KR101809758B1 - 신규 형광 염료 및 그의 용도 - Google Patents

신규 형광 염료 및 그의 용도 Download PDF

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Publication number
KR101809758B1
KR101809758B1 KR1020127003981A KR20127003981A KR101809758B1 KR 101809758 B1 KR101809758 B1 KR 101809758B1 KR 1020127003981 A KR1020127003981 A KR 1020127003981A KR 20127003981 A KR20127003981 A KR 20127003981A KR 101809758 B1 KR101809758 B1 KR 101809758B1
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bond
dye
carbon
formula
independently
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KR20120037486A (ko
Inventor
하쉠 아크하반-타프티
레누카 데 실바
구오핑 왕
로버트 에이. 에이크홀트
라빈더 케이. 굽타
라크쉬미 에스. 칸누말레
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베크만 컬터, 인코포레이티드
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00—Other synthetic dyes of known constitution
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic 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
    • C07D239/28—Heterocyclic 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
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/42—One nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic 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
    • C07D417/02—Heterocyclic 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
    • C07D417/04—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B7/00—Indigoid dyes
    • 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
    • C12Q1/66—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving luciferase
    • 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

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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)
  • Hematology (AREA)
  • Biotechnology (AREA)
  • Urology & Nephrology (AREA)
  • Microbiology (AREA)
  • Analytical Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biomedical Technology (AREA)
  • Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Genetics & Genomics (AREA)
  • Cell Biology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biophysics (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • General Engineering & Computer Science (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
  • Peptides Or Proteins (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
KR1020127003981A 2009-07-16 2010-07-15 신규 형광 염료 및 그의 용도 Active KR101809758B1 (ko)

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
KR20120037486A KR20120037486A (ko) 2012-04-19
KR101809758B1 true KR101809758B1 (ko) 2017-12-15

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

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5905402B2 (ja) * 2010-03-11 2016-04-20 プロメガ コーポレイションＰｒｏｍｅｇａ Ｃｏｒｐｏｒａｔｉｏｎ シアノベンゾチアゾール化合物を使用する生物発光アッセイ
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
CN107580618A (zh) 2016-04-01 2018-01-12 索尼公司 超亮二聚或多聚染料
JP7069033B2 (ja) 2016-04-06 2022-05-17 ソニーグループ株式会社 スペーシングリンカー基を有する超明色ダイマーまたはポリマー染料
JP7104702B2 (ja) 2016-12-01 2022-07-21 プロメガ コーポレイション ５，５－二置換ルシフェリン及びルシフェラーゼ系アッセイにおけるそれらの使用
CN111565757A (zh) 2018-01-12 2020-08-21 索尼公司 包含生物活性化合物的磷酸烷基聚合物
US11767517B2 (en) * 2018-06-05 2023-09-26 Promega Corporation Luciferase enzymes for use with thermostable luciferins in bioluminescent assays
KR102854332B1 (ko) 2018-06-27 2025-09-03 소니그룹주식회사 디옥시리보오스를 포함하는 링커 군을 갖는 중합체성 염료
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
JP7816141B2 (ja) 2019-09-30 2026-02-18 ソニーグループ株式会社 ヌクレオチドプローブ
EP4256078A1 (en) 2020-12-07 2023-10-11 Sony Group Corporation Spacing linker group design for brightness enhancement in dimeric or polymeric dyes
WO2022196819A1 (ja) * 2021-03-19 2022-09-22 関東電化工業株式会社 Ｄ－ルシフェリン及びｄ－ルシフェリン誘導体、並びにこれら化合物の前駆体、並びにこれらの製造方法
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 (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001510190A (ja) 1997-07-21 2001-07-31 プロメガ バイオサイエンシス インコーポレイテッド 蛍光ジベンザゾール誘導体及びこれに関連する方法
US20070015790A1 (en) * 2005-05-31 2007-01-18 Cali James J Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
WO2010030343A1 (en) 2008-09-09 2010-03-18 Promega Corporation Bioluminescent assays using cyanobenzothiazole compounds

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3537877A1 (de) * 1985-10-24 1987-04-30 Geiger Reinhard Luciferin-derivate und immunoassays unter einsatz derartiger luciferin-derivate
WO1990000618A1 (en) * 1988-07-08 1990-01-25 Jbl Scientific, Inc. Preparation and use of fluorescent benzothiazole derivatives
WO2001020331A1 (en) * 1999-09-14 2001-03-22 Xenoport, Inc. Substrates and screening methods for transport proteins
CA2478047C (en) * 2002-03-01 2014-01-21 Immunomedics, Inc. Rs7 antibodies
US7541440B2 (en) * 2002-09-30 2009-06-02 Immunomedics, Inc. Chimeric, human and humanized anti-granulocyte antibodies and methods of use
CN100572555C (zh) * 2002-10-23 2009-12-23 犹他大学研究基金会 使用饱和染料的扩增子解链分析
DE10302787A1 (de) * 2003-01-24 2004-08-12 Schering Ag Hydrophile, Thiol-reaktive Cyaninfarbstoffe und deren Konjugate mit Biomolekülen für die Fluoreszenzdiagnostik
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
US20100190180A1 (en) * 2005-07-06 2010-07-29 Heidi Kay Materials and Methods for Screening, Diagnosis and Prognosis of Conditions Associated With Stat Protein Expression
KR100704007B1 (ko) * 2006-01-17 2007-04-04 한국과학기술연구원 화학발광 및 형광을 이용한 신속진단키트 및 이의 사용방법
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
ATE533052T1 (de) * 2007-05-23 2011-11-15 Applied Biosystems Llc Reagenzien, kits und verfahren zum nachweis biologischer moleküle mittels energieübertragung von einem aktivierten chemilumineszenzsubstrat auf einen energieakzeptorfarbstoff
CN101270105B (zh) * 2008-04-08 2011-09-14 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

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001510190A (ja) 1997-07-21 2001-07-31 プロメガ バイオサイエンシス インコーポレイテッド 蛍光ジベンザゾール誘導体及びこれに関連する方法
US20070015790A1 (en) * 2005-05-31 2007-01-18 Cali James J Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
WO2010030343A1 (en) 2008-09-09 2010-03-18 Promega Corporation Bioluminescent assays using cyanobenzothiazole compounds

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Bioorganic chemistry, Vol. 1, pp. 92-122, 1971

Also Published As

Publication number Publication date
US8367842B2 (en) 2013-02-05
SG177676A1 (en) 2012-02-28
US20110014599A1 (en) 2011-01-20
AU2010273431A1 (en) 2012-02-02
AU2010273431B2 (en) 2016-08-25
CN102498177B (zh) 2014-12-24
EP2454329A1 (en) 2012-05-23
US8772501B2 (en) 2014-07-08
WO2011008912A1 (en) 2011-01-20
JP2012533654A (ja) 2012-12-27
AU2010273431A2 (en) 2012-03-01
CA2768352C (en) 2016-10-11
IN2012DN00454A (OSRAM) 2015-05-15
NZ597512A (en) 2014-03-28
US20130131324A1 (en) 2013-05-23
CN102498177A (zh) 2012-06-13
EP2454329B1 (en) 2018-04-18
JP2015165031A (ja) 2015-09-17
BR112012001043A2 (pt) 2016-03-15
HK1168122A1 (en) 2012-12-21
CA2768352A1 (en) 2011-01-20
JP5777169B2 (ja) 2015-09-09
KR20120037486A (ko) 2012-04-19

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