EP0833936A4 - Nouvelles amorces marquees au colorant, ribonucleotides, desoxyribonucleotides et didesoxyribonucleotides servant a effectuer une analyse automatique d'adn et a mettre en application des methodes de detection et d'amplification homogenes - Google Patents

Nouvelles amorces marquees au colorant, ribonucleotides, desoxyribonucleotides et didesoxyribonucleotides servant a effectuer une analyse automatique d'adn et a mettre en application des methodes de detection et d'amplification homogenes

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Publication number
EP0833936A4
EP0833936A4 EP96921749A EP96921749A EP0833936A4 EP 0833936 A4 EP0833936 A4 EP 0833936A4 EP 96921749 A EP96921749 A EP 96921749A EP 96921749 A EP96921749 A EP 96921749A EP 0833936 A4 EP0833936 A4 EP 0833936A4
Authority
EP
European Patent Office
Prior art keywords
bodipy
fluorophore
fluorophores
labeled
polynucleotides
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.)
Withdrawn
Application number
EP96921749A
Other languages
German (de)
English (en)
Other versions
EP0833936A1 (fr
Inventor
Michael L Metzker
Richard A Gibbs
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.)
Baylor College of Medicine
Original Assignee
Baylor College of Medicine
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
Priority claimed from US08/494,216 external-priority patent/US5614386A/en
Priority claimed from US08/540,228 external-priority patent/US5861287A/en
Priority claimed from US08/553,936 external-priority patent/US5728529A/en
Priority claimed from US08/612,036 external-priority patent/US5994063A/en
Application filed by Baylor College of Medicine filed Critical Baylor College of Medicine
Publication of EP0833936A1 publication Critical patent/EP0833936A1/fr
Publication of EP0833936A4 publication Critical patent/EP0833936A4/fr
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • C12Q1/6818—Hybridisation assays characterised by the detection means involving interaction of two or more labels, e.g. resonant energy transfer
    • 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
    • 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

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Immunology (AREA)
  • Microbiology (AREA)
  • Biophysics (AREA)
  • Analytical Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)

Abstract

L'invention concerne des procédés d'utilisation d'une catégorie de colorants, afin d'améliorer le séquençage d'ADN. On a décrit récemment une nouvelle catégorie de colorants, les fluorophores BODIPY®. La molécule hétérocyclique parente des fluorophores BODIPY® est un composé de difluorure de dipyrrométhènebore, qui est modifié afin de créer une catégorie importante de fluorophores à sélection spectrale. L'invention concerne des procédés d'utilisation d'ADN marqué au fluorophore BODIPY® servant à effectuer le séquençage d'amorces marquées au colorant, dans lequel les fluorophores BODIPY® sont fixés à l'extrémité 5' d'amorces de séquençage, des procédés de séquençage d'ADN utilisant de séquençage d'ADN en terminaison de chaîne, ainsi que de marquage interne de polynucléotides par incorporation enzymatique de ribonucléotides ou de désoxyribonucléotides à marquage fluorescent, ainsi que des oligonucléotides marqués par des composés de 4,4-difluoro-4-bora-3A,4A-diaza-s-indacène substitué (fluorophore BODIPY®), afin de mettre en application la méthode de Taqman. Les fluorophores BODIPY® présentent des caractéristiques spectrales améliorées par rapport aux colorants classiques de fluorescéine et de rhodamine. Les fluorophores BODIPY® possèdent une largeur de bande plus étroite, une insensibilité au solvant ou au pH, ainsi qu'une photostabilité améliorée et, de ce fait, permettent d'améliorer le séquençage et/ou la détection de l'ADN dans tout procédé nécessitant l'électrophorèse et la détection de l'ADN. De plus, les propriétés spectrales des fluorophores BODIPY® sont suffisamment semblables en longueur d'ondes et en intensité pour être utilisées avec l'équipement classique de l'état actuel de la technique.
EP96921749A 1995-06-23 1996-06-21 Nouvelles amorces marquees au colorant, ribonucleotides, desoxyribonucleotides et didesoxyribonucleotides servant a effectuer une analyse automatique d'adn et a mettre en application des methodes de detection et d'amplification homogenes Withdrawn EP0833936A4 (fr)

Applications Claiming Priority (9)

Application Number Priority Date Filing Date Title
US612036 1990-11-09
US494216 1995-06-23
US08/494,216 US5614386A (en) 1995-06-23 1995-06-23 Alternative dye-labeled primers for automated DNA sequencing
US08/540,228 US5861287A (en) 1995-06-23 1995-10-06 Alternative dye-labeled primers for automated DNA sequencing
US540228 1995-10-06
US08/553,936 US5728529A (en) 1995-06-23 1995-11-06 Alternative dye-labeled ribonucleotides, deoxyribonucleotides, and dideoxyribonucleotides for automated DNA analysis
US553936 1995-11-06
US08/612,036 US5994063A (en) 1995-06-23 1996-03-07 Substituted 4,4-difluoro-4-bora-3A,4A-diaza-s-indacene compounds for homogenous amplification/detection assays
PCT/US1996/010729 WO1997000967A1 (fr) 1995-06-23 1996-06-21 Nouvelles amorces marquees au colorant, ribonucleotides, desoxyribonucleotides et didesoxyribonucleotides servant a effectuer une analyse automatique d'adn et a mettre en application des methodes de detection et d'amplification homogenes

Publications (2)

Publication Number Publication Date
EP0833936A1 EP0833936A1 (fr) 1998-04-08
EP0833936A4 true EP0833936A4 (fr) 2005-03-02

Family

ID=27504359

Family Applications (1)

Application Number Title Priority Date Filing Date
EP96921749A Withdrawn EP0833936A4 (fr) 1995-06-23 1996-06-21 Nouvelles amorces marquees au colorant, ribonucleotides, desoxyribonucleotides et didesoxyribonucleotides servant a effectuer une analyse automatique d'adn et a mettre en application des methodes de detection et d'amplification homogenes

Country Status (4)

Country Link
EP (1) EP0833936A4 (fr)
AU (1) AU699939B2 (fr)
CA (1) CA2225531A1 (fr)
WO (1) WO1997000967A1 (fr)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999011813A2 (fr) * 1997-09-04 1999-03-11 Bayer Corporation Sondes oligonucleotidiques portant des marqueurs a fluorescence extinguible et leurs procedes d'utilisation
US6008379A (en) * 1997-10-01 1999-12-28 The Perkin-Elmer Corporation Aromatic-substituted xanthene dyes
US6936702B2 (en) * 2000-06-07 2005-08-30 Li-Cor, Inc. Charge-switch nucleotides
CA2412567A1 (fr) * 2000-06-07 2001-12-13 Li-Cor, Inc. Nucleotides a commutation de charges
US7155601B2 (en) 2001-02-14 2006-12-26 Intel Corporation Multi-element operand sub-portion shuffle instruction execution
GB0128526D0 (en) * 2001-11-29 2002-01-23 Amersham Pharm Biotech Uk Ltd Nucleotide analogues
JP2007514925A (ja) * 2003-12-01 2007-06-07 みらかホールディングス株式会社 光学バイオセンサー
WO2006049297A1 (fr) * 2004-11-08 2006-05-11 Riken Nouveau derive de nucleoside ou de nucleotide et son utilisation
US7897737B2 (en) 2006-12-05 2011-03-01 Lasergen, Inc. 3′-OH unblocked, nucleotides and nucleosides, base modified with photocleavable, terminating groups and methods for their use in DNA sequencing
US7893227B2 (en) 2006-12-05 2011-02-22 Lasergen, Inc. 3′-OH unblocked nucleotides and nucleosides base modified with non-cleavable, terminating groups and methods for their use in DNA sequencing
CN103588839B (zh) 2008-06-11 2017-04-12 激光基因公司 核苷酸和核苷以及将其用于dna测序的方法
CN103079598B (zh) 2010-04-02 2015-12-16 药物影像股份有限公司 罗丹明(rhodamine)染料的单一同分异构结合物
EP2582807B1 (fr) 2010-06-18 2015-03-18 Roche Diagnostics GmbH Polymérases adn avec une distinction ameliorées des mésappariements 3' de paires de bases
AU2011267421B2 (en) 2010-06-18 2014-04-24 F. Hoffmann-La Roche Ag DNA polymerases with increased 3'-mismatch discrimination
US8722378B2 (en) 2010-06-18 2014-05-13 Roche Molecular Systems, Inc. DNA polymerases with increased 3′-mismatch discrimination
US8759062B2 (en) 2010-06-18 2014-06-24 Roche Molecular Systems, Inc. DNA polymerases with increased 3′- mismatch discrimination
EP2582803B1 (fr) 2010-06-18 2015-02-25 Roche Diagnostics GmbH Polymérases adn avec une distinction ameliorées des mésappariements 3' de paires de bases
WO2011157438A1 (fr) 2010-06-18 2011-12-22 Roche Diagnostics Gmbh Adn polymérases présentant une discrimination accrue des mésappariements à l'extrémité 3'
EP2582804B1 (fr) 2010-06-18 2015-02-25 Roche Diagnostics GmbH Polymerases adn avec une distinction ameliorées des mésappariements 3' de paires de bases
CN103025870B (zh) 2010-06-18 2015-07-01 霍夫曼-拉罗奇有限公司 具有增强的3’-错配辨别力的dna聚合酶
EP2675897B1 (fr) 2011-02-15 2016-05-11 Roche Diagnostics GmbH Adn polymérases avec discrimination accrue des mésappariements à l'extrémité 3'
EP3670523B1 (fr) 2011-09-13 2021-08-11 Agilent Technologies, Inc. Nucléotides à terminaison rapidement photoclivable non bloqués en 3'oh et procédés de séquençage d'acide nucléique les utilisant

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996015270A1 (fr) * 1994-11-16 1996-05-23 Perkin-Elmer Corporation Sonde en fluorescence a auto-extinction et methode de fonctionnement

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4318846A (en) * 1979-09-07 1982-03-09 Syva Company Novel ether substituted fluorescein polyamino acid compounds as fluorescers and quenchers
US5241060A (en) * 1982-06-23 1993-08-31 Enzo Diagnostics, Inc. Base moiety-labeled detectable nucleatide
US4855225A (en) * 1986-02-07 1989-08-08 Applied Biosystems, Inc. Method of detecting electrophoretically separated oligonucleotides
US5151507A (en) * 1986-07-02 1992-09-29 E. I. Du Pont De Nemours And Company Alkynylamino-nucleotides
US5202231A (en) * 1987-04-01 1993-04-13 Drmanac Radoje T Method of sequencing of genomes by hybridization of oligonucleotide probes
US5366860A (en) * 1989-09-29 1994-11-22 Applied Biosystems, Inc. Spectrally resolvable rhodamine dyes for nucleic acid sequence determination
US5274113A (en) * 1991-11-01 1993-12-28 Molecular Probes, Inc. Long wavelength chemically reactive dipyrrometheneboron difluoride dyes and conjugates

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996015270A1 (fr) * 1994-11-16 1996-05-23 Perkin-Elmer Corporation Sonde en fluorescence a auto-extinction et methode de fonctionnement

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
ANSORGE W ET AL: "Automated DNA sequencing: ultrasensitive detection of fluorescent bands during electrophoresis.", NUCLEIC ACIDS RESEARCH. 11 JUN 1987, vol. 15, no. 11, 11 June 1987 (1987-06-11), pages 4593 - 4602, XP001183984, ISSN: 0305-1048 *
CONNELL C: "AUTOMATED DNA SEQUENCE ANALYSIS", BIOTECHNIQUES, NATICK, MA, US, vol. 5, no. 4, May 1987 (1987-05-01), pages 342 - 344,346, XP002043257 *
JU J ET AL: "FLUORESCENCE ENERGY TRANSFER DYE-LABELED PRIMERS FOR DNA SEQUENCINGAND ANALYSIS", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF USA, NATIONAL ACADEMY OF SCIENCE. WASHINGTON, US, vol. 92, May 1995 (1995-05-01), pages 4347 - 4351, XP002052420, ISSN: 0027-8424 *
LI X ET AL: "Single-step procedure for labeling DNA strand breaks with fluorescein- or BODIPY-conjugated deoxynucleotides: detection of apoptosis and bromodeoxyuridine incorporation.", CYTOMETRY : THE JOURNAL OF THE SOCIETY FOR ANALYTICAL CYTOLOGY, vol. 20, no. 2, 1 June 1995 (1995-06-01), pages 172 - 180, XP009040398, ISSN: 0196-4763 *
METZKER M L ET AL: "Electrophoretically Uniform Fluorescent Dyes for Automated DNA Sequencing", SCIENCE, vol. 271, no. 5254, 8 March 1996 (1996-03-08), US, pages 1420 - 1422, XP001181374, ISSN: 0036-8075 *
NOONBERG S B ET AL: "CHARACTERISTICS OF OLIGONUCLEOTIDE UPTAKE IN HUMAN KERATINOCYTE CULTURES", JOURNAL OF INVESTIGATIVE DERMATOLOGY, NEW YORK, NY, US, vol. 101, no. 5, 1993, pages 727 - 731, XP009030889, ISSN: 0022-202X *
See also references of WO9700967A1 *

Also Published As

Publication number Publication date
WO1997000967A1 (fr) 1997-01-09
EP0833936A1 (fr) 1998-04-08
AU6288696A (en) 1997-01-22
AU699939B2 (en) 1998-12-17
CA2225531A1 (fr) 1997-01-09

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