DE68928412T2 - Herstellung und verwendung von fluoreszierenden benzothiazolderivaten - Google Patents

Herstellung und verwendung von fluoreszierenden benzothiazolderivaten

Info

Publication number
DE68928412T2
DE68928412T2 DE68928412T DE68928412T DE68928412T2 DE 68928412 T2 DE68928412 T2 DE 68928412T2 DE 68928412 T DE68928412 T DE 68928412T DE 68928412 T DE68928412 T DE 68928412T DE 68928412 T2 DE68928412 T2 DE 68928412T2
Authority
DE
Germany
Prior art keywords
benzothiazole derivatives
fluorescent
production
enzyme
cleavable bond
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
DE68928412T
Other languages
English (en)
Other versions
DE68928412D1 (de
Inventor
Robert Earl Klem
William Brian Marvin
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.)
Promega Biosciences Inc
Original Assignee
JBL Scientific 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 JBL Scientific Inc filed Critical JBL Scientific Inc
Publication of DE68928412D1 publication Critical patent/DE68928412D1/de
Application granted granted Critical
Publication of DE68928412T2 publication Critical patent/DE68928412T2/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/68—Benzothiazoles with hetero atoms or 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 in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
    • 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
    • C07F9/6536—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and sulfur atoms with or without oxygen atoms, as the only ring hetero atoms
    • C07F9/6539—Five-membered rings
    • C07F9/6541—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems
    • 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
    • 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
    • C12Q1/42—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase involving phosphatase
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
    • G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
    • G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
    • G01N31/221—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators for investigating pH value
    • 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
    • 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
    • C12Q2334/00—O-linked chromogens for determinations of hydrolase enzymes, e.g. glycosidases, phosphatases, esterases

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Immunology (AREA)
  • Physics & Mathematics (AREA)
  • Analytical Chemistry (AREA)
  • Zoology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
  • Wood Science & Technology (AREA)
  • General Physics & Mathematics (AREA)
  • Biotechnology (AREA)
  • Pathology (AREA)
  • Microbiology (AREA)
  • Hematology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Genetics & Genomics (AREA)
  • Urology & Nephrology (AREA)
  • General Engineering & Computer Science (AREA)
  • Biomedical Technology (AREA)
  • Cell Biology (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
DE68928412T 1988-07-08 1989-07-06 Herstellung und verwendung von fluoreszierenden benzothiazolderivaten Expired - Lifetime DE68928412T2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US21689688A 1988-07-08 1988-07-08
PCT/US1989/002881 WO1990000618A1 (en) 1988-07-08 1989-07-06 Preparation and use of fluorescent benzothiazole derivatives

Publications (2)

Publication Number Publication Date
DE68928412D1 DE68928412D1 (de) 1997-12-04
DE68928412T2 true DE68928412T2 (de) 1998-05-20

Family

ID=22808909

Family Applications (1)

Application Number Title Priority Date Filing Date
DE68928412T Expired - Lifetime DE68928412T2 (de) 1988-07-08 1989-07-06 Herstellung und verwendung von fluoreszierenden benzothiazolderivaten

Country Status (7)

Country Link
US (1) US5424440A (de)
EP (1) EP0424465B1 (de)
JP (3) JP3169216B2 (de)
AT (1) ATE159760T1 (de)
CA (1) CA1340749C (de)
DE (1) DE68928412T2 (de)
WO (1) WO1990000618A1 (de)

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DE3916729A1 (de) * 1989-05-23 1990-12-06 Behringwerke Ag Fluorogene verbindungen und ihre verwendung
US5464739A (en) 1994-08-22 1995-11-07 Bayer Corporation Composition method for determining the presence of leukocyte cells, esterase or protease in a test sample
CA2161574A1 (en) 1994-11-15 1996-05-16 James Noffsinger Methodology for colorimetrically determining the concentration of white blood cells in a biological fluid
US6327897B1 (en) * 1997-01-24 2001-12-11 Mainstream Engineering Corporation Method of introducing an in situant into a vapor compression system, especially useful for leak detection, as well as an apparatus for leak detection and a composition useful for leak detection
US6170320B1 (en) 1997-01-24 2001-01-09 Mainstream Engineering Corporation Method of introducing an additive into a fluid system, especially useful for leak detection, as well as an apparatus for leak detection and a composition useful for leak detection
US6140051A (en) * 1997-07-21 2000-10-31 Promega Biosciences, Inc. Fluorescent dibenzazole derivatives and methods related thereto
US5972639A (en) * 1997-07-24 1999-10-26 Irori Fluorescence-based assays for measuring cell proliferation
US6635435B1 (en) 1998-07-10 2003-10-21 Chromagen, Inc. Fluorogenic substrates and their use
WO2000004007A1 (en) * 1998-07-17 2000-01-27 Promega Biosciences, Inc. Fluorescent dibenzazole derivatives and methods related thereto
DE19954934A1 (de) * 1999-11-16 2001-05-17 Otto S Wolfbeis Verfahren zur Solubilisierung von optischen Markern
US6348324B1 (en) 1999-01-21 2002-02-19 Hypoguard America Limited Composition and device for detecting leukocytes in urine
US6528652B1 (en) * 1999-01-21 2003-03-04 Chronimed Composition and device for detecting leukocytes in urine
US7378280B2 (en) * 2000-11-16 2008-05-27 California Institute Of Technology Apparatus and methods for conducting assays and high throughput screening
AT504443B1 (de) 2006-10-19 2008-11-15 Apeiron Biolog Forschungs Und Verfahren zur bestimmung der aktivität von ace2
JP4935472B2 (ja) * 2007-04-11 2012-05-23 トヨタ自動車株式会社 合成樹脂の劣化度測定法
US9459249B2 (en) * 2008-03-27 2016-10-04 Promega Corporation Protein labeling with cyanobenzothiazole conjugates
US20100028925A1 (en) * 2008-07-29 2010-02-04 Rocco Richard M Method and device for the analysis of enzyme activity in fluids
WO2010030343A1 (en) 2008-09-09 2010-03-18 Promega Corporation Bioluminescent assays using cyanobenzothiazole compounds
WO2010099486A1 (en) 2009-02-27 2010-09-02 Beckman Coulter, Inc. Solution phase homogeneous assays
IN2012DN00454A (de) * 2009-07-16 2015-05-15 Beckman Coulter Inc
EP2545041B1 (de) * 2010-03-11 2017-08-02 Promega Corporation Biolumineszenzassays mit cyanobenzothiazolverbindungen
CN101938105B (zh) * 2010-07-19 2012-04-18 兖州煤业股份有限公司 综采或综放工作面顺槽供电电缆拖移存放回收方法及装置
US9372194B2 (en) 2013-12-23 2016-06-21 Ramdas Pai Fluorescent dyes, labeled conjugates and analytical methods
WO2016164488A1 (en) * 2015-04-06 2016-10-13 Shriners Hospital For Children Flow cytometry based assay for bioavailable zinc
CN107923915B (zh) * 2015-08-28 2021-05-04 文塔纳医疗系统公司 使用经掩蔽的半抗原在福尔马林固定石蜡包埋的组织中的蛋白质邻近测定
CN105985299B (zh) * 2015-11-10 2018-10-12 济南大学 一种高选择性超灵敏分析二价铁离子的荧光探针
CN114507191A (zh) * 2021-12-08 2022-05-17 安徽科技学院 一种pH荧光探针的合成及其在细胞成像应用的方法

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3741876A (en) * 1970-08-06 1973-06-26 Mason Res Inst Inc Method of measuring enzyme reaction rates
JPS5444212B2 (de) * 1974-12-28 1979-12-25
DE2929115A1 (de) * 1979-07-18 1981-02-12 Boehringer Mannheim Gmbh Verfahren zur herstellung von luciferin
FI63064C (fi) * 1980-04-09 1983-04-11 Ksv Chemicals Oy Foerfarande foer fluorometrisk bestaemning av aktiviteten av fettspjaelkande enzymer och medel foer att genomfoera foerfarandet
US4528267A (en) * 1982-11-26 1985-07-09 Axionics, Inc. Fluorometirc enzyme inhibition immunoassay for measuring potency of allergen extracts
US4456599A (en) * 1983-04-22 1984-06-26 Merck & Co., Inc. Benzothiazolesulfonamide derivatives for the topical treatment of elevated intraocular pressure
GB8330693D0 (en) * 1983-11-17 1983-12-29 Castrol Ltd Benzothiazolines
DE3443594A1 (de) * 1984-11-29 1986-05-28 Bayer Ag, 5090 Leverkusen Aminophenylbenzthiazole
DE3537877A1 (de) * 1985-10-24 1987-04-30 Geiger Reinhard Luciferin-derivate und immunoassays unter einsatz derartiger luciferin-derivate
DE3700908A1 (de) * 1987-01-14 1988-07-28 Geiger Reinhard Aminoluciferine, verfahren zu deren herstellung und deren verwendung bei der bestimmung von enzymaktivitaeten
JPH0670025B2 (ja) * 1987-08-07 1994-09-07 鐘紡株式会社 ベンゾチアゾ−ル誘導体および該化合物を有効成分とする抗リウマチ剤

Also Published As

Publication number Publication date
CA1340749C (en) 1999-09-14
JPH04500511A (ja) 1992-01-30
WO1990000618A1 (en) 1990-01-25
EP0424465A4 (en) 1991-07-03
DE68928412D1 (de) 1997-12-04
JP3169216B2 (ja) 2001-05-21
JP2003247944A (ja) 2003-09-05
EP0424465A1 (de) 1991-05-02
ATE159760T1 (de) 1997-11-15
EP0424465B1 (de) 1997-10-29
JP3413144B2 (ja) 2003-06-03
JP2000204088A (ja) 2000-07-25
US5424440A (en) 1995-06-13

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Legal Events

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8327 Change in the person/name/address of the patent owner

Owner name: PROMEGA BIOSCIENCES, INC., MADISON, WIS., US