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

Fluorescent dye compounds, conjugates and uses thereof Download PDF

Info

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

Links

Classifications

    • 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
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04—Heterocyclic 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
    • C07D219/06—Oxygen atoms
    • 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
    • C09B15/00—Acridine 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 materials, e.g. electroluminescent or chemiluminescent
    • C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent 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
    • 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
    • G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • G01N33/582—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label
    • 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
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1011—Condensed systems
    • 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
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S436/00—Chemistry: analytical and immunological testing
    • Y10S436/80—Fluorescent dyes, e.g. rhodamine
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/14—Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
    • Y10T436/142222—Hetero-O [e.g., ascorbic acid, etc.]
    • Y10T436/143333—Saccharide [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)
  • Physics & Mathematics (AREA)
  • Microbiology (AREA)
  • Analytical Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Urology & Nephrology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biophysics (AREA)
  • General Engineering & Computer Science (AREA)
  • Hematology (AREA)
  • Materials Engineering (AREA)
  • Medicinal Chemistry (AREA)
  • Food Science & Technology (AREA)
  • Cell Biology (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (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 (https=)
EP (2) EP1802727B1 (https=)
JP (2) JP2008513579A (https=)
CN (1) CN101258220A (https=)
AU (1) AU2005287078A1 (https=)
CA (1) CA2581174A1 (https=)
SG (1) SG155923A1 (https=)
WO (1) WO2006034036A1 (https=)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7570443B2 (en) 2003-09-19 2009-08-04 Applied Biosystems, Llc Optical camera alignment
CN101258220A (zh) 2004-09-16 2008-09-03 阿普里拉股份有限公司 荧光染料化合物，共轭物及其应用
CN101680864A (zh) * 2006-09-18 2010-03-24 应用生物系统有限责任公司 用于聚光机制的方法、系统和装置
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
WO2010063732A1 (en) * 2008-12-01 2010-06-10 Biotype Ag Novel 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
CN107326073A (zh) * 2010-12-29 2017-11-07 生命技术公司 作为荧光参考标准品的 ddao 化合物
TWI485145B (zh) 2012-10-26 2015-05-21 財團法人工業技術研究院 Ｐ型有機半導體材料與光電元件
US11155713B2 (en) 2018-05-29 2021-10-26 Elitechgroup, Inc. Carborhodamine compounds and methods of preparation thereof
KR20230034333A (ko) 2020-07-02 2023-03-09 라이프 테크놀로지스 코포레이션 트리뉴클레오티드 캡 유사체, 제조 및 이의 용도

Family Cites Families (40)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
ES2091267T3 (es) 1986-12-09 1996-11-01 Bayer Ag Substratos enzimaticos de acridinona cromogena.
US4810636A (en) 1986-12-09 1989-03-07 Miles Inc. Chromogenic acridinone enzyme substrates
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
WO1995030139A1 (en) 1994-04-29 1995-11-09 Perkin-Elmer Corporation 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
AU9063398A (en) 1997-09-12 1999-04-05 Exiqon A/S Oligonucleotide analogues
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
DE69907962T2 (de) 1998-12-14 2004-05-19 Vertex Pharmaceuticals (San Diego) Llc, San Diego Optische molekularsensoren für cytochrome p-450 aktivität
EP1214332A1 (en) 1999-09-17 2002-06-19 Amersham Biosciences Corp. 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
JP2003064083A (ja) * 2001-08-23 2003-03-05 Fuji Photo Film Co Ltd ２，３，３−トリメチル−３Ｈ−ピロロ［２，３−ｂ］ピリジン−５−スルホン酸およびその誘導体
US7033762B2 (en) * 2001-08-29 2006-04-25 Amersham Biosciences Corp Single nucleotide amplification and detection by polymerase
US7052839B2 (en) * 2001-08-29 2006-05-30 Amersham Biosciences Corp Terminal-phosphate-labeled nucleotides and methods of use
US7223541B2 (en) * 2001-08-29 2007-05-29 Ge Healthcare Bio-Sciences Corp. Terminal-phosphate-labeled nucleotides and methods of use
JP4318296B2 (ja) * 2001-08-29 2009-08-19 ジーイー・ヘルスケア・バイオサイエンス・コーポレイション 標識ヌクレオシドポリホスフェート
WO2003020603A1 (en) * 2001-09-06 2003-03-13 Robert John Galway Collapsible packing boxes
AU2002326950A1 (en) * 2001-09-19 2003-04-01 Pe Corporation (Ny) Membrane transportable fluorescent substrates
CA2433473A1 (en) 2002-07-23 2004-01-23 F. Hoffmann-La Roche Ag Fluorescent hybridization probes with reduced background
JP4643263B2 (ja) * 2002-08-29 2011-03-02 ジーイー・ヘルスケア・バイオサイエンス・コーポレイション 対立遺伝子特異的プライマー伸長
JP4643262B2 (ja) * 2002-08-29 2011-03-02 ジーイー・ヘルスケア・バイオサイエンス・コーポレイション 検体検出法
US6855503B2 (en) 2002-12-20 2005-02-15 Amersham Biosciences Corp Heterocyclic FRETdye cassettes for labeling biological molecules and their use in DNA sequencing
JP2006513705A (ja) * 2003-02-05 2006-04-27 アマシャム・バイオサイエンス・コーポレイション 核酸増殖
CN101258220A (zh) 2004-09-16 2008-09-03 阿普里拉股份有限公司 荧光染料化合物，共轭物及其应用
US20100227327A1 (en) 2008-08-08 2010-09-09 Xiaoliang Sunney Xie Methods and compositions for continuous single-molecule nucleic acid sequencing by synthesis with fluorogenic nucleotides
US8778685B2 (en) 2009-08-25 2014-07-15 Life Technologies Corporation Quantitative fluorescent protein standards
CN107326073A (zh) 2010-12-29 2017-11-07 生命技术公司 作为荧光参考标准品的 ddao 化合物

Also Published As

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

Similar Documents

Publication Publication Date Title
US8729267B2 (en) Fluorescent dye compounds, conjugates and uses thereof
US6221606B1 (en) Dibenzorhodamine dyes
CA2367868C (en) 4,7-dichlororhodamine dyes useful as molecular probes
JP6096732B2 (ja) 芳香族置換キサンテン色素
EP0940450A1 (en) Energy transfer dyes with enhanced fluorescence
US20120196295A1 (en) UV Excitable Fluorescent Energy Transfer Dyes
JP2009046685A (ja) 硬質リンカ―を有するエネルギ―転移色素
JP2008513579A5 (https=)
AU2008200036A1 (en) Sulfonated diarylrhodamine dyes

Legal Events

Date Code Title Description
EEER Examination request
FZDE Dead