CA2768352C - Novel fluorescent dyes and uses thereof - Google Patents
Novel fluorescent dyes and uses thereof Download PDFInfo
- Publication number
- CA2768352C CA2768352C CA2768352A CA2768352A CA2768352C CA 2768352 C CA2768352 C CA 2768352C CA 2768352 A CA2768352 A CA 2768352A CA 2768352 A CA2768352 A CA 2768352A CA 2768352 C CA2768352 C CA 2768352C
- Authority
- CA
- Canada
- Prior art keywords
- dye
- carbon
- bonds
- group
- independently
- 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.)
- Active
Links
Classifications
-
- 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
Landscapes
- 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)
- Proteomics, Peptides & Aminoacids (AREA)
- Microbiology (AREA)
- Urology & Nephrology (AREA)
- Analytical Chemistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Biochemistry (AREA)
- Biotechnology (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)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (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)
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 |
|---|---|
| CA2768352A1 CA2768352A1 (en) | 2011-01-20 |
| CA2768352C true CA2768352C (en) | 2016-10-11 |
Family
ID=43218117
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2768352A Active CA2768352C (en) | 2009-07-16 | 2010-07-15 | Novel fluorescent dyes and uses thereof |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US8367842B2 (enExample) |
| EP (1) | EP2454329B1 (enExample) |
| JP (2) | JP5777169B2 (enExample) |
| KR (1) | KR101809758B1 (enExample) |
| CN (1) | CN102498177B (enExample) |
| AU (1) | AU2010273431B2 (enExample) |
| BR (1) | BR112012001043A2 (enExample) |
| CA (1) | CA2768352C (enExample) |
| IN (1) | IN2012DN00454A (enExample) |
| NZ (1) | NZ597512A (enExample) |
| SG (1) | SG177676A1 (enExample) |
| WO (1) | WO2011008912A1 (enExample) |
Families Citing this family (22)
| 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 |
| BR112018070164B1 (pt) | 2016-04-01 | 2022-09-27 | Sony Corporation Of America | Corantes diméricos ou poliméricos ultrabrilhantes |
| CN109153860B (zh) | 2016-04-06 | 2021-04-23 | 索尼公司 | 具有间隔连接体基团的超高亮二聚体或聚合物染料 |
| EP3548470B1 (en) | 2016-12-01 | 2023-11-01 | Promega Corporation | 5,5-disubstituted luciferins and their use in luciferase-based assays |
| CN111836645A (zh) | 2017-11-16 | 2020-10-27 | 索尼公司 | 可编程的聚合药物 |
| WO2019140128A1 (en) | 2018-01-12 | 2019-07-18 | Sony Corporation | Phosphoalkyl polymers comprising biologically active compounds |
| US11767517B2 (en) | 2018-06-05 | 2023-09-26 | Promega Corporation | Luciferase enzymes for use with thermostable luciferins in bioluminescent assays |
| JP7580689B2 (ja) | 2018-06-27 | 2024-11-12 | ソニーグループ株式会社 | デオキシリボースを含むリンカー基を有するポリマー色素 |
| US12578342B2 (en) * | 2018-07-13 | 2026-03-17 | Sony Group 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 |
| WO2021061057A2 (en) * | 2019-09-26 | 2021-04-01 | Vidyasirimedhi Institute Of Science And Technology | Luciferin derivatives and a method for synthesis thereof |
| EP4038081A1 (en) | 2019-09-30 | 2022-08-10 | Sony Group Corporation | Nucleotide probes |
| 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 |
Family Cites Families (16)
| 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 |
| EP0424465B1 (en) * | 1988-07-08 | 1997-10-29 | Jbl Scientific, Inc. | Preparation and use of fluorescent benzothiazole derivatives |
| US6140051A (en) | 1997-07-21 | 2000-10-31 | Promega Biosciences, Inc. | Fluorescent dibenzazole derivatives and methods related thereto |
| AU7703400A (en) * | 1999-09-14 | 2001-04-17 | 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 |
| EP2778234B1 (en) * | 2005-05-31 | 2017-09-27 | Promega Corporation | Luminogenic and fluorogenic compounds and methods to detect molecules or conditions |
| WO2007006019A1 (en) * | 2005-07-06 | 2007-01-11 | University Of South Florida | 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 |
| EP2165197B1 (en) * | 2007-05-23 | 2011-08-31 | Life Technologies Corporation | Reagents, kits and methods for detecting biological molecules by energy transfer from an activated chemiluminescent substrate to an energy acceptor dye |
| 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 |
| JP5800711B2 (ja) | 2008-09-09 | 2015-10-28 | 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用いる生物発光アッセイ |
-
2010
- 2010-07-15 US US12/836,747 patent/US8367842B2/en active Active
- 2010-07-15 AU AU2010273431A patent/AU2010273431B2/en active Active
- 2010-07-15 CA CA2768352A patent/CA2768352C/en active Active
- 2010-07-15 EP EP10737419.1A patent/EP2454329B1/en active Active
- 2010-07-15 NZ NZ597512A patent/NZ597512A/en unknown
- 2010-07-15 CN CN201080040648.1A patent/CN102498177B/zh active Active
- 2010-07-15 JP JP2012520764A patent/JP5777169B2/ja active Active
- 2010-07-15 SG SG2012003125A patent/SG177676A1/en unknown
- 2010-07-15 IN IN454DEN2012 patent/IN2012DN00454A/en unknown
- 2010-07-15 BR BR112012001043A patent/BR112012001043A2/pt active Search and Examination
- 2010-07-15 KR KR1020127003981A patent/KR101809758B1/ko active Active
- 2010-07-15 WO PCT/US2010/042063 patent/WO2011008912A1/en not_active Ceased
-
2013
- 2013-01-24 US US13/748,756 patent/US8772501B2/en active Active
-
2015
- 2015-05-27 JP JP2015107038A patent/JP2015165031A/ja not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| CN102498177A (zh) | 2012-06-13 |
| CA2768352A1 (en) | 2011-01-20 |
| HK1168122A1 (en) | 2012-12-21 |
| JP5777169B2 (ja) | 2015-09-09 |
| SG177676A1 (en) | 2012-02-28 |
| US20110014599A1 (en) | 2011-01-20 |
| CN102498177B (zh) | 2014-12-24 |
| AU2010273431A1 (en) | 2012-02-02 |
| AU2010273431A2 (en) | 2012-03-01 |
| BR112012001043A2 (pt) | 2016-03-15 |
| JP2015165031A (ja) | 2015-09-17 |
| US8367842B2 (en) | 2013-02-05 |
| NZ597512A (en) | 2014-03-28 |
| IN2012DN00454A (enExample) | 2015-05-15 |
| AU2010273431B2 (en) | 2016-08-25 |
| EP2454329A1 (en) | 2012-05-23 |
| KR101809758B1 (ko) | 2017-12-15 |
| JP2012533654A (ja) | 2012-12-27 |
| EP2454329B1 (en) | 2018-04-18 |
| US8772501B2 (en) | 2014-07-08 |
| KR20120037486A (ko) | 2012-04-19 |
| US20130131324A1 (en) | 2013-05-23 |
| WO2011008912A1 (en) | 2011-01-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20130605 |
|
| MPN | Maintenance fee for patent paid |
Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 15TH ANNIV.) - STANDARD Year of fee payment: 15 |
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| U00 | Fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED Effective date: 20250617 |
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| U11 | Full renewal or maintenance fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL Effective date: 20250617 |
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| MPN | Maintenance fee for patent paid |
Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 16TH ANNIV.) - STANDARD Year of fee payment: 16 |
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| U00 | Fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED Effective date: 20260623 |
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| U11 | Full renewal or maintenance fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL Effective date: 20260623 |