CN109476674B - 香豆素化合物及其作为荧光标记物的用途 - Google Patents
香豆素化合物及其作为荧光标记物的用途 Download PDFInfo
- Publication number
- CN109476674B CN109476674B CN201780042084.7A CN201780042084A CN109476674B CN 109476674 B CN109476674 B CN 109476674B CN 201780042084 A CN201780042084 A CN 201780042084A CN 109476674 B CN109476674 B CN 109476674B
- Authority
- CN
- China
- Prior art keywords
- group
- compound
- formula
- nucleotide
- alkyl
- 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
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/052—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/14—Ortho-condensed systems
- C07D491/147—Ortho-condensed systems the condensed system containing one ring with oxygen as ring hetero atom and two rings with nitrogen as ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/14—Pyrrolo-pyrimidine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
-
- 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
- C09B57/02—Coumarine dyes
-
- 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
-
- 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
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6813—Hybridisation assays
- C12Q1/6816—Hybridisation assays characterised by the detection means
-
- 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
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6869—Methods for sequencing
-
- 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
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6876—Nucleic acid products used in the analysis of nucleic acids, e.g. primers or probes
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
-
- 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
- C12Q2563/00—Nucleic acid detection characterized by the use of physical, structural and functional properties
- C12Q2563/107—Nucleic acid detection characterized by the use of physical, structural and functional properties fluorescence
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Analytical Chemistry (AREA)
- Immunology (AREA)
- Microbiology (AREA)
- Biophysics (AREA)
- Physics & Mathematics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Plural Heterocyclic Compounds (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Pyrane Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662438006P | 2016-12-22 | 2016-12-22 | |
| US62/438,006 | 2016-12-22 | ||
| PCT/EP2017/083128 WO2018114710A1 (en) | 2016-12-22 | 2017-12-15 | Coumarin compounds and their uses as fluorescent labels |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109476674A CN109476674A (zh) | 2019-03-15 |
| CN109476674B true CN109476674B (zh) | 2021-12-10 |
Family
ID=60765630
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201780042084.7A Active CN109476674B (zh) | 2016-12-22 | 2017-12-15 | 香豆素化合物及其作为荧光标记物的用途 |
Country Status (11)
| Country | Link |
|---|---|
| US (4) | US10214768B2 (enExample) |
| EP (2) | EP4257596A3 (enExample) |
| JP (1) | JP2020504074A (enExample) |
| KR (1) | KR102512190B1 (enExample) |
| CN (1) | CN109476674B (enExample) |
| AU (2) | AU2017379315B2 (enExample) |
| CA (1) | CA3025880C (enExample) |
| ES (1) | ES2954284T3 (enExample) |
| IL (1) | IL263358B (enExample) |
| SG (1) | SG11201810611YA (enExample) |
| WO (1) | WO2018114710A1 (enExample) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018114710A1 (en) * | 2016-12-22 | 2018-06-28 | Illumina Cambridge Limited | Coumarin compounds and their uses as fluorescent labels |
| TWI833819B (zh) | 2018-10-05 | 2024-03-01 | 美商安尼波那生物公司 | 用於治療與apj受體活性相關的病狀的化合物及組成物 |
| US11293061B2 (en) | 2018-12-26 | 2022-04-05 | Illumina Cambridge Limited | Sequencing methods using nucleotides with 3′ AOM blocking group |
| NL2023327B1 (en) * | 2019-03-01 | 2020-09-17 | Illumina Inc | Multiplexed fluorescent detection of analytes |
| WO2020178231A1 (en) * | 2019-03-01 | 2020-09-10 | Illumina, Inc. | Multiplexed fluorescent detection of analytes |
| US11421271B2 (en) * | 2019-03-28 | 2022-08-23 | Illumina Cambridge Limited | Methods and compositions for nucleic acid sequencing using photoswitchable labels |
| CN112794857B (zh) * | 2019-11-13 | 2023-09-19 | 湖南超亟检测技术有限责任公司 | 一种可用于亚铁离子检测的荧光探针及制备和应用 |
| AU2020389779A1 (en) | 2019-11-27 | 2022-05-26 | Illumina Cambridge Limited | Cyclooctatetraene containing dyes and compositions |
| EP4117818A2 (en) * | 2020-03-10 | 2023-01-18 | Western Digital Technologies Inc. | Magnetic sensor arrays for nucleic acid sequencing and methods of making and using them |
| CN115867560B (zh) | 2020-06-22 | 2025-03-28 | 伊鲁米纳剑桥有限公司 | 具有3’缩醛封端基团的核苷与核苷酸 |
| US11981964B2 (en) | 2020-07-28 | 2024-05-14 | Illumina Cambridge Limited | Substituted coumarin dyes and uses as fluorescent labels |
| US20220195516A1 (en) | 2020-12-17 | 2022-06-23 | Illumina Cambridge Limited | Methods, systems and compositions for nucleic acid sequencing |
| US20220195517A1 (en) * | 2020-12-17 | 2022-06-23 | Illumina Cambridge Limited | Long stokes shift chromenoquinoline dyes and uses in sequencing applications |
| US20220195196A1 (en) * | 2020-12-17 | 2022-06-23 | Illumina Cambridge Limited | Alkylpyridinium coumarin dyes and uses in sequencing applications |
| US20220195518A1 (en) * | 2020-12-22 | 2022-06-23 | Illumina Cambridge Limited | Methods and compositions for nucleic acid sequencing |
| CN114671843B (zh) * | 2020-12-24 | 2023-07-04 | 郑州思昆生物工程有限公司 | 一种荧光化合物、荧光修饰核苷酸、试剂盒 |
| BR112023024130A2 (pt) | 2021-05-20 | 2024-01-30 | Illumina Cambridge Ltd | Composições e métodos para sequenciamento por síntese |
| EP4499862A1 (en) | 2022-03-28 | 2025-02-05 | Illumina, Inc. | Labeled avidin and methods for sequencing |
| WO2023186819A1 (en) * | 2022-03-29 | 2023-10-05 | Illumina Cambridge Limited | Chromenoquinoline dyes and uses in sequencing |
| AU2023246851A1 (en) | 2022-03-31 | 2024-01-18 | Illumina, Inc. | Compositions and methods for improving sequencing signals |
| WO2023192900A1 (en) | 2022-03-31 | 2023-10-05 | Illumina Singapore Pte. Ltd. | Nucleosides and nucleotides with 3' vinyl blocking group useful in sequencing by synthesis |
| CN119301275A (zh) | 2022-05-31 | 2025-01-10 | 伊路米纳有限公司 | 用于核酸测序的组合物和方法 |
| CA3246518A1 (en) | 2022-09-30 | 2024-04-04 | Illumina, Inc. | Compositions and methods for reducing photolesions during sequencing |
| WO2024137774A1 (en) | 2022-12-22 | 2024-06-27 | Illumina, Inc. | Palladium catalyst compositions and methods for sequencing by synthesis |
| CN119095983A (zh) | 2022-12-22 | 2024-12-06 | 伊路米纳有限公司 | 用于边合成边测序的过渡金属催化剂组合物和方法 |
| CA3246559A1 (en) | 2022-12-27 | 2024-07-04 | Illumina, Inc. | SEQUENCE PROCESSES USING ALLYL 3' BLOCKED NUCLEOTIDES |
| US20240327909A1 (en) | 2023-03-30 | 2024-10-03 | Illumina, Inc. | Compositions and methods for nucleic acid sequencing |
| US20250075269A1 (en) | 2023-08-31 | 2025-03-06 | Illumina, Inc. | Compositions and methods for nucleic acid sequencing |
| US20250215493A1 (en) | 2023-12-28 | 2025-07-03 | Illumina, Inc. | Nucleotides with enzymatically cleavable 3'-o-glycoside blocking groups for sequencing |
| WO2025184226A1 (en) | 2024-02-28 | 2025-09-04 | Illumina, Inc. | Nucleotides with terminal phosphate capping |
| WO2025188906A1 (en) | 2024-03-08 | 2025-09-12 | Illumina, Inc. | Modified adenosine nucleotides |
| WO2025221895A1 (en) | 2024-04-19 | 2025-10-23 | Illumina, Inc. | Water soluble polymer scaffolds for dye labeling |
| WO2025230914A1 (en) | 2024-04-29 | 2025-11-06 | Illumina, Inc. | Nucleotides with enzyme-triggered self-immolative linkers for sequencing by synthesis |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2126811A1 (en) * | 1971-05-29 | 1972-12-14 | Basf Ag | Fluorescent pigments dyes - of the coumarin series for synthetic fibres and plastics |
| US6093518A (en) * | 1998-02-09 | 2000-07-25 | Kansai Paint Co., Ltd. | Visible laser-curable composition |
| WO2002062802A1 (en) * | 2001-02-02 | 2002-08-15 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Coumarin derivative, process for producing the same, and luminescent agent and luminescent element each containing the same |
| WO2003074519A1 (en) * | 2002-03-06 | 2003-09-12 | Novartis Ag | Coumarines useful as biomarkers |
| US6727362B1 (en) * | 2003-06-19 | 2004-04-27 | Labeltek Inc. | Coumarin derivatives and an electroluminescent (EL) device using the coumarin derivatives |
| WO2006026368A2 (en) * | 2004-08-25 | 2006-03-09 | The Trustees Of Collumbia University In The City Of New York | Development of fluorogenic substrates for monoamine oxidases (mao-a and mao-b) |
| WO2009124800A1 (de) * | 2008-04-09 | 2009-10-15 | Henkel Ag & Co. Kgaa | Kationische direktzieher und mittel zum färben keratinhaltigen fasern |
| WO2010074325A1 (en) * | 2008-12-25 | 2010-07-01 | Canon Kabushiki Kaisha | Labeling composition for intraocular tissue, labeling method of intraocular tissue, and screening method |
| CN101851505A (zh) * | 2010-06-09 | 2010-10-06 | 深圳丹邦投资集团有限公司 | 一种香豆素类有机电致荧光材料及其合成方法 |
| JP2013231165A (ja) * | 2012-04-04 | 2013-11-14 | Sumitomo Chemical Co Ltd | 着色硬化性樹脂組成物 |
| CN103502475A (zh) * | 2011-05-06 | 2014-01-08 | 凯杰有限公司 | 包含内部标记引物的核酸的测序、扩增和检测方法 |
| CN105218538A (zh) * | 2015-09-24 | 2016-01-06 | 四川大学 | 取代的香豆素-吡啶衍生物及其制备方法和用途 |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5302509A (en) | 1989-08-14 | 1994-04-12 | Beckman Instruments, Inc. | Method for sequencing polynucleotides |
| JPH0743896A (ja) * | 1993-07-28 | 1995-02-14 | Toyobo Co Ltd | 光重合性組成物 |
| US5846719A (en) | 1994-10-13 | 1998-12-08 | Lynx Therapeutics, Inc. | Oligonucleotide tags for sorting and identification |
| ATE364718T1 (de) | 1997-04-01 | 2007-07-15 | Solexa Ltd | Verfahren zur vervielfältigung von nukleinsäure |
| US6465178B2 (en) | 1997-09-30 | 2002-10-15 | Surmodics, Inc. | Target molecule attachment to surfaces |
| US6485944B1 (en) | 1997-10-10 | 2002-11-26 | President And Fellows Of Harvard College | Replica amplification of nucleic acid arrays |
| GB0002310D0 (en) | 2000-02-01 | 2000-03-22 | Solexa Ltd | Polynucleotide sequencing |
| DE69928265T3 (de) | 1998-07-30 | 2013-11-28 | Illumina Cambridge Ltd. | Matrizen von biomolekülen und ihre verwendung in sequenzierung |
| AR021833A1 (es) | 1998-09-30 | 2002-08-07 | Applied Research Systems | Metodos de amplificacion y secuenciacion de acido nucleico |
| US6391937B1 (en) | 1998-11-25 | 2002-05-21 | Motorola, Inc. | Polyacrylamide hydrogels and hydrogel arrays made from polyacrylamide reactive prepolymers |
| US6664061B2 (en) | 1999-06-25 | 2003-12-16 | Amersham Biosciences Ab | Use and evaluation of a [2+2] photoaddition in immobilization of oligonucleotides on a three-dimensional hydrogel matrix |
| US6372813B1 (en) | 1999-06-25 | 2002-04-16 | Motorola | Methods and compositions for attachment of biomolecules to solid supports, hydrogels, and hydrogel arrays |
| EP1307414A2 (en) | 2000-08-09 | 2003-05-07 | Amersham Biosciences AB | The use and evaluation of a 2+2] photocycloaddition in immobilization of oligonucleotides on a three-dimensional hydrogel matrix |
| DE10160524A1 (de) * | 2001-12-05 | 2003-06-26 | Dyomics Gmbh | Neue Fluoreszenzmarker mit großem Stokes-Shift |
| EP3438116B1 (en) | 2002-08-23 | 2021-02-17 | Illumina Cambridge Limited | Labelled nucleotides |
| ES2550513T3 (es) | 2002-08-23 | 2015-11-10 | Illumina Cambridge Limited | Nucleótidos modificados para secuenciación de polinucleótidos |
| US7563907B2 (en) * | 2002-12-05 | 2009-07-21 | Dyomics Gmbh | Compounds based on polymethines |
| DE10356130A1 (de) * | 2003-11-28 | 2005-06-23 | Dyomics Gmbh | Neue Polymethinfarbstoffe auf Cumarin-Basis mit einstellbarem Stokes-Shift |
| GB0321306D0 (en) | 2003-09-11 | 2003-10-15 | Solexa Ltd | Modified polymerases for improved incorporation of nucleotide analogues |
| GB0326073D0 (en) | 2003-11-07 | 2003-12-10 | Solexa Ltd | Improvements in or relating to polynucleotide arrays |
| EP2789383B1 (en) | 2004-01-07 | 2023-05-03 | Illumina Cambridge Limited | Molecular arrays |
| EP1888743B1 (en) | 2005-05-10 | 2011-08-03 | Illumina Cambridge Limited | Improved polymerases |
| GB0517097D0 (en) | 2005-08-19 | 2005-09-28 | Solexa Ltd | Modified nucleosides and nucleotides and uses thereof |
| WO2007135368A2 (en) | 2006-05-18 | 2007-11-29 | Solexa Limited | Dye compounds and the use of their labelled conjugates |
| CN102232118B (zh) * | 2008-12-01 | 2015-07-08 | 恰根有限公司 | 用于核酸检测的新型荧光染料组合物 |
| WO2013044018A1 (en) | 2011-09-23 | 2013-03-28 | Illumina, Inc. | Methods and compositions for nucleic acid sequencing |
| WO2013056720A1 (en) * | 2011-10-18 | 2013-04-25 | Max-Planck-Gesellschaft Zur Foerderung Der Wissenschaften E.V. | Fluorescent dyes with phosphorylated hydroxymethyl groups and their use in light microscopy and imaging techniques |
| US9012022B2 (en) | 2012-06-08 | 2015-04-21 | Illumina, Inc. | Polymer coatings |
| EP2964624B1 (en) * | 2013-03-08 | 2017-01-04 | Illumina Cambridge Limited | Rhodamine compounds and their use as fluorescent labels |
| KR102230831B1 (ko) | 2013-03-15 | 2021-03-22 | 일루미나 케임브리지 리미티드 | 변형된 뉴클레오사이드 또는 뉴클레오타이드 |
| WO2018114710A1 (en) * | 2016-12-22 | 2018-06-28 | Illumina Cambridge Limited | Coumarin compounds and their uses as fluorescent labels |
-
2017
- 2017-12-15 WO PCT/EP2017/083128 patent/WO2018114710A1/en not_active Ceased
- 2017-12-15 EP EP23182481.4A patent/EP4257596A3/en active Pending
- 2017-12-15 CA CA3025880A patent/CA3025880C/en active Active
- 2017-12-15 KR KR1020187037384A patent/KR102512190B1/ko active Active
- 2017-12-15 CN CN201780042084.7A patent/CN109476674B/zh active Active
- 2017-12-15 ES ES17817742T patent/ES2954284T3/es active Active
- 2017-12-15 AU AU2017379315A patent/AU2017379315B2/en active Active
- 2017-12-15 JP JP2018566875A patent/JP2020504074A/ja active Pending
- 2017-12-15 EP EP17817742.4A patent/EP3559004B1/en active Active
- 2017-12-15 SG SG11201810611YA patent/SG11201810611YA/en unknown
- 2017-12-21 US US15/851,014 patent/US10214768B2/en active Active
-
2018
- 2018-11-28 IL IL263358A patent/IL263358B/en active IP Right Grant
-
2019
- 2019-02-22 US US16/282,783 patent/US10533211B2/en active Active
-
2020
- 2020-01-09 US US16/738,560 patent/US10907196B2/en active Active
-
2021
- 2021-01-29 US US17/162,606 patent/US11371078B2/en active Active
-
2022
- 2022-06-14 AU AU2022204153A patent/AU2022204153B2/en active Active
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2126811A1 (en) * | 1971-05-29 | 1972-12-14 | Basf Ag | Fluorescent pigments dyes - of the coumarin series for synthetic fibres and plastics |
| US6093518A (en) * | 1998-02-09 | 2000-07-25 | Kansai Paint Co., Ltd. | Visible laser-curable composition |
| WO2002062802A1 (en) * | 2001-02-02 | 2002-08-15 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Coumarin derivative, process for producing the same, and luminescent agent and luminescent element each containing the same |
| WO2003074519A1 (en) * | 2002-03-06 | 2003-09-12 | Novartis Ag | Coumarines useful as biomarkers |
| US6727362B1 (en) * | 2003-06-19 | 2004-04-27 | Labeltek Inc. | Coumarin derivatives and an electroluminescent (EL) device using the coumarin derivatives |
| WO2006026368A2 (en) * | 2004-08-25 | 2006-03-09 | The Trustees Of Collumbia University In The City Of New York | Development of fluorogenic substrates for monoamine oxidases (mao-a and mao-b) |
| WO2009124800A1 (de) * | 2008-04-09 | 2009-10-15 | Henkel Ag & Co. Kgaa | Kationische direktzieher und mittel zum färben keratinhaltigen fasern |
| WO2010074325A1 (en) * | 2008-12-25 | 2010-07-01 | Canon Kabushiki Kaisha | Labeling composition for intraocular tissue, labeling method of intraocular tissue, and screening method |
| CN101851505A (zh) * | 2010-06-09 | 2010-10-06 | 深圳丹邦投资集团有限公司 | 一种香豆素类有机电致荧光材料及其合成方法 |
| CN103502475A (zh) * | 2011-05-06 | 2014-01-08 | 凯杰有限公司 | 包含内部标记引物的核酸的测序、扩增和检测方法 |
| JP2013231165A (ja) * | 2012-04-04 | 2013-11-14 | Sumitomo Chemical Co Ltd | 着色硬化性樹脂組成物 |
| CN105218538A (zh) * | 2015-09-24 | 2016-01-06 | 四川大学 | 取代的香豆素-吡啶衍生物及其制备方法和用途 |
Non-Patent Citations (10)
| Title |
|---|
| "Reduced" Coumarin Dyes with an O-Phosphorylated 2,2-Dimethyl-4-(hydroxymethyl)-1,2,3,4-tetrahydroquinoline Fragment: Synthesis, Spectra, and STED Microscopy**;Shamil Nizamov,et al.;《Chem. Eur. J.》;20160707;第22卷;第11631-11642页 * |
| 4-Trifluoromethyl-Substituted Coumarins with Large Stokes Shifts: Synthesis,Bioconjugates, and Their Use in Super-Resolution Fluorescence Microscopy;Heiko Schill,et al.;《Chem. Eur. J.》;20131107;第19卷;摘要、第16560页Table 1和Scheme 2 * |
| Fluorescence microscopy reveals molecular localisation at line defects in nematic liquid crystals;Takuya Ohzono,et al.;《SCIENTIFIC REPORTS》;20161104;第1-9页 * |
| Highly fluorescent dye-nanoclay hybrid materials made from different dye classes;Markus Grabolle,et al.;《Langmuir》;20160323;第1-23页 * |
| Molecular Hyperpolarizabilities of Coumarin Dyes;Christopher R. Moylan;《J. Phys. Chem.》;19941231;第98卷(第51期);第13513-13516页 * |
| NEW LASER MEDIA BASED ON BIFLUOROPHORE COUMARIN MOLECULES;S. S. Anufrik,et al.;《Journal of Applied Spectroscopy》;19991231;第66卷(第5期);第772-779页 * |
| Phosphorylated 3-Heteroarylcoumarins and Their Use in Fluorescence Microscopy and Nanoscopy;Shamil Nizamov,et al.;《Chem. Eur. J.》;20121030;第18卷;摘要、第16339页Figure 1、第16342页Scheme 1、第16343页Scheme 2、第16345页Scheme 4 * |
| Single-Compound Libraries of Organic Materials: Parallel Synthesis and Screening of Fluorescent Dyes**;Marc-Steffen Schiedel,et al.;《Angew. Chem. Int. Ed.》;20011231;第40卷(第24期);第4677-4680页 * |
| SYNTHESIS OF JULOLIDINE DERIVATIVES;Joel M. Kauffman,et al.;《Organic Preparations and Procedures International》;20090218;第33卷(第6期);第603-613页 * |
| 荧光染料概述;杨军浩 等;《染料与染色》;20141031;第51卷(第5期);第4-12页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20190095873A (ko) | 2019-08-16 |
| CA3025880A1 (en) | 2018-06-28 |
| AU2022204153B2 (en) | 2024-01-18 |
| US20210155977A1 (en) | 2021-05-27 |
| AU2017379315B2 (en) | 2022-04-14 |
| CA3025880C (en) | 2020-01-28 |
| US11371078B2 (en) | 2022-06-28 |
| AU2022204153A1 (en) | 2022-06-30 |
| WO2018114710A1 (en) | 2018-06-28 |
| NZ748730A (en) | 2021-08-27 |
| JP2020504074A (ja) | 2020-02-06 |
| US20180201981A1 (en) | 2018-07-19 |
| EP3559004B1 (en) | 2023-07-05 |
| EP3559004A1 (en) | 2019-10-30 |
| IL263358B (en) | 2020-06-30 |
| EP4257596A3 (en) | 2023-12-06 |
| NZ778462A (en) | 2024-02-23 |
| SG11201810611YA (en) | 2018-12-28 |
| US20190185918A1 (en) | 2019-06-20 |
| IL263358A (en) | 2018-12-31 |
| US20200216882A1 (en) | 2020-07-09 |
| CN109476674A (zh) | 2019-03-15 |
| AU2017379315A1 (en) | 2018-12-13 |
| KR102512190B1 (ko) | 2023-03-21 |
| US10533211B2 (en) | 2020-01-14 |
| EP4257596A2 (en) | 2023-10-11 |
| US10907196B2 (en) | 2021-02-02 |
| US10214768B2 (en) | 2019-02-26 |
| ES2954284T3 (es) | 2023-11-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109476674B (zh) | 香豆素化合物及其作为荧光标记物的用途 | |
| EP3974425B1 (en) | New fluorescent dyes and their uses as biomarkers | |
| CN115916908B (zh) | 长斯托克斯位移色烯并喹啉染料及其在测序应用中的用途 | |
| JP7307686B2 (ja) | 第二級アミン置換クマリン化合物、および蛍光標識としてのそれらの使用 | |
| CN112654614A (zh) | 叔胺取代的香豆素化合物及其作为荧光标记物的用途 | |
| CN112654681A (zh) | 环外胺取代的香豆素化合物及其作为荧光标记物的用途 | |
| CN115996937B (zh) | 烷基吡啶正离子香豆素染料和在测序应用中的用途 | |
| CN119604513A (zh) | 含有稠合四环双硼杂环的荧光染料及其在测序中的用途 | |
| HK40099488A (en) | Coumarin compounds and their uses as fluorescent labels | |
| HK40073053B (en) | New fluorescent dyes and their uses as biomarkers | |
| HK40073053A (en) | New fluorescent dyes and their uses as biomarkers | |
| HK40008386B (en) | Coumarin compounds and their uses as fluorescent labels | |
| HK40008386A (en) | Coumarin compounds and their uses as fluorescent labels | |
| CN119452044A (zh) | 萘酰亚胺染料以及其在核酸测序中的用途 | |
| HK40004609B (en) | New fluorescent dyes and their uses as biomarkers | |
| HK40004609A (en) | New fluorescent dyes and their uses as biomarkers |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| CB02 | Change of applicant information | ||
| CB02 | Change of applicant information |
Address after: England Applicant after: ILLUMINA CAMBRIDGE LTD Address before: British English Applicant before: ILLUMINA CAMBRIDGE LTD |
|
| GR01 | Patent grant | ||
| GR01 | Patent grant |