CA2581174A1 - Fluorescent dye compounds, conjugates and uses thereof - Google Patents

Fluorescent dye compounds, conjugates and uses thereof Download PDF

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Publication number
CA2581174A1
CA2581174A1 CA002581174A CA2581174A CA2581174A1 CA 2581174 A1 CA2581174 A1 CA 2581174A1 CA 002581174 A CA002581174 A CA 002581174A CA 2581174 A CA2581174 A CA 2581174A CA 2581174 A1 CA2581174 A1 CA 2581174A1
Authority
CA
Canada
Prior art keywords
compound
so3h
ch2nhr
ch2nh2
substituted
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.)
Abandoned
Application number
CA002581174A
Other languages
English (en)
French (fr)
Inventor
Ronald J. Graham
Ruiming Zou
Krishna G. Upadhya
Scott C. Benson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Applied Biosystems LLC
Original Assignee
Individual
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.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2581174A1 publication Critical patent/CA2581174A1/en
Abandoned legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H21/00Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D219/00Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
    • C07D219/06Oxygen atoms
    • 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
    • C09B15/00Acridine dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • 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
    • C12Q1/68Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
    • C12Q1/6813Hybridisation assays
    • C12Q1/6816Hybridisation assays characterised by the detection means
    • 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
    • C12Q1/68Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
    • C12Q1/6869Methods for sequencing
    • 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
    • G01N33/58Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • G01N33/582Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1003Carbocyclic compounds
    • C09K2211/1011Condensed systems
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1029Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S436/00Chemistry: analytical and immunological testing
    • Y10S436/80Fluorescent dyes, e.g. rhodamine
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/14Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
    • Y10T436/142222Hetero-O [e.g., ascorbic acid, etc.]
    • Y10T436/143333Saccharide [e.g., DNA, etc.]

Landscapes

  • 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)
  • General Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • Immunology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Genetics & Genomics (AREA)
  • Analytical Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Microbiology (AREA)
  • Urology & Nephrology (AREA)
  • General Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Hematology (AREA)
  • Biophysics (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Medicinal Chemistry (AREA)
  • Food Science & Technology (AREA)
  • Pathology (AREA)
  • Cell Biology (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Pyrane Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Steroid Compounds (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
CA002581174A 2004-09-16 2005-09-16 Fluorescent dye compounds, conjugates and uses thereof Abandoned CA2581174A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US61111904P 2004-09-16 2004-09-16
US60/611,119 2004-09-16
PCT/US2005/033174 WO2006034036A1 (en) 2004-09-16 2005-09-16 Fluorescent dye compounds, conjugates and uses thereof

Publications (1)

Publication Number Publication Date
CA2581174A1 true CA2581174A1 (en) 2006-03-30

Family

ID=35455743

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002581174A Abandoned CA2581174A1 (en) 2004-09-16 2005-09-16 Fluorescent dye compounds, conjugates and uses thereof

Country Status (8)

Country Link
US (4) US7256292B2 (enExample)
EP (2) EP1802727B1 (enExample)
JP (2) JP2008513579A (enExample)
CN (1) CN101258220A (enExample)
AU (1) AU2005287078A1 (enExample)
CA (1) CA2581174A1 (enExample)
SG (1) SG155923A1 (enExample)
WO (1) WO2006034036A1 (enExample)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
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US7570443B2 (en) 2003-09-19 2009-08-04 Applied Biosystems, Llc Optical camera alignment
CA2581174A1 (en) 2004-09-16 2006-03-30 Applera Corporation Fluorescent dye compounds, conjugates and uses thereof
EP2092327A2 (en) * 2006-09-18 2009-08-26 Applied Biosystems, LLC Methods, systems and apparatus for light concentrating mechanisms
US20080293127A1 (en) * 2007-05-22 2008-11-27 Applera Corporation Method to Render Pressure Sensitive Adhesive Compatible with Polymerase Chain Reaction Systems
US8652442B2 (en) 2008-11-03 2014-02-18 Washington University Bioluminescence imaging of myeloperoxidase activity in vivo, methods, compositions and apparatuses therefor
US8614061B2 (en) * 2008-12-01 2013-12-24 Qiagen, Gmbh Combination of fluorescent dyes for the detection of nucleic acids
GB201012417D0 (en) * 2010-07-23 2010-09-08 Cambridge Entpr Ltd Capilary electrophoresis of carbohydrates
EP2658998B1 (en) 2010-12-29 2015-04-22 Life Technologies Corporation Ddao compounds as fluorescent reference standards
TWI485145B (zh) 2012-10-26 2015-05-21 Ind Tech Res Inst P型有機半導體材料與光電元件
WO2019231617A1 (en) 2018-05-29 2019-12-05 Elitechgroup, Inc. Carborhodamine compounds and methods of preparation thereof
CN115803333A (zh) 2020-07-02 2023-03-14 生命技术公司 三核苷酸帽类似物、其制备和用途

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US4458066A (en) 1980-02-29 1984-07-03 University Patents, Inc. Process for preparing polynucleotides
US4415732A (en) 1981-03-27 1983-11-15 University Patents, Inc. Phosphoramidite compounds and processes
US4711955A (en) 1981-04-17 1987-12-08 Yale University Modified nucleotides and methods of preparing and using same
US5118800A (en) 1983-12-20 1992-06-02 California Institute Of Technology Oligonucleotides possessing a primary amino group in the terminal nucleotide
US4757141A (en) 1985-08-26 1988-07-12 Applied Biosystems, Incorporated Amino-derivatized phosphite and phosphate linking agents, phosphoramidite precursors, and useful conjugates thereof
US4855225A (en) 1986-02-07 1989-08-08 Applied Biosystems, Inc. Method of detecting electrophoretically separated oligonucleotides
US5047519A (en) 1986-07-02 1991-09-10 E. I. Du Pont De Nemours And Company Alkynylamino-nucleotides
US4810636A (en) 1986-12-09 1989-03-07 Miles Inc. Chromogenic acridinone enzyme substrates
ATE142202T1 (de) * 1986-12-09 1996-09-15 Bayer Ag Acridinone als chromogene enzymsubstrate
US5231191A (en) 1987-12-24 1993-07-27 Applied Biosystems, Inc. Rhodamine phosphoramidite compounds
DE3912046B4 (de) * 1988-09-02 2004-03-25 Carnegie Mellon University Verfahren zum Markieren einer Komponente einer wäßrigen Flüssigkeit und lumineszenzphotostabiles Reaktionsprodukt
US5141813A (en) 1989-08-28 1992-08-25 Clontech Laboratories, Inc. Multifunctional controlled pore glass reagent for solid phase oligonucleotide synthesis
US5393615A (en) 1994-02-03 1995-02-28 Miles Inc. Mediators suitable for the electrochemical regeneration of NADH, NADPH or analogs thereof
AU698953B2 (en) 1994-04-29 1998-11-12 Applied Biosystems, Llc System for real time detection of nucleic acid amplification products
US6008373A (en) 1995-06-07 1999-12-28 Carnegie Mellon University Fluorescent labeling complexes with large stokes shift formed by coupling together cyanine and other fluorochromes capable of resonance energy transfer
US5728528A (en) 1995-09-20 1998-03-17 The Regents Of The University Of California Universal spacer/energy transfer dyes
US5863727A (en) 1996-05-03 1999-01-26 The Perkin-Elmer Corporation Energy transfer dyes with enhanced fluorescence
US5853992A (en) 1996-10-04 1998-12-29 The Regents Of The University Of California Cyanine dyes with high-absorbance cross section as donor chromophores in energy transfer labels
KR100414936B1 (ko) 1997-09-12 2004-01-13 엑시콘 에이/에스 이환 및 삼환 뉴클레오시드, 뉴클레오타이드 및올리고뉴클레오타이드 동족체
US6583168B1 (en) * 1997-11-25 2003-06-24 Applera Corporation Sulfonated diarylrhodamine dyes
GB2341189B (en) 1998-08-31 2001-06-13 Amersham Pharm Biotech Inc Energy transfer dyes
ATE240310T1 (de) * 1998-12-14 2003-05-15 Vertex Pharma San Diego Llc Optische molekularsensoren für cytochrome p-450 aktivität
CA2382063A1 (en) 1999-09-17 2001-03-22 Shiv Kumar Charge-modified nucleic acid terminators
US6465644B1 (en) * 2000-05-02 2002-10-15 Applera Corporation Sulfonated [8,9] benzophenoxazine dyes and the use of their labelled conjugates
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EP2658998B1 (en) 2010-12-29 2015-04-22 Life Technologies Corporation Ddao compounds as fluorescent reference standards

Also Published As

Publication number Publication date
EP2371927B1 (en) 2020-03-11
EP1802727A1 (en) 2007-07-04
US20090093062A1 (en) 2009-04-09
EP1802727B1 (en) 2018-04-04
CN101258220A (zh) 2008-09-03
AU2005287078A1 (en) 2006-03-30
US7256292B2 (en) 2007-08-14
SG155923A1 (en) 2009-10-29
US20140303003A1 (en) 2014-10-09
JP2008513579A (ja) 2008-05-01
US7985602B2 (en) 2011-07-26
WO2006034036A1 (en) 2006-03-30
US20110250699A1 (en) 2011-10-13
US9745336B2 (en) 2017-08-29
US8729267B2 (en) 2014-05-20
US20060167257A1 (en) 2006-07-27
JP2009041027A (ja) 2009-02-26
EP2371927A1 (en) 2011-10-05

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