ES2979129T3 - Composiciones y métodos para la fluorescencia mejorada - Google Patents
Composiciones y métodos para la fluorescencia mejorada Download PDFInfo
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- ES2979129T3 ES2979129T3 ES17765041T ES17765041T ES2979129T3 ES 2979129 T3 ES2979129 T3 ES 2979129T3 ES 17765041 T ES17765041 T ES 17765041T ES 17765041 T ES17765041 T ES 17765041T ES 2979129 T3 ES2979129 T3 ES 2979129T3
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- Investigating Or Analysing Biological Materials (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3019559A4 (en) | 2013-08-22 | 2017-04-05 | Sony Corporation | Water soluble fluorescent or colored dyes and methods for their use |
| AU2017240154B2 (en) | 2016-04-01 | 2021-08-12 | Sony Group Corporation | Ultra bright dimeric or polymeric dyes |
| WO2017177065A2 (en) | 2016-04-06 | 2017-10-12 | Sony Corporation | Ultra bright dimeric or polymeric dyes with spacing linker groups |
| EP3455300A1 (en) | 2016-05-11 | 2019-03-20 | Sony Corporation | Ultra bright dimeric or polymeric dyes |
| JP7312929B2 (ja) | 2016-07-29 | 2023-07-24 | ソニーグループ株式会社 | 超明色二量体またはポリマー色素およびその調製のための方法 |
| US20180092993A1 (en) * | 2016-09-01 | 2018-04-05 | Life Technologies Corporation | Compositions and methods for enhanced fluorescence |
| IL271386B2 (en) | 2017-06-16 | 2025-02-01 | Univ Duke | Enhanced resonator networks for label detection, computation, analyte sensing, and tunable random number generation |
| KR20260011205A (ko) | 2017-10-05 | 2026-01-22 | 소니그룹주식회사 | 프로그램가능한 중합체성 약물 |
| WO2019071153A1 (en) | 2017-10-05 | 2019-04-11 | Sony Corporation | PROGRAMMABLE DENDRITIC MEDICINES |
| CN111836645A (zh) | 2017-11-16 | 2020-10-27 | 索尼公司 | 可编程的聚合药物 |
| WO2019099999A1 (en) * | 2017-11-20 | 2019-05-23 | Vector Laboratories, Inc. | Methods and systems for species-on-species immunoassay detection |
| EP3737417B1 (en) | 2018-01-12 | 2025-08-27 | Sony Group Corporation | Phosphoalkyl ribose polymers comprising biologically active compounds |
| CN111565756A (zh) | 2018-01-12 | 2020-08-21 | 索尼公司 | 包含生物活性化合物的具有刚性间隔基团的聚合物 |
| US12539334B2 (en) | 2018-01-12 | 2026-02-03 | Sony Group Corporation | Phosphoalkyl polymers comprising biologically active agents |
| KR102742386B1 (ko) * | 2018-03-19 | 2024-12-16 | 소니그룹주식회사 | 형광 신호 향상을 위한 2가 금속의 사용 |
| CN118480073A (zh) | 2018-03-21 | 2024-08-13 | 索尼公司 | 具有连接体基团的聚合串联染料 |
| EP3775052B1 (en) | 2018-03-30 | 2024-06-05 | Becton, Dickinson and Company | Water-soluble polymeric dyes having pendant chromophores |
| JP7580689B2 (ja) | 2018-06-27 | 2024-11-12 | ソニーグループ株式会社 | デオキシリボースを含むリンカー基を有するポリマー色素 |
| CN109086566B (zh) * | 2018-07-12 | 2021-06-18 | 浙江工业大学 | 一种基于片段重采样的群体蛋白质结构预测方法 |
| KR20210032434A (ko) | 2018-07-13 | 2021-03-24 | 소니 주식회사 | 유기인산염 단위를 포함하는 백본을 갖는 중합체성 염료 |
| EP3970208A4 (en) * | 2019-05-13 | 2023-07-26 | Shanghai Polaris Biology Co., Ltd. | LABEL FOR MARKING BIOMOLECULES |
| JPWO2020255906A1 (https=) * | 2019-06-20 | 2020-12-24 | ||
| WO2021062176A2 (en) | 2019-09-26 | 2021-04-01 | Sony Corporation | Polymeric tandem dyes with linker groups |
| EP4038081A1 (en) | 2019-09-30 | 2022-08-10 | Sony Group Corporation | Nucleotide probes |
| JP7605555B2 (ja) * | 2020-03-25 | 2024-12-24 | 積水メディカル株式会社 | 免疫学的分析方法及び免疫学的分析試薬キット |
| CN113913404B (zh) * | 2020-07-10 | 2025-08-12 | 上海米然生物科技有限公司 | 一种荧光交联RNase H突变体缀合物及其应用 |
| US11408825B2 (en) * | 2020-08-28 | 2022-08-09 | Hong Kong Applied Science and Technology Research Institute Company Limited | Forensic detector and the system thereof |
| US12203914B2 (en) | 2020-11-12 | 2025-01-21 | Sartorius Bioanalytical Instruments, Inc. | Viral clearance evaluation for biological medical product preparation processes |
| EP4256078A1 (en) | 2020-12-07 | 2023-10-11 | Sony Group Corporation | Spacing linker group design for brightness enhancement in dimeric or polymeric dyes |
| WO2023032994A1 (ja) * | 2021-08-31 | 2023-03-09 | 富士フイルム株式会社 | 化合物及びこれを用いた標識生体物質 |
| CN116148462B (zh) * | 2021-11-22 | 2025-11-18 | 菲鹏生物股份有限公司 | 一种捕获法检测抗体的方法和应用 |
| CN115466960B (zh) * | 2022-09-15 | 2023-05-26 | 河北工业大学 | 一种含苯并噻唑基团改性聚天冬氨酸荧光缓蚀剂的制备方法和应用 |
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| US20250341516A1 (en) * | 2024-05-01 | 2025-11-06 | BioLegend, Inc. | Compositions for use with multiple fluorophores and methods of using |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5459272A (en) | 1990-10-16 | 1995-10-17 | Research Corporation Technologies | Quinoline-2-(carboxaldehyde) reagents for detection of primary amines |
| AU2002306620A1 (en) | 2001-02-28 | 2002-09-12 | Stratagene | Fluorescent dye |
| US6972326B2 (en) | 2001-12-03 | 2005-12-06 | Molecular Probes, Inc. | Labeling of immobilized proteins using dipyrrometheneboron difluoride dyes |
| AU2003273530A1 (en) * | 2002-06-03 | 2003-12-19 | Pamgene B.V. | Biomolecular kinetics method using a flow-through microarray |
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| WO2008017122A1 (en) | 2006-08-11 | 2008-02-14 | Starpharma Pty Ltd | Polylysine dendrimer contrast agent |
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| GB0711560D0 (en) * | 2007-06-14 | 2007-07-25 | Innova Biosciences Ltd | Improvements in or relating to production of conjugates |
| WO2009078970A1 (en) * | 2007-12-14 | 2009-06-25 | Biotium, Inc. | Fluorescent compounds |
| CA2786713C (en) * | 2010-01-19 | 2018-03-06 | Sirigen Group Limited | Novel reagents for directed biomarker signal amplification |
| JP5540964B2 (ja) * | 2010-07-23 | 2014-07-02 | コニカミノルタ株式会社 | 蛍光標識剤、並びにこれを用いた結合体及びバイオアッセイ法 |
| US9448173B2 (en) | 2011-03-08 | 2016-09-20 | The Board Of Trustees Of The University Of Illinois | Dye-conjugated dendrimers |
| EP2750681B1 (en) | 2011-08-30 | 2020-05-27 | Quanta Biodesign, Ltd. | Branched discrete peg constructs |
| US8835000B2 (en) * | 2011-12-23 | 2014-09-16 | General Electric Company | High-density fluorescent dye clusters |
| CA2862760A1 (en) | 2012-03-05 | 2013-09-12 | Bracco Imaging Spa | Dynamic contrast enhanced-mri method and agents for the assessment of the macromolecular transport within pathologic tissues |
| CN102692508B (zh) * | 2012-04-28 | 2014-12-17 | 广州鸿琪光学仪器科技有限公司 | 一种快速定量检测肌钙蛋白t的免疫荧光试纸条组件及其制成的检测卡组件和制备方法 |
| US10107799B2 (en) * | 2012-09-18 | 2018-10-23 | Biotium, Inc. | Methods, compositions and kits for labeling of proteins |
| WO2014138186A1 (en) * | 2013-03-05 | 2014-09-12 | The Johns Hopkins University | Bioorthogonal two-component delivery systems for enhanced internalization of nanotherapeutics |
| US9670318B2 (en) | 2015-05-28 | 2017-06-06 | Miltenyi Biotec Gmbh | Bright fluorochromes based on multimerization of fluorescent dyes |
| US20180092993A1 (en) * | 2016-09-01 | 2018-04-05 | Life Technologies Corporation | Compositions and methods for enhanced fluorescence |
| CN109640722B (zh) | 2016-09-01 | 2022-05-06 | 耐克创新有限合伙公司 | 通风服装 |
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2017
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| EP3507603A1 (en) | 2019-07-10 |
| CN109844538A (zh) | 2019-06-04 |
| US20200261602A1 (en) | 2020-08-20 |
| EP3507603B1 (en) | 2024-03-06 |
| JP2023025018A (ja) | 2023-02-21 |
| EP4425179A2 (en) | 2024-09-04 |
| JP2019531474A (ja) | 2019-10-31 |
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