JP2005515977A5 - - Google Patents
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- Publication number
- JP2005515977A5 JP2005515977A5 JP2003542146A JP2003542146A JP2005515977A5 JP 2005515977 A5 JP2005515977 A5 JP 2005515977A5 JP 2003542146 A JP2003542146 A JP 2003542146A JP 2003542146 A JP2003542146 A JP 2003542146A JP 2005515977 A5 JP2005515977 A5 JP 2005515977A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- heteroalkyl
- alkyl
- aryl
- independently
- 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.)
- Granted
Links
- 125000004404 heteroalkyl group Chemical group 0.000 claims 27
- -1 acetoxymethyl Chemical group 0.000 claims 24
- 125000000217 alkyl group Chemical group 0.000 claims 23
- 238000000034 method Methods 0.000 claims 23
- 150000001875 compounds Chemical class 0.000 claims 19
- 125000003118 aryl group Chemical group 0.000 claims 18
- 125000004432 carbon atom Chemical group C* 0.000 claims 14
- 108090000790 Enzymes Proteins 0.000 claims 9
- 102000004190 Enzymes Human genes 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 9
- YHIPILPTUVMWQT-UHFFFAOYSA-N Oplophorus luciferin Chemical class C1=CC(O)=CC=C1CC(C(N1C=C(N2)C=3C=CC(O)=CC=3)=O)=NC1=C2CC1=CC=CC=C1 YHIPILPTUVMWQT-UHFFFAOYSA-N 0.000 claims 8
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 6
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 6
- 150000002148 esters Chemical class 0.000 claims 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 4
- 108010047357 Luminescent Proteins Proteins 0.000 claims 4
- 102000006830 Luminescent Proteins Human genes 0.000 claims 4
- 125000004185 ester group Chemical group 0.000 claims 4
- 125000001033 ether group Chemical group 0.000 claims 4
- 125000001624 naphthyl group Chemical group 0.000 claims 4
- 108091003079 Bovine Serum Albumin Proteins 0.000 claims 2
- 125000002587 enol group Chemical group 0.000 claims 2
- 230000002255 enzymatic effect Effects 0.000 claims 2
- 239000012091 fetal bovine serum Substances 0.000 claims 2
- 125000001041 indolyl group Chemical group 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 108090000371 Esterases Proteins 0.000 claims 1
- 108010052090 Renilla Luciferases Proteins 0.000 claims 1
- 238000001514 detection method Methods 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/053,482 US7268229B2 (en) | 2001-11-02 | 2001-11-02 | Compounds to co-localize luminophores with luminescent proteins |
| US10/053,482 | 2001-11-02 | ||
| PCT/US2002/034972 WO2003040100A1 (en) | 2001-11-02 | 2002-11-01 | Compositions, methods and kits pertaining to luminescent compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005515977A JP2005515977A (ja) | 2005-06-02 |
| JP2005515977A5 true JP2005515977A5 (https=) | 2006-01-05 |
| JP4958388B2 JP4958388B2 (ja) | 2012-06-20 |
Family
ID=21984572
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003542146A Expired - Lifetime JP4958388B2 (ja) | 2001-11-02 | 2002-11-01 | 発光性化合物に関する組成物、方法並びにキット |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US7268229B2 (https=) |
| EP (2) | EP1894933B1 (https=) |
| JP (1) | JP4958388B2 (https=) |
| CN (2) | CN101440089A (https=) |
| AT (1) | ATE399784T1 (https=) |
| CA (1) | CA2462506C (https=) |
| DE (1) | DE60227408D1 (https=) |
| DK (1) | DK1451155T3 (https=) |
| ES (1) | ES2307829T3 (https=) |
| WO (1) | WO2003040100A1 (https=) |
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1546162B1 (en) | 2002-09-20 | 2011-06-22 | Promega Corporation | Luminescence-based methods and probes for measuring cytochrome p450 activity |
| JP4485470B2 (ja) | 2002-12-23 | 2010-06-23 | プロメガ コーポレイション | ルシフェラーゼ酵素活性を保護するための方法及びキット |
| EP2272972A1 (en) | 2005-05-31 | 2011-01-12 | Promega Corporation | Luminogenic and fluorogenic compounds and methods to detect molecules or conditions |
| US7709468B2 (en) | 2005-09-02 | 2010-05-04 | Abbott Laboratories | Imidazo based heterocycles |
| JP2007081050A (ja) * | 2005-09-13 | 2007-03-29 | Fujifilm Corp | 有機電界発光素子 |
| JP4982737B2 (ja) * | 2006-03-23 | 2012-07-25 | 国立大学法人三重大学 | イミダゾキノキザリノン化学発光物質、その製造法、および発光分析法 |
| JP2007277097A (ja) * | 2006-04-03 | 2007-10-25 | Mie Univ | 発光化合物、発光方法、及びその製造方法 |
| US7709253B2 (en) * | 2006-08-04 | 2010-05-04 | The Board Of Trustees Of The Leland Stanford Junior University | Ligand-regulable transactivation systems, methods of use thereof, methods of detecting estrogen receptor ligands, and methods of differentiating estrogen receptor ligand agonists and antagonists |
| JP5844029B2 (ja) * | 2006-10-24 | 2016-01-13 | ジーン ストリーム ピーティーワイ エルティーディ | ルシフェラーゼシグナルを増強する組成物 |
| US20090075309A1 (en) * | 2007-09-06 | 2009-03-19 | Gambhir Sanjiv S | Bisdeoxycoelenterazine derivatives, methods of use, and BRET2 systems |
| EP2326953B1 (en) | 2008-07-22 | 2018-03-21 | Promega Corporation | Adp detection based luminescent phosphotransferase or atp hydrolase assay |
| US8288559B2 (en) | 2008-08-18 | 2012-10-16 | Promega Corporation | Luminogenic compounds and methods to detect cytochrome P450 3A enzymes |
| WO2010090319A1 (ja) | 2009-02-09 | 2010-08-12 | チッソ株式会社 | セレンテラジン類縁体及びその製造方法 |
| ES2795287T3 (es) | 2009-05-01 | 2020-11-23 | Promega Corp | Luciferasas de Oplophorus sintéticas con mayor emisión de luz |
| JP5605727B2 (ja) * | 2010-04-06 | 2014-10-15 | Jnc株式会社 | セレンテラジン類縁体及びセレンテラミド類縁体 |
| SG185481A1 (en) | 2010-05-10 | 2012-12-28 | Univ California | Endoribonuclease compositions and methods of use thereof |
| CN103180324A (zh) * | 2010-11-02 | 2013-06-26 | 普罗美加公司 | 腔肠素衍生物及其使用方法 |
| SG10202103336SA (en) | 2010-11-02 | 2021-04-29 | Promega Corp | Novel coelenterazine substrates and methods of use |
| JP6067019B2 (ja) * | 2011-09-02 | 2017-01-25 | プロメガ コーポレイションPromega Corporation | 代謝的に活性な細胞の酸化還元状態を評価するための化合物及び方法、ならびにnad(p)/nad(p)hを測定するための方法 |
| JP6511720B2 (ja) | 2013-02-28 | 2019-05-15 | Jnc株式会社 | コドン最適化変異エビルシフェラーゼ遺伝子およびその使用方法 |
| JP6040846B2 (ja) | 2013-04-08 | 2016-12-07 | Jnc株式会社 | セレンテラジン類縁体 |
| JP6484987B2 (ja) | 2013-10-21 | 2019-03-20 | Jnc株式会社 | エビルシフェラーゼの触媒蛋白質の変異遺伝子とその使用法 |
| JP6442825B2 (ja) | 2013-12-26 | 2018-12-26 | Jnc株式会社 | エビルシフェラーゼの触媒蛋白質の変異遺伝子とその使用法 |
| US9790537B2 (en) | 2014-01-29 | 2017-10-17 | Promega Corporation | Quinone-masked probes as labeling reagents for cell uptake measurements |
| EP3099691B1 (en) | 2014-01-29 | 2019-11-20 | Promega Corporation | Pro-substrates for live cell applications |
| JP6265020B2 (ja) | 2014-04-16 | 2018-01-24 | Jnc株式会社 | エビルシフェラーゼの触媒蛋白質の変異遺伝子とその使用法 |
| US9732373B2 (en) * | 2014-09-11 | 2017-08-15 | Promega Corporation | Luciferase sequences utilizing infrared-emitting substrates to produce enhanced luminescence |
| JP6814132B2 (ja) | 2014-09-12 | 2021-01-13 | プロメガ コーポレイションPromega Corporation | 内部タンパク質タグ |
| US9677117B2 (en) | 2014-10-08 | 2017-06-13 | Promega Corporation | Bioluminescent succinate detection assay |
| WO2016210294A1 (en) | 2015-06-25 | 2016-12-29 | Promega Corporation | Thienopyrrole compounds and uses thereof as inhibitors of oplophorus-derived luciferases |
| JP7092677B2 (ja) | 2016-02-15 | 2022-06-28 | プロメガ コーポレイション | セレンテラジン類似体 |
| WO2018049241A1 (en) | 2016-09-09 | 2018-03-15 | Promega Corporation | Dual protected pro-coelenterazine substrates |
| JP7200102B2 (ja) | 2016-11-01 | 2023-01-06 | プロメガ コーポレイション | エネルギー受容体に係留されたセレンテラジン類縁体 |
| EP3548492B1 (en) | 2016-12-01 | 2023-07-05 | Promega Corporation | Cell impermeable coelenterazine analogues |
| WO2018125992A1 (en) | 2016-12-28 | 2018-07-05 | Promega Corporation | Functionalized nanoluc inhibitors |
| EP3395803A1 (en) | 2017-04-28 | 2018-10-31 | Institut Pasteur | Imidazopyrazine derivatives, process for preparation thereof, and their uses as luciferins |
| ES2983923T3 (es) * | 2017-07-06 | 2024-10-28 | Promega Corp | Análogos de la pro-coelenterazina estables en suero |
| JP7419260B2 (ja) | 2018-05-01 | 2024-01-22 | プロメガ コーポレイション | NanoLuc自殺基質としてのセレンテラジン化合物 |
| EP3802514B1 (en) | 2018-06-01 | 2022-08-03 | Promega Corporation | Inhibitors of oplophorus luciferase-derived bioluminescent complexes |
| WO2020023871A1 (en) | 2018-07-27 | 2020-01-30 | Promega Corporation | Quinone-containing conjugates |
| CA3114424A1 (en) | 2018-10-03 | 2020-04-09 | Promega Corporation | Compositions and methods for stabilizing coelenterazine and analogs and derivatives thereof |
| EP4600650A3 (en) | 2019-04-05 | 2025-11-26 | Earli Inc. | Improved methods and compositions for synthetic biomarkers |
| US12582726B1 (en) | 2019-04-05 | 2026-03-24 | Earli Inc. | Synthetic cancer-specific promoters |
| CA3158729A1 (en) | 2019-11-27 | 2021-06-03 | Virginia Kincaid | Multipartite luciferase peptides and polypeptides |
| JP7745550B2 (ja) | 2019-12-10 | 2025-09-29 | プロメガ コーポレイション | 多官能性プローブを使用する生物発光検出用組成物及び生物発光検出方法 |
| US20210363565A1 (en) | 2020-05-22 | 2021-11-25 | Promega Corporation | Enhancement of kinase target engagement |
| US12606863B2 (en) | 2021-05-13 | 2026-04-21 | Promega Corporation | Bioluminescent detection of DNA synthesis |
| CN113683617B (zh) * | 2021-07-16 | 2022-08-30 | 山东大学 | 一种基于腔肠素-h的氘代化合物及其制备方法与应用 |
| WO2023215505A1 (en) | 2022-05-04 | 2023-11-09 | Promega Corporation | Modified dehalogenase with extended surface loop regions |
| EP4519385A2 (en) | 2022-05-04 | 2025-03-12 | Promega Corporation | Bioluminescence-triggered photocatalytic labeling |
Family Cites Families (43)
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|---|---|---|---|---|
| US4604364A (en) | 1974-01-04 | 1986-08-05 | Kosak Kenneth M | Bioluminescent tracer composition and method of use in immunoassays |
| US4080265A (en) | 1974-08-02 | 1978-03-21 | Antonik Alan S | Method for the determination of creative phosphokinase enzyme |
| US3958938A (en) | 1974-12-16 | 1976-05-25 | Bausch & Lomb Incorporated | Bioluminescent sensor system |
| US4349510A (en) | 1979-07-24 | 1982-09-14 | Seppo Kolehmainen | Method and apparatus for measurement of samples by luminescence |
| SE449004B (sv) | 1981-06-25 | 1987-03-30 | Wallac Oy | Bioluminiscensbestemning av nadh och/eller nadph |
| IT1172385B (it) | 1983-12-21 | 1987-06-18 | Miles Italiana | Composizione e metodo per la determinazione enzimatica di atp ed fmn |
| US4665022A (en) | 1984-02-17 | 1987-05-12 | The Regents Of The University Of California | Bioluminescent assay reagent and method |
| DE3537877A1 (de) | 1985-10-24 | 1987-04-30 | Geiger Reinhard | Luciferin-derivate und immunoassays unter einsatz derartiger luciferin-derivate |
| US5004565A (en) | 1986-07-17 | 1991-04-02 | The Board Of Governors Of Wayne State University | Method and compositions providing enhanced chemiluminescence from 1,2-dioxetanes |
| DE3700908A1 (de) | 1987-01-14 | 1988-07-28 | Geiger Reinhard | Aminoluciferine, verfahren zu deren herstellung und deren verwendung bei der bestimmung von enzymaktivitaeten |
| JPS6447379A (en) | 1987-08-19 | 1989-02-21 | Chisso Corp | Preparation of calcium-dependent oxygenation enzyme |
| JPH04228097A (ja) | 1990-07-02 | 1992-08-18 | Toyo Ink Mfg Co Ltd | ミルク試料からの細胞分離および濃縮方法とそのキット |
| US5283180A (en) | 1990-07-19 | 1994-02-01 | Charm Sciences, Inc. | Bioluminescence method for the determination of pesticides |
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| US5360728A (en) | 1992-12-01 | 1994-11-01 | Woods Hole Oceanographic Institution (W.H.O.I.) | Modified apoaequorin having increased bioluminescent activity |
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| GB9311241D0 (en) | 1993-06-01 | 1993-07-21 | Celsis Ltd | Reagents for use in bioluminescence |
| DE69433967D1 (de) | 1993-10-06 | 2004-09-30 | Univ Florida | Stammzellen-proliferations-faktor |
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| US5840572A (en) | 1994-10-11 | 1998-11-24 | United States Of America As Represented By The Secretary Of The Navy | Bioluminescent bioassay system |
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-
2001
- 2001-11-02 US US10/053,482 patent/US7268229B2/en not_active Expired - Lifetime
-
2002
- 2002-11-01 CA CA2462506A patent/CA2462506C/en not_active Expired - Fee Related
- 2002-11-01 WO PCT/US2002/034972 patent/WO2003040100A1/en not_active Ceased
- 2002-11-01 CN CNA2008101694033A patent/CN101440089A/zh active Pending
- 2002-11-01 AT AT02802815T patent/ATE399784T1/de not_active IP Right Cessation
- 2002-11-01 DK DK02802815T patent/DK1451155T3/da active
- 2002-11-01 ES ES02802815T patent/ES2307829T3/es not_active Expired - Lifetime
- 2002-11-01 CN CNB028266773A patent/CN100439338C/zh not_active Expired - Fee Related
- 2002-11-01 DE DE60227408T patent/DE60227408D1/de not_active Expired - Lifetime
- 2002-11-01 EP EP07025040.2A patent/EP1894933B1/en not_active Expired - Lifetime
- 2002-11-01 JP JP2003542146A patent/JP4958388B2/ja not_active Expired - Lifetime
- 2002-11-01 EP EP02802815A patent/EP1451155B1/en not_active Expired - Lifetime
-
2007
- 2007-08-01 US US11/832,169 patent/US7537912B2/en not_active Expired - Lifetime
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