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SG11201810611YA - Coumarin compounds and their uses as fluorescent labels - Google Patents

Coumarin compounds and their uses as fluorescent labels

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Publication number
SG11201810611YA
SG11201810611YA SG11201810611YA SG11201810611YA SG11201810611YA SG 11201810611Y A SG11201810611Y A SG 11201810611YA SG 11201810611Y A SG11201810611Y A SG 11201810611YA SG 11201810611Y A SG11201810611Y A SG 11201810611YA SG 11201810611Y A SG11201810611Y A SG 11201810611YA
Authority
SG
Singapore
Prior art keywords
international
rule
chesterford
fluorescent labels
pct
Prior art date
Application number
SG11201810611YA
Inventor
Nikolai Romanov
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Illumina Cambridge Ltd
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.)
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Application filed by Illumina Cambridge Ltd filed Critical Illumina Cambridge Ltd
Publication of SG11201810611YA publication Critical patent/SG11201810611YA/en

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    • 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
    • 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
    • C12Q1/6869—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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Genetics & Genomics (AREA)
  • General Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Analytical Chemistry (AREA)
  • Microbiology (AREA)
  • Immunology (AREA)
  • Biophysics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Physics & Mathematics (AREA)
  • Materials Engineering (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pyrane Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (43) International Publication Date 28 June 2018 (28.06.2018) WIP0 I PCT o mons °nolo HE VIII oloiloiflo oimIE (10) International Publication Number WO 2018/114710 Al CZ N (51) International Patent Classification: C07D 491/04 (2006.01) G01N 33/52 (2006.01) (21) International Application Number: PCT/EP2017/083128 (22) International Filing Date: 15 December 2017 (15.12.2017) (25) Filing Language: English (26) Publication Language: English (30) Priority Data: 62/438,006 22 December 2016 (22.12.2016) US (71) Applicant: ILLUMINA CAMBRIDGE LIMITED [GB/GB]; Chesterford Research Park, Little Chesterford, Nr. Saffron Walden, Essex CB10 1XL (GB). (72) Inventor: ROMANOV, Nikolai; Chesterford Research Park, Little Chesterford, Nr. Saffron Walden, Essex CB10 1XL (GB). (74) Agent: MURGITROYD & COMPANY; 165-169 Scot- land Street, Glasgow, Strathclyde G5 8PL (GB). (81) Designated States (unless otherwise indicated, for every kind of national protection available): AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JO, JP, KE, KG, KH, KN, KP, KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (84) Designated States (unless otherwise indicated, for every kind of regional protection available): ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, KM, ML, MR, NE, SN, TD, TG). — (54) Title: COUMARIN COMPOUNDS AND THEIR USES AS FLUORESCENT LABELS Chan 7 FIG.1 1-1 0 (57) : The present application relates to new coumarin compounds and their uses as fluorescent labels. The compounds may \" be used as fluorescent labels for nucleotides in nucleic acid sequencing applications. C [Continued on next page] WO 2018/114710 Al MIDEDIMOMMIDIREIE310101MBOHHIMMIS Declarations under Rule 4.17: as to the identity of the inventor (Rule 4.17(i)) as to applicant's entitlement to apply for and be granted a patent (Rule 4.17(ii)) as to the applicant's entitlement to claim the priority of the earlier application (Rule 4.17(iii)) Published: — with international search report (Art. 21(3))
SG11201810611YA 2016-12-22 2017-12-15 Coumarin compounds and their uses as fluorescent labels SG11201810611YA (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201662438006P 2016-12-22 2016-12-22
PCT/EP2017/083128 WO2018114710A1 (en) 2016-12-22 2017-12-15 Coumarin compounds and their uses as fluorescent labels

Publications (1)

Publication Number Publication Date
SG11201810611YA true SG11201810611YA (en) 2018-12-28

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SG11201810611YA SG11201810611YA (en) 2016-12-22 2017-12-15 Coumarin compounds and their uses as fluorescent labels

Country Status (11)

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US (4) US10214768B2 (en)
EP (2) EP3559004B1 (en)
JP (1) JP2020504074A (en)
KR (1) KR102512190B1 (en)
CN (1) CN109476674B (en)
AU (2) AU2017379315B2 (en)
CA (1) CA3025880C (en)
ES (1) ES2954284T3 (en)
IL (1) IL263358B (en)
SG (1) SG11201810611YA (en)
WO (1) WO2018114710A1 (en)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
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
HUE066335T2 (en) 2018-10-05 2024-07-28 Annapurna Bio Inc Compounds and compositions for treating conditions associated with apj receptor activity
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
CN112794857B (en) * 2019-11-13 2023-09-19 湖南超亟检测技术有限责任公司 Fluorescent probe for ferrous ion detection and preparation and application thereof
AU2020389779A1 (en) 2019-11-27 2022-05-26 Illumina Cambridge Limited Cyclooctatetraene containing dyes and compositions
US20220195517A1 (en) * 2020-12-17 2022-06-23 Illumina Cambridge Limited Long stokes shift chromenoquinoline dyes and uses in sequencing applications
US20220195516A1 (en) 2020-12-17 2022-06-23 Illumina Cambridge Limited Methods, systems and compositions for nucleic acid sequencing
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 (en) * 2020-12-24 2023-07-04 郑州思昆生物工程有限公司 Fluorescent compound, fluorescent modified nucleotide and kit
AU2022277632A1 (en) 2021-05-20 2023-11-09 Illumina Cambridge Limited Compositions and methods for sequencing by synthesis
US20230304086A1 (en) 2022-03-28 2023-09-28 Illumina Cambridge Limited Labeled avidin and methods for sequencing
US20230314322A1 (en) * 2022-03-29 2023-10-05 Illumina, Inc. Systems and methods of sequencing polynucleotides
AU2023244351A1 (en) 2022-03-31 2024-01-18 Illumina, Inc. Nucleosides and nucleotides with 3' vinyl blocking group useful in sequencing by synthesis
US20230357845A1 (en) 2022-03-31 2023-11-09 Illumina, Inc. Compositions and methods for improving sequencing signals
WO2023232829A1 (en) 2022-05-31 2023-12-07 Illumina, Inc Compositions and methods for nucleic acid sequencing
WO2024068889A2 (en) 2022-09-30 2024-04-04 Illumina, Inc. Compositions and methods for reducing photo damage during sequencing
AU2023409138A1 (en) 2022-12-22 2024-10-03 Illumina, Inc. Transition-metal catalyst compositions and methods for sequencing by synthesis
WO2024137774A1 (en) 2022-12-22 2024-06-27 Illumina, Inc. Palladium catalyst compositions and methods for sequencing by synthesis
US20240271206A1 (en) 2022-12-27 2024-08-15 Illumina, Inc. Methods of sequencing using 3' allyl blocked nucleotides
US20240327909A1 (en) 2023-03-30 2024-10-03 Illumina, Inc. Compositions and methods for nucleic acid sequencing

Family Cites Families (43)

* Cited by examiner, † Cited by third party
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
US5302509A (en) 1989-08-14 1994-04-12 Beckman Instruments, Inc. Method for sequencing polynucleotides
JPH0743896A (en) * 1993-07-28 1995-02-14 Toyobo Co Ltd Photopolymerizable composition
US5846719A (en) 1994-10-13 1998-12-08 Lynx Therapeutics, Inc. Oligonucleotide tags for sorting and identification
AU6846698A (en) 1997-04-01 1998-10-22 Glaxo Group Limited Method of nucleic acid amplification
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
US6093518A (en) * 1998-02-09 2000-07-25 Kansai Paint Co., Ltd. Visible laser-curable composition
GB0002310D0 (en) 2000-02-01 2000-03-22 Solexa Ltd Polynucleotide sequencing
IL141148A0 (en) 1998-07-30 2002-02-10 Solexa Ltd Arrayed biomolecules and their use in sequencing
AR021833A1 (en) 1998-09-30 2002-08-07 Applied Research Systems METHODS OF AMPLIFICATION AND SEQUENCING OF NUCLEIC ACID
US6391937B1 (en) 1998-11-25 2002-05-21 Motorola, Inc. Polyacrylamide hydrogels and hydrogel arrays made from polyacrylamide reactive prepolymers
US6372813B1 (en) 1999-06-25 2002-04-16 Motorola Methods and compositions for attachment of biomolecules to solid supports, hydrogels, and hydrogel arrays
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
AU2001279244A1 (en) 2000-08-09 2002-02-18 Motorola, Inc. The use and evaluation of a (2+2) photocycloaddition in immobilization of oligonucleotides on a three-dimensional hydrogel matrix
JP4837174B2 (en) * 2001-02-02 2011-12-14 株式会社林原生物化学研究所 Coumarin derivative and method for producing the same, luminescent agent using the same, and light emitting device
DE10160524A1 (en) * 2001-12-05 2003-06-26 Dyomics Gmbh New fluorescent markers with a large Stokes shift
GB0205281D0 (en) * 2002-03-06 2002-04-17 Novartis Ag Organic compounds
DK3363809T3 (en) 2002-08-23 2020-05-04 Illumina Cambridge Ltd MODIFIED NUCLEOTIDES FOR POLYNUCLEOTIDE SEQUENCE
DK3147292T3 (en) 2002-08-23 2018-12-03 Illumina Cambridge Ltd LABELED NUCLEOTIDES
US7563907B2 (en) * 2002-12-05 2009-07-21 Dyomics Gmbh Compounds based on polymethines
DE10356130A1 (en) * 2003-11-28 2005-06-23 Dyomics Gmbh New coumarin-based polymethine dyes with adjustable Stokes shift
US6727362B1 (en) * 2003-06-19 2004-04-27 Labeltek Inc. Coumarin derivatives and an electroluminescent (EL) device using the coumarin derivatives
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
US20110059865A1 (en) 2004-01-07 2011-03-10 Mark Edward Brennan Smith Modified Molecular Arrays
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)
JP4990886B2 (en) 2005-05-10 2012-08-01 ソレックサ リミテッド Improved polymerase
GB0517097D0 (en) 2005-08-19 2005-09-28 Solexa Ltd Modified nucleosides and nucleotides and uses thereof
USRE49362E1 (en) 2006-05-18 2023-01-10 Illumina Cambridge Limited Dye compounds and the use of their labelled conjugates
DE102008018132A1 (en) * 2008-04-09 2009-10-15 Henkel Ag & Co. Kgaa Cationic direct drawers and agents for dyeing keratinous fibers
EP2370596B1 (en) * 2008-12-01 2017-06-07 QIAGEN GmbH Novel combination of fluorescent dyes for the detection of nucleic acids
WO2010074325A1 (en) * 2008-12-25 2010-07-01 Canon Kabushiki Kaisha Labeling composition for intraocular tissue, labeling method of intraocular tissue, and screening method
CN101851505B (en) * 2010-06-09 2013-02-27 深圳丹邦投资集团有限公司 Coumarin organic electroluminescent fluorescent materials and synthesis method thereof
WO2012152698A1 (en) * 2011-05-06 2012-11-15 Qiagen Gmbh Methods for sequencing, amplification and detection of nucleic acids comprising internally labelled primer
US9453258B2 (en) 2011-09-23 2016-09-27 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
JP6174881B2 (en) * 2012-04-04 2017-08-02 住友化学株式会社 Colored curable resin composition
US9012022B2 (en) 2012-06-08 2015-04-21 Illumina, Inc. Polymer coatings
CN105263918B (en) * 2013-03-08 2018-05-18 伊鲁米纳剑桥有限公司 Rhodamine compound and its purposes as fluorescent marker
EP2970356B1 (en) 2013-03-15 2018-05-30 Illumina Cambridge Limited Modified nucleosides or nucleotides
CN105218538B (en) * 2015-09-24 2017-04-26 四川大学 Substitution coumarin-pyridine derivative, preparing method thereof and application thereof
WO2018114710A1 (en) * 2016-12-22 2018-06-28 Illumina Cambridge Limited Coumarin compounds and their uses as fluorescent labels

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AU2017379315B2 (en) 2022-04-14
EP4257596A3 (en) 2023-12-06
EP3559004A1 (en) 2019-10-30
JP2020504074A (en) 2020-02-06
AU2022204153A1 (en) 2022-06-30
US20180201981A1 (en) 2018-07-19
ES2954284T3 (en) 2023-11-21
US20190185918A1 (en) 2019-06-20
US20210155977A1 (en) 2021-05-27
US10907196B2 (en) 2021-02-02
US11371078B2 (en) 2022-06-28
EP3559004B1 (en) 2023-07-05
EP4257596A2 (en) 2023-10-11
US10214768B2 (en) 2019-02-26
AU2017379315A1 (en) 2018-12-13
IL263358A (en) 2018-12-31
CN109476674A (en) 2019-03-15
IL263358B (en) 2020-06-30
AU2022204153B2 (en) 2024-01-18
CA3025880A1 (en) 2018-06-28
NZ748730A (en) 2021-08-27
NZ778462A (en) 2024-02-23
WO2018114710A1 (en) 2018-06-28
US10533211B2 (en) 2020-01-14
CA3025880C (en) 2020-01-28
KR20190095873A (en) 2019-08-16
CN109476674B (en) 2021-12-10
KR102512190B1 (en) 2023-03-21
US20200216882A1 (en) 2020-07-09

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