CN102498177B - 新荧光染料及其用途 - Google Patents

新荧光染料及其用途 Download PDF

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Publication number
CN102498177B
CN102498177B CN201080040648.1A CN201080040648A CN102498177B CN 102498177 B CN102498177 B CN 102498177B CN 201080040648 A CN201080040648 A CN 201080040648A CN 102498177 B CN102498177 B CN 102498177B
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China
Prior art keywords
dye
carbon
group
fluorescent
acid
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Chinese (zh)
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CN102498177A (zh
Inventor
H·阿哈万·塔夫狄
R·德席尔瓦
王国平
R·A·艾克霍特
R·K·古普塔
L·S·卡阿努马利
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Beckman Coulter Inc
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Beckman Instruments Inc
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00Other synthetic dyes of known constitution
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32One oxygen, sulfur or nitrogen atom
    • C07D239/42One nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B7/00Indigoid dyes
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12QMEASURING 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
    • C12Q1/00Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/66Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving luciferase
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531Production of immunochemical test materials
    • G01N33/532Production of labelled immunochemicals
    • G01N33/535Production of labelled immunochemicals with enzyme label or co-enzymes, co-factors, enzyme inhibitors or enzyme substrates

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Immunology (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Hematology (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Urology & Nephrology (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Physics & Mathematics (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • Biomedical Technology (AREA)
  • Genetics & Genomics (AREA)
  • General Physics & Mathematics (AREA)
  • Biophysics (AREA)
  • Cell Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Food Science & Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Pathology (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
  • Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
CN201080040648.1A 2009-07-16 2010-07-15 新荧光染料及其用途 Active CN102498177B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US22598509P 2009-07-16 2009-07-16
US61/225,985 2009-07-16
PCT/US2010/042063 WO2011008912A1 (en) 2009-07-16 2010-07-15 Novel fluorescent dyes and uses thereof

Publications (2)

Publication Number Publication Date
CN102498177A CN102498177A (zh) 2012-06-13
CN102498177B true CN102498177B (zh) 2014-12-24

Family

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Family Applications (1)

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CN201080040648.1A Active CN102498177B (zh) 2009-07-16 2010-07-15 新荧光染料及其用途

Country Status (12)

Country Link
US (2) US8367842B2 (https=)
EP (1) EP2454329B1 (https=)
JP (2) JP5777169B2 (https=)
KR (1) KR101809758B1 (https=)
CN (1) CN102498177B (https=)
AU (1) AU2010273431B2 (https=)
BR (1) BR112012001043A2 (https=)
CA (1) CA2768352C (https=)
IN (1) IN2012DN00454A (https=)
NZ (1) NZ597512A (https=)
SG (1) SG177676A1 (https=)
WO (1) WO2011008912A1 (https=)

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WO2011112966A1 (en) * 2010-03-11 2011-09-15 Promega Corporation Bioluminescent assays using cyanobenzothiazole compounds
CN102937576B (zh) * 2012-06-26 2015-10-21 广东德美精细化工股份有限公司 一种织物除油剂的防沾性能的评价方法
EP2719703A1 (en) * 2012-10-12 2014-04-16 Ecole Polytechnique Fédérale de Lausanne (EPFL) Precursor molecule for the synthesis of D-luciferin
CN102942537B (zh) * 2012-11-09 2014-07-02 浙江大学 一种用作pH荧光探针的苯并噻唑-苯胺类化合物及其制备方法
US9817929B1 (en) 2014-06-04 2017-11-14 Calypto Design Systems, Inc. Formal verification using microtransactions
AU2017240154B2 (en) 2016-04-01 2021-08-12 Sony Group Corporation Ultra bright dimeric or polymeric dyes
US9851359B2 (en) 2016-04-06 2017-12-26 Sony Corporation Of America Ultra bright dimeric or polymeric dyes with spacing linker groups
US10400264B2 (en) * 2016-12-01 2019-09-03 Promega Corporation 5,5-disubstituted luciferins and their use in luciferase-based assays
EP3737419B1 (en) 2018-01-12 2024-04-10 Sony Group Corporation Phosphoalkyl polymers comprising biologically active compounds
WO2019236731A1 (en) 2018-06-05 2019-12-12 Promega Corporation Luciferase enzymes for use with thermostable luciferins in bioluminescent assays
US12006438B2 (en) 2018-06-27 2024-06-11 Sony Group Corporation Polymeric dyes with linker groups comprising deoxyribose
EP3820944A1 (en) * 2018-07-13 2021-05-19 Sony Corporation Polymeric dyes having a backbone comprising organophosphate units
CN110724114B (zh) * 2018-07-16 2022-10-21 北京工商大学 一种检测亚硫酸氢根及硫化氢的荧光探针
CN109633151B (zh) * 2018-12-26 2022-03-11 西北农林科技大学 一种肠炎沙门氏菌检测方法、试纸条及应用
CN110361378B (zh) * 2019-07-25 2021-04-02 浙江大学 基于荧光素乙酯的orac抗氧化活性评价方法及荧光指示剂
CN114729352A (zh) * 2019-09-26 2022-07-08 维迪亚西里梅迪科学技术研究所 荧光素衍生物及其合成方法
EP4038081A1 (en) 2019-09-30 2022-08-10 Sony Group Corporation Nucleotide probes
WO2022125564A1 (en) 2020-12-07 2022-06-16 Sony Group Corporation Spacing linker group design for brightness enhancement in dimeric or polymeric dyes
US20240182410A1 (en) * 2021-03-19 2024-06-06 Kanto Denka Kogyo Co., Ltd. D-luciferin, d-luciferin derivative, precursor of these compounds and method for producing these compounds
CN116046735B (zh) * 2022-12-26 2025-08-22 南京大学 一种利用染料组成的传感器阵列检测全氟化合物的方法
CN119462681B (zh) * 2024-10-16 2025-09-30 聊城柏莱斯生物科技有限公司 一种荧光定量pcr参比染料及其制备方法与应用

Citations (6)

* Cited by examiner, † Cited by third party
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US5098828A (en) * 1985-10-24 1992-03-24 Reinhard Geiger D-luciferin derivatives, their application and processes for the detection of ligands marked with an enzyme in the determination of biochemical substances
US5424440A (en) * 1988-07-08 1995-06-13 Jbl Scientific, Inc. Fluorescent benzothiazole derivatives
US6140051A (en) * 1997-07-21 2000-10-31 Promega Biosciences, Inc. Fluorescent dibenzazole derivatives and methods related thereto
CN1742057A (zh) * 2003-01-24 2006-03-01 舍林股份公司 用于荧光诊断的亲水性硫醇反应性花青染料及其与生物分子的缀合物
CN1934270A (zh) * 2002-10-23 2007-03-21 犹他大学研究基金会 使用饱和染料的扩增子解链分析
CN101270105A (zh) * 2008-04-08 2008-09-24 杨得锁 用于酶活性分析和酶抑制剂筛选的香豆素类化合物及合成方法

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JP2006219381A (ja) * 2005-02-08 2006-08-24 Univ Of Electro-Communications 複素環化合物及び発光甲虫ルシフェラーゼ発光系用発光基質
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JP5194258B2 (ja) * 2006-03-27 2013-05-08 国立大学法人電気通信大学 複素環化合物及び発光方法
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WO2010030343A1 (en) 2008-09-09 2010-03-18 Promega Corporation Bioluminescent assays using cyanobenzothiazole compounds

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5098828A (en) * 1985-10-24 1992-03-24 Reinhard Geiger D-luciferin derivatives, their application and processes for the detection of ligands marked with an enzyme in the determination of biochemical substances
US5424440A (en) * 1988-07-08 1995-06-13 Jbl Scientific, Inc. Fluorescent benzothiazole derivatives
US6140051A (en) * 1997-07-21 2000-10-31 Promega Biosciences, Inc. Fluorescent dibenzazole derivatives and methods related thereto
CN1934270A (zh) * 2002-10-23 2007-03-21 犹他大学研究基金会 使用饱和染料的扩增子解链分析
CN1742057A (zh) * 2003-01-24 2006-03-01 舍林股份公司 用于荧光诊断的亲水性硫醇反应性花青染料及其与生物分子的缀合物
CN101270105A (zh) * 2008-04-08 2008-09-24 杨得锁 用于酶活性分析和酶抑制剂筛选的香豆素类化合物及合成方法

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Also Published As

Publication number Publication date
JP2015165031A (ja) 2015-09-17
JP2012533654A (ja) 2012-12-27
CN102498177A (zh) 2012-06-13
CA2768352C (en) 2016-10-11
SG177676A1 (en) 2012-02-28
WO2011008912A1 (en) 2011-01-20
EP2454329B1 (en) 2018-04-18
KR101809758B1 (ko) 2017-12-15
CA2768352A1 (en) 2011-01-20
KR20120037486A (ko) 2012-04-19
IN2012DN00454A (https=) 2015-05-15
NZ597512A (en) 2014-03-28
HK1168122A1 (en) 2012-12-21
BR112012001043A2 (pt) 2016-03-15
US20130131324A1 (en) 2013-05-23
AU2010273431A2 (en) 2012-03-01
US8367842B2 (en) 2013-02-05
AU2010273431B2 (en) 2016-08-25
JP5777169B2 (ja) 2015-09-09
US8772501B2 (en) 2014-07-08
US20110014599A1 (en) 2011-01-20
EP2454329A1 (en) 2012-05-23
AU2010273431A1 (en) 2012-02-02

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