-06-26 | Dade Behring Marburg Gmbh | Assay method utilizing induced luminescence |
US8784734B2 (en) | 2010-05-20 | 2014-07-22 | Abbott Laboratories | Reusable sheaths for separating magnetic particles |
EP2765206A1 (en) | 2007-10-25 | 2014-08-13 | Abbott Laboratories | Methods of performing ultra-sensitive immunoassays |
US9329194B2 (en) | 2007-11-05 | 2016-05-03 | Abbott Laboratories | Automated analyzer for clinical laboratory |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
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WO1988000695A1 (en) * | 1986-07-24 | 1988-01-28 | Quest Systems, Inc. | Method of detecting a substance using enzymatically-induced decomposition of dioxetanes |
US6022964A (en) | 1989-07-17 | 2000-02-08 | Tropix, Inc. | Chemiluminescent 1,2-dioxetanes |
US6245928B1 (en) * | 1995-07-31 | 2001-06-12 | Lumigen, Inc. | Water soluble tri-substituted 1,2-dioxetane compounds having increased storage stability, synthetic processes and intermediates |
DE19536166C1 (de) | 1995-09-29 | 1997-03-06 | Siegfried Dr Krell | Verfahren zur Bestimmung von Antikörpern gegen Treponema pallidum (Syphilis) |
JP3182527B2 (ja) * | 1996-09-03 | 2001-07-03 | 株式会社ヤトロン | 化学発光の測定方法及びキット |
CA2370520A1 (en) * | 1999-04-16 | 2000-10-26 | Komandoor Elayavalli Achyuthan | Viral detection method using viral encoded enzymes and chemiluminescent substrates |
AU3958999A (en) * | 1999-06-01 | 2000-12-18 | Kyokuto Pharmaceutical Industrial Co., Ltd. | Method for assaying anti-gad antibody and kit |
US7432063B2 (en) | 2002-02-14 | 2008-10-07 | Kalobios Pharmaceuticals, Inc. | Methods for affinity maturation |
US7390670B2 (en) | 2003-02-20 | 2008-06-24 | Lumigen, Inc. | Signalling compounds and methods for detecting hydrogen peroxide |
US20050019955A1 (en) * | 2003-07-23 | 2005-01-27 | Dahl Jeremy E. | Luminescent heterodiamondoids as biological labels |
US8518658B1 (en) | 2009-04-27 | 2013-08-27 | University Of South Florida | ATP-bioluminescence immunoassay |
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US3399137A (en) | 1965-09-08 | 1968-08-27 | American Cyanamid Co | Generation of light by the reaction of anhydrides of oxalic acid with a peroxide in tpresence of a fluorescer |
US3442814A (en) | 1965-09-23 | 1969-05-06 | American Cyanamid Co | Generation of chemiluminescent light |
DE1670497C3 (de) * | 1967-06-06 | 1973-12-20 | Chinoin Gyogyszer- Es Vegyeszeti Termekek Gyara Rt, Budapest | Isochinohnderivate und Verfahren zu deren Herstellung |
US3442813A (en) | 1967-09-13 | 1969-05-06 | American Cyanamid Co | Generation of light by the reaction of oxalyl chloride pyridine and tertiary amine complexes with peroxides in the presence of a fluorescer |
US3677957A (en) | 1969-12-17 | 1972-07-18 | American Cyanamid Co | Chemiluminescent reaction of chlorinated ethylene carbonate with hydrogen peroxide in the presence of a fluorescer |
US3720622A (en) | 1970-01-02 | 1973-03-13 | American Cyanamid Co | Generation of light from the decomposition of dioxetaneones in the presence of a fluorescer |
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JPS5742686A (en) | 1980-08-28 | 1982-03-10 | Asahi Chem Ind Co Ltd | Preparation of dioxetane |
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US5707559A (en) * | 1986-07-17 | 1998-01-13 | Tropix, Inc. | Chemiluminescent 1,2-dioxetane compounds |
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US4857652A (en) * | 1986-07-17 | 1989-08-15 | Board Of Governors Of Wayne State University | Chemiluminescent 1,2-dioxetane compounds |
WO1988000695A1 (en) | 1986-07-24 | 1988-01-28 | Quest Systems, Inc. | Method of detecting a substance using enzymatically-induced decomposition of dioxetanes |
USRE36536E (en) * | 1986-07-24 | 2000-01-25 | Tropix. Inc. | Method of detecting a substance using enzymatically-induced decomposition of dioxetanes |
US5605795A (en) * | 1986-07-24 | 1997-02-25 | Tropix, Inc. | Assays using chemiluminescent, enzymatically cleavable substituted 1,2-dioxetanes and kits therefor |
US4956477A (en) * | 1987-12-31 | 1990-09-11 | Tropix, Inc. | Synthesis of 1,2-dioxetanes |
US5639907A (en) * | 1986-07-24 | 1997-06-17 | Tropix, Inc. | Synthesis of 1,2-dioxetanes and intermediates therefor |
US5177241A (en) * | 1987-12-31 | 1993-01-05 | Bronstein Irena Y | Synthesis of 1,2-dioxetanes and intermediates therefor |
US4978614A (en) * | 1988-10-26 | 1990-12-18 | Tropix, Inc. | Method of detecting a substance using enzymatically-induced decomposition of dioxetanes |
US5856522A (en) * | 1995-05-04 | 1999-01-05 | Tropix, Inc. | Method of using synthesis of 1,2-dioxetanes and kits therefore |
US5625077A (en) * | 1987-12-31 | 1997-04-29 | Tropix, Inc. | 1,2-dioxetanes |
US5538847A (en) * | 1989-07-17 | 1996-07-23 | Tropix, Inc. | Chemiluminescent 1,2-dioxetanes |
US5679802A (en) * | 1989-07-17 | 1997-10-21 | Tropix, Inc. | 1,2-dioxetanes useful in chemiluminescent immunoassays |
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US5756770A (en) * | 1987-12-31 | 1998-05-26 | Tropix, Inc. | Synthesis of stable, water-soluble chemiluminescent 1,2-dioxetanes and intermediates therefor |
US5362916A (en) * | 1989-09-06 | 1994-11-08 | Tropix, Inc. | Synthesis of mercaptaryl or hydroxyaryl enol ether alkali metal salts |
US5225584A (en) * | 1989-09-06 | 1993-07-06 | Tropix, Inc. | Synthesis of stable water-soluble chemiluminescent 1,2-dioxetanes and intermediates therefor |
US5547836A (en) * | 1990-08-30 | 1996-08-20 | Tropix, Inc. | Enhancement of chemiluminescent assays |
US5336596A (en) * | 1991-12-23 | 1994-08-09 | Tropix, Inc. | Membrane for chemiluminescent blotting applications |
AU1518195A (en) | 1993-12-23 | 1995-07-10 | Tropix, Inc. | Chemiluminescent energy transfer assays |
US5679803A (en) * | 1995-10-25 | 1997-10-21 | Tropix, Inc. | 1,2 chemiluminescent dioxetanes of improved performance |
AU708266B2 (en) * | 1995-10-17 | 1999-07-29 | Applied Biosystems, Llc | 1,2 chemiluminescent dioxetanes of improved performance |
-
1987
- 1987-03-11 WO PCT/US1987/000554 patent/WO1988000695A1/en active IP Right Grant
- 1987-03-11 EP EP87902259A patent/EP0275260B1/en not_active Expired - Lifetime
- 1987-03-11 BR BR8707399A patent/BR8707399A/pt unknown
- 1987-03-11 JP JP62502145A patent/JP2506396B2/ja not_active Expired - Lifetime
- 1987-03-11 DE DE87902259T patent/DE3788203T2/de not_active Expired - Lifetime
-
1996
- 1996-12-16 US US08/767,282 patent/US5866389A/en not_active Expired - Lifetime
-
1997
- 1997-08-14 US US08/911,271 patent/US5869705A/en not_active Expired - Lifetime
-
1998
- 1998-10-30 US US09/182,416 patent/US6113816A/en not_active Expired - Lifetime
-
2000
- 2000-03-29 US US09/537,693 patent/US6322727B1/en not_active Expired - Lifetime
-
2001
- 2001-09-25 US US09/960,932 patent/US6514717B2/en not_active Expired - Lifetime
-
2002
- 2002-12-20 US US10/323,667 patent/US6913897B2/en not_active Expired - Fee Related
Non-Patent Citations (1)
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Zeitschrift fur Naturforschung 39b(5), May 1984 p679-682 by WALDENMAR ADAMS. Tubingen FRG q 324 * |
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Also Published As
Publication number | Publication date |
---|---|
US6514717B2 (en) | 2003-02-04 |
BR8707399A (pt) | 1988-09-13 |
US6913897B2 (en) | 2005-07-05 |
JPH04500901A (ja) | 1992-02-20 |
US20030175838A1 (en) | 2003-09-18 |
US5869705A (en) | 1999-02-09 |
EP0275260A4 (en) | 1990-01-08 |
US5866389A (en) | 1999-02-02 |
EP0275260A1 (en) | 1988-07-27 |
EP0275260B1 (en) | 1993-11-18 |
JP2506396B2 (ja) | 1996-06-12 |
DE3788203T2 (de) | 1994-03-31 |
US6113816A (en) | 2000-09-05 |
US20020102624A1 (en) | 2002-08-01 |
US6322727B1 (en) | 2001-11-27 |
DE3788203D1 (de) | 1993-12-23 |
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