CA2300071C - Novel compounds for generating chemiluminescence with a peroxidase - Google Patents

Novel compounds for generating chemiluminescence with a peroxidase Download PDF

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Publication number
CA2300071C
CA2300071C CA002300071A CA2300071A CA2300071C CA 2300071 C CA2300071 C CA 2300071C CA 002300071 A CA002300071 A CA 002300071A CA 2300071 A CA2300071 A CA 2300071A CA 2300071 C CA2300071 C CA 2300071C
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CA
Canada
Prior art keywords
atoms
groups
compound
group
peroxidase
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
CA002300071A
Other languages
English (en)
French (fr)
Other versions
CA2300071A1 (en
Inventor
Hashem Akhavan-Tafti
Zahra Arghavani
Renuka Desilva
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lumigen Inc
Original Assignee
Lumigen Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Lumigen Inc filed Critical Lumigen Inc
Publication of CA2300071A1 publication Critical patent/CA2300071A1/en
Application granted granted Critical
Publication of CA2300071C publication Critical patent/CA2300071C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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 Table
    • 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
    • C07F9/113—Esters of phosphoric acids with unsaturated acyclic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/02—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with only hydrogen, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • C07D221/06—Ring systems of three rings
    • C07D221/08—Aza-anthracenes
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • 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 Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/64—Acridine or hydrogenated acridine 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 Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
    • C07F9/655363—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a six-membered ring
    • C07F9/655372—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a six-membered ring condensed with carbocyclic rings or carbocyclic ring systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Immunology (AREA)
  • Urology & Nephrology (AREA)
  • Biomedical Technology (AREA)
  • Hematology (AREA)
  • Analytical Chemistry (AREA)
  • Materials Engineering (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Microbiology (AREA)
  • Cell Biology (AREA)
  • Biotechnology (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Enzymes And Modification Thereof (AREA)
CA002300071A 1997-09-12 1998-08-12 Novel compounds for generating chemiluminescence with a peroxidase Expired - Lifetime CA2300071C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US92738197A 1997-09-12 1997-09-12
US08/927,381 1997-09-12
PCT/US1998/015734 WO1999014220A1 (en) 1997-09-12 1998-08-12 Novel compounds for generating chemiluminescence with a peroxidase

Publications (2)

Publication Number Publication Date
CA2300071A1 CA2300071A1 (en) 1999-03-25
CA2300071C true CA2300071C (en) 2009-04-07

Family

ID=25454661

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002300071A Expired - Lifetime CA2300071C (en) 1997-09-12 1998-08-12 Novel compounds for generating chemiluminescence with a peroxidase

Country Status (8)

Country Link
US (2) US6696569B2 (enExample)
EP (1) EP1015461B1 (enExample)
JP (1) JP4431272B2 (enExample)
AT (1) ATE266667T1 (enExample)
AU (1) AU9102398A (enExample)
CA (1) CA2300071C (enExample)
DE (1) DE69823845T2 (enExample)
WO (1) WO1999014220A1 (enExample)

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6017769A (en) * 1998-06-17 2000-01-25 Lumigen, Inc. Non-enzymatic methods of generating chemiluminescence from acridan alkenes
WO2001017435A1 (en) 1999-09-07 2001-03-15 Microvena Corporation Retrievable septal defect closure device
EP1322670B1 (en) * 2000-06-26 2005-12-21 Lumigen, Inc. Electrochemiluminescence from acridan compounds
US6872828B2 (en) * 2001-12-20 2005-03-29 Lumigen, Inc. Compounds for generating chemiluminescence with a peroxidase
JP4414142B2 (ja) * 2001-05-11 2010-02-10 ルードヴィッヒ インスティテュート フォー キャンサー リサーチ 特異的結合タンパク質およびその使用
US20100056762A1 (en) 2001-05-11 2010-03-04 Old Lloyd J Specific binding proteins and uses thereof
EP1456176B1 (en) 2001-12-20 2009-03-18 Lumigen, Inc. Improved compounds for generating chemiluminescence with a peroxidase
US7560556B2 (en) * 2001-12-20 2009-07-14 Lumigen, Inc. Assay methods using chemiluminescent detection of peroxidase
US6897036B2 (en) 2002-06-06 2005-05-24 Lumigen, Inc. Fluorescent detection of peroxidase enzymes
ES2324952T3 (es) * 2004-07-02 2009-08-20 Promega Corporation Composiciones y procesos para la extraccion y deteccion de atp microbiano.
WO2006116686A2 (en) * 2005-04-27 2006-11-02 The Trustees Of The University Of Pennsylvania Nanostructure enhanced luminescent devices
US7879575B2 (en) * 2005-04-27 2011-02-01 The Trustees Of The University Of Pennsylvania Nanostructures that provide a modified nanoenvironment for the enhancement of luminescence
WO2006116687A2 (en) * 2005-04-27 2006-11-02 The Trustees Of The University Of Pennsylvania Nanoassays
WO2007082899A1 (en) 2006-01-17 2007-07-26 Vib Vzw Inhibitors of prolyl-hydroxylase 1 for the treatment of skeletal muscle degeneration
US7799534B2 (en) * 2006-05-09 2010-09-21 Beckman Coulter, Inc. Nonseparation assay methods
US7732153B2 (en) 2006-05-09 2010-06-08 Beckman Coulter, Inc. Nonseparation assay methods
WO2008033495A2 (en) * 2006-09-15 2008-03-20 Life Science Pharmaceuticals Method for detecting and treating skin disorders
US8173423B2 (en) 2006-11-07 2012-05-08 Vib Vzw Diagnosis and treatment of T-cell acute lymphoblastic leukemia
WO2009062027A1 (en) * 2007-11-07 2009-05-14 Beckman Coulter, Inc. Nonseparation assay methods using peroxide generating enzymes
US9029092B2 (en) 2009-02-27 2015-05-12 Beckman Coulter, Inc. Solution phase homogeneous assays
CN102333885A (zh) 2009-02-27 2012-01-25 贝克曼考尔特公司 使用选择性信号抑制剂的非分离式测定
US20110097723A1 (en) * 2009-09-19 2011-04-28 Qun Liu Methods and reagents for analyte detection
EP2535027B1 (en) 2011-06-17 2022-08-17 The Procter & Gamble Company Absorbent article having improved absorption properties
IN2014DN03302A (enExample) 2011-11-21 2015-06-26 Procter & Gamble
CN104761584A (zh) * 2015-02-27 2015-07-08 北京利德曼生化股份有限公司 吖啶酯衍生物及其合成方法和应用
CN112400113B (zh) 2018-07-13 2022-04-15 3M创新有限公司 特异性结合化学发光测定法
WO2020012391A1 (en) 2018-07-13 2020-01-16 3M Innovative Properties Company Assay
CN115433229B (zh) * 2022-08-29 2025-07-25 长沙创新药物工业技术研究院有限公司 一种化学发光底物的制备方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1327361C (en) * 1988-01-14 1994-03-01 Nihon Nohyaku Co., Ltd. Ketenedithioacetal derivative and processes for producing the same as well as a composition containing the same
DE68911633T2 (de) * 1988-09-30 1994-04-07 Fujirebio Kk Verfahren zur Bestimmung von Peroxidase-Aktivität unter Verwendung von Chemilumineszenz.
EP0422252B1 (en) * 1989-04-28 1995-07-26 Toray Industries, Inc. Method for detecting a substance using chemiluminescence
US5324835A (en) * 1990-03-30 1994-06-28 Biosensor Laboratories Co., Ltd. Pyridazinoquinoxalinones for use as chemiluminescent agents
US5491072A (en) * 1993-05-17 1996-02-13 Lumigen, Inc. N-alkylacridan carboxyl derivatives useful for chemiluminescent detection
US5648484A (en) * 1995-03-07 1997-07-15 Schering Corporation Catalytic enantioselective synthesis of a spriofused azetidinone
WO1997026245A1 (en) * 1996-01-16 1997-07-24 Lumigen, Inc. Compounds, compositions and methods for generating chemiluminescence with phosphatase enzymes
US6126870A (en) * 1997-09-12 2000-10-03 Lumigen, Inc. Chemiluminescent labeling compounds

Also Published As

Publication number Publication date
US6696569B2 (en) 2004-02-24
EP1015461A1 (en) 2000-07-05
DE69823845T2 (de) 2005-04-28
AU9102398A (en) 1999-04-05
CA2300071A1 (en) 1999-03-25
JP4431272B2 (ja) 2010-03-10
US6891057B2 (en) 2005-05-10
US20040144948A1 (en) 2004-07-29
ATE266667T1 (de) 2004-05-15
US20010039345A1 (en) 2001-11-08
WO1999014220A1 (en) 1999-03-25
JP2001516760A (ja) 2001-10-02
DE69823845D1 (de) 2004-06-17
EP1015461B1 (en) 2004-05-12
EP1015461A4 (en) 2001-07-11

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EP2096110B1 (en) Acridane-9-dithiocarboxylate derivatives for generating chemiluminescence with a peroxidase
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