JP2007534308A - 複数のフルオロフォアで標識したオリゴヌクレオチド - Google Patents
複数のフルオロフォアで標識したオリゴヌクレオチド Download PDFInfo
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- JP2007534308A JP2007534308A JP2006541541A JP2006541541A JP2007534308A JP 2007534308 A JP2007534308 A JP 2007534308A JP 2006541541 A JP2006541541 A JP 2006541541A JP 2006541541 A JP2006541541 A JP 2006541541A JP 2007534308 A JP2007534308 A JP 2007534308A
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Families Citing this family (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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| US8685711B2 (en) | 2004-09-28 | 2014-04-01 | Singulex, Inc. | Methods and compositions for highly sensitive detection of molecules |
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| EP2321429B1 (en) | 2008-09-03 | 2016-08-17 | Quantumdx Group Limited | Methods and kits for nucleic acid sequencing |
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| WO2011068569A1 (en) | 2009-12-04 | 2011-06-09 | Biotium, Inc. | Heterocycle-substituted xanthene dyes |
| CN101709335B (zh) * | 2009-12-10 | 2011-12-21 | 浙江大学 | 一种人乳头瘤病毒常见型四重荧光定量pcr分型检测方法 |
| BR112012018394B8 (pt) * | 2009-12-21 | 2021-07-27 | Seegene Inc | método para detecção de uma sequência de ácido nucleico alvo e kit para detecção de uma sequência de ácido nucleico alvo |
| DE102010003781B4 (de) | 2010-04-08 | 2012-08-16 | Aj Innuscreen Gmbh | Verfahren zum Nachweis spezifischer Nukleinsäuresequenzen |
| WO2012109157A2 (en) | 2011-02-07 | 2012-08-16 | The Governing Council Of The University Of Toronto | Bioprobes and methods of use thereof |
| CN103502474B (zh) * | 2011-05-06 | 2016-03-16 | 凯杰有限公司 | 包含经由连接基连结的标记的寡核苷酸 |
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| EP3019559A4 (en) | 2013-08-22 | 2017-04-05 | Sony Corporation | Water soluble fluorescent or colored dyes and methods for their use |
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| WO2019204357A1 (en) | 2018-04-17 | 2019-10-24 | ChromaCode, Inc. | Methods and systems for multiplex analysis |
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| WO2025207979A1 (en) * | 2024-03-27 | 2025-10-02 | 3D Medicines Biomedical Technologies, Inc. | Energy-transfer probes for multiplexed nucleic acid amplification assays |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5688648A (en) * | 1994-02-01 | 1997-11-18 | The Regents Of The University Of California | Probes labelled with energy transfer coupled dyes |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4766062A (en) * | 1984-05-07 | 1988-08-23 | Allied Corporation | Displacement polynucleotide assay method and polynucleotide complex reagent therefor |
| US5118605A (en) * | 1984-10-16 | 1992-06-02 | Chiron Corporation | Polynucleotide determination with selectable cleavage sites |
| US5268486A (en) * | 1986-04-18 | 1993-12-07 | Carnegie-Mellon Unversity | Method for labeling and detecting materials employing arylsulfonate cyanine dyes |
| US5118801A (en) * | 1988-09-30 | 1992-06-02 | The Public Health Research Institute | Nucleic acid process containing improved molecular switch |
| US5210015A (en) * | 1990-08-06 | 1993-05-11 | Hoffman-La Roche Inc. | Homogeneous assay system using the nuclease activity of a nucleic acid polymerase |
| US5925517A (en) * | 1993-11-12 | 1999-07-20 | The Public Health Research Institute Of The City Of New York, Inc. | Detectably labeled dual conformation oligonucleotide probes, assays and kits |
| US5538848A (en) * | 1994-11-16 | 1996-07-23 | Applied Biosystems Division, Perkin-Elmer Corp. | Method for detecting nucleic acid amplification using self-quenching fluorescence probe |
| US6312894B1 (en) * | 1995-04-03 | 2001-11-06 | Epoch Pharmaceuticals, Inc. | Hybridization and mismatch discrimination using oligonucleotides conjugated to minor groove binders |
| US5801155A (en) * | 1995-04-03 | 1998-09-01 | Epoch Pharmaceuticals, Inc. | Covalently linked oligonucleotide minor grove binder conjugates |
| DE69610304T2 (de) * | 1995-05-05 | 2001-04-05 | Perkin-Elmer Corp., Foster City | Methoden and reagentien fuer die kombination einer pcr-amplifizierung mit einem hybridisierungs-assay |
| 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 |
| JP2002515738A (ja) * | 1996-01-23 | 2002-05-28 | アフィメトリックス，インコーポレイティド | 核酸分析法 |
| WO1997039008A1 (en) * | 1996-04-12 | 1997-10-23 | The Public Health Research Institute Of The City Of New York, Inc. | Detection probes, kits and assays |
| US5800996A (en) * | 1996-05-03 | 1998-09-01 | The Perkin Elmer Corporation | Energy transfer dyes with enchanced fluorescence |
| PT912766E (pt) * | 1996-06-04 | 2009-07-16 | Univ Utah Res Found | Monitorização da hibridização durante a pcr |
| US5866336A (en) * | 1996-07-16 | 1999-02-02 | Oncor, Inc. | Nucleic acid amplification oligonucleotides with molecular energy transfer labels and methods based thereon |
| US6117635A (en) * | 1996-07-16 | 2000-09-12 | Intergen Company | Nucleic acid amplification oligonucleotides with molecular energy transfer labels and methods based thereon |
| US5696157A (en) * | 1996-11-15 | 1997-12-09 | Molecular Probes, Inc. | Sulfonated derivatives of 7-aminocoumarin |
| US6893868B2 (en) * | 1997-02-20 | 2005-05-17 | Onco Immunin, Inc. | Homo-doubly labeled compositions for the detection of enzyme activity in biological samples |
| US6037137A (en) * | 1997-02-20 | 2000-03-14 | Oncoimmunin, Inc. | Fluorogenic peptides for the detection of protease activity |
| US5846726A (en) * | 1997-05-13 | 1998-12-08 | Becton, Dickinson And Company | Detection of nucleic acids by fluorescence quenching |
| US6130101A (en) * | 1997-09-23 | 2000-10-10 | Molecular Probes, Inc. | Sulfonated xanthene derivatives |
| US6485901B1 (en) * | 1997-10-27 | 2002-11-26 | Boston Probes, Inc. | Methods, kits and compositions pertaining to linear beacons |
| US6133445A (en) * | 1997-12-17 | 2000-10-17 | Carnegie Mellon University | Rigidized trimethine cyanine dyes |
| DE69939896D1 (de) * | 1998-03-05 | 2008-12-24 | Johnson & Johnson Res Pty Ltd | Methoden zur detektion von nukleinsäuren unter verwendung von zymogenen und dazugehörige kits |
| GB2341189B (en) | 1998-08-31 | 2001-06-13 | Amersham Pharm Biotech Inc | Energy transfer dyes |
| US6573047B1 (en) * | 1999-04-13 | 2003-06-03 | Dna Sciences, Inc. | Detection of nucleotide sequence variation through fluorescence resonance energy transfer label generation |
| US6472153B1 (en) * | 1999-10-26 | 2002-10-29 | Epoch Biosciences, Inc. | Hybridization-triggered fluorescent detection of nucleic acids |
| GB2359809B (en) * | 1999-12-24 | 2004-01-14 | Sumitomo Chemical Co | Phenylacetylene compound liquid crystal composition, polymer optically anisotropic product, and liquid crystal or optical element |
| JP5213297B2 (ja) * | 2000-08-11 | 2013-06-19 | ユニバーシティ オブ ユタ リサーチ ファウンデーション | 単一ラベルオリゴヌクレオチド・プローブ |
| AU2001294859A1 (en) * | 2000-09-29 | 2002-04-08 | Molecular Probes, Inc. | Modified carbocyanine dyes and their conjugates |
-
2004
- 2004-11-19 WO PCT/US2004/038946 patent/WO2005051967A2/en not_active Ceased
- 2004-11-19 JP JP2006541541A patent/JP2007534308A/ja not_active Withdrawn
- 2004-11-19 CN CN200480040647.1A patent/CN101076537B/zh not_active Expired - Fee Related
- 2004-11-19 EP EP04811635A patent/EP1689764B1/en not_active Expired - Lifetime
- 2004-11-19 US US10/993,625 patent/US7667024B2/en not_active Expired - Fee Related
-
2009
- 2009-12-23 US US12/646,514 patent/US20100240103A1/en not_active Abandoned
-
2011
- 2011-08-15 JP JP2011177659A patent/JP5307206B2/ja not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5688648A (en) * | 1994-02-01 | 1997-11-18 | The Regents Of The University Of California | Probes labelled with energy transfer coupled dyes |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013515476A (ja) * | 2009-12-24 | 2013-05-09 | シージーン アイエヌシー | 偽シグナルが排除されるターゲット核酸配列のリアルタイムマルチプレッキシング検出 |
| JP2020062032A (ja) * | 2013-10-25 | 2020-04-23 | バイオマジソン・インコーポレイテッドＢｉｏｍａｄｉｓｏｎ， Ｉｎｃ． | 二重蛍光体を用いた酵素アッセイに使用するための細胞 |
| JP2017516482A (ja) * | 2014-06-02 | 2017-06-22 | ベース４ イノベーション リミテッド | ヌクレオチド多型の検出方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20050272053A1 (en) | 2005-12-08 |
| WO2005051967A2 (en) | 2005-06-09 |
| CN101076537B (zh) | 2012-07-04 |
| WO2005051967A3 (en) | 2007-08-16 |
| EP1689764B1 (en) | 2013-01-02 |
| EP1689764A2 (en) | 2006-08-16 |
| CN101076537A (zh) | 2007-11-21 |
| US7667024B2 (en) | 2010-02-23 |
| EP1689764A4 (en) | 2010-08-18 |
| US20100240103A1 (en) | 2010-09-23 |
| JP2011254832A (ja) | 2011-12-22 |
| JP5307206B2 (ja) | 2013-10-02 |
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