CN103180324A - 腔肠素衍生物及其使用方法 - Google Patents

腔肠素衍生物及其使用方法 Download PDF

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Publication number
CN103180324A
CN103180324A CN201180052806XA CN201180052806A CN103180324A CN 103180324 A CN103180324 A CN 103180324A CN 201180052806X A CN201180052806X A CN 201180052806XA CN 201180052806 A CN201180052806 A CN 201180052806A CN 103180324 A CN103180324 A CN 103180324A
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alkyl
substituted
heteroaryl
aryl
group
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Chinese (zh)
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D.H.克劳伯特
P.梅森黑默
J.安奇
W.周
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Promega Corp
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Promega Corp
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/02Heterocyclic radicals containing only nitrogen as ring hetero atoms
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12QMEASURING 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
    • C12Q1/00Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/66Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving luciferase

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Biophysics (AREA)
  • Immunology (AREA)
  • Microbiology (AREA)
  • Analytical Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Peptides Or Proteins (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Saccharide Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
CN201180052806XA 2010-11-02 2011-11-02 腔肠素衍生物及其使用方法 Pending CN103180324A (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US40941310P 2010-11-02 2010-11-02
US61/409413 2010-11-02
PCT/US2011/058924 WO2012061477A1 (en) 2010-11-02 2011-11-02 Coelenterazine derivatives and methods of using same

Publications (1)

Publication Number Publication Date
CN103180324A true CN103180324A (zh) 2013-06-26

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CN201180052806XA Pending CN103180324A (zh) 2010-11-02 2011-11-02 腔肠素衍生物及其使用方法

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US (1) US9487520B2 (enExample)
EP (1) EP2635583B1 (enExample)
JP (1) JP6040157B2 (enExample)
KR (1) KR101968475B1 (enExample)
CN (1) CN103180324A (enExample)
AU (1) AU2011323455B2 (enExample)
BR (1) BR112013010484B1 (enExample)
CA (1) CA2815381C (enExample)
DK (1) DK2635583T3 (enExample)
ES (1) ES2543913T3 (enExample)
IL (1) IL225869A (enExample)
PL (1) PL2635583T3 (enExample)
PT (1) PT2635583E (enExample)
SG (1) SG189494A1 (enExample)
WO (1) WO2012061477A1 (enExample)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SG10202103336SA (en) 2010-11-02 2021-04-29 Promega Corp Novel coelenterazine substrates and methods of use
DK2635583T3 (en) 2010-11-02 2015-08-03 Promega Corp Coelenterazinderivater and methods of use thereof
EP2751089B1 (en) * 2011-09-02 2018-11-14 Promega Corporation Compounds and methods for assaying redox state of metabolically active cells and methods for measuring nad(p)/nad(p)h
US20140099654A1 (en) * 2012-09-26 2014-04-10 Promega Corporation Real-time monitoring
EP2968291B1 (en) 2013-03-15 2025-04-16 Pharmacosmos Holding A/S Hspc-sparing treatments for rb-positive abnormal cellular proliferation
EP2967050A4 (en) 2013-03-15 2016-09-28 G1 Therapeutics Inc HIGH-ACTIVE ANTINEOPLASTIC AND ANTIPROLIFERATIVE AGENTS
JP6270127B2 (ja) * 2014-01-17 2018-01-31 国立研究開発法人物質・材料研究機構 ニコチンアデニンジヌクレオチド誘導体を検出する方法
WO2015116867A1 (en) * 2014-01-29 2015-08-06 Promega Corporation Quinone-masked probes as labeling reagents for cell uptake measurements
JP6588917B2 (ja) * 2014-01-29 2019-10-09 プロメガ コーポレイションPromega Corporation 生細胞への適用のためのプロ基質
CN107922428B (zh) 2015-06-25 2021-02-05 普洛麦格公司 噻吩并吡咯化合物及其作为刺虾源性荧光素酶的抑制剂的用途
EP4086261B1 (en) * 2016-02-15 2025-09-03 Promega Corporation Process for the preparation of coelenterazine analogues
US10000500B2 (en) 2016-07-28 2018-06-19 Promega Corporation Coelenterazine analogues
EP3510035B1 (en) * 2016-09-09 2021-04-07 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
EP4279490A3 (en) 2016-12-01 2024-04-10 Promega Corporation Cell impermeable coelenterazine analogues
JP7161475B2 (ja) 2016-12-28 2022-10-26 プロメガ コーポレイション 官能化nanoluc阻害剤
EP3395803A1 (en) 2017-04-28 2018-10-31 Institut Pasteur Imidazopyrazine derivatives, process for preparation thereof, and their uses as luciferins
WO2019213119A1 (en) 2018-05-01 2019-11-07 Promega Corporation Coelenterazine compounds as nanoluc suicide substrates
WO2019232384A1 (en) 2018-06-01 2019-12-05 Promega Corporation Inhibitors of oplophorus luciferase-derived bioluminescent complexes
KR102114088B1 (ko) * 2018-09-10 2020-06-17 (주)신우에이엔티 웨이퍼 세정용 나노 버블 분사 구조
US11534504B2 (en) 2018-10-03 2022-12-27 Promega Corporation Compositions and methods for stabilizing coelenterazine and analogs and derivatives thereof
AU2020392245A1 (en) 2019-11-27 2022-06-23 Promega Corporation Multipartite luciferase peptides and polypeptides
EP4073512B1 (en) 2019-12-10 2025-11-12 Promega Corporation Compositions and methods for bioluminescent detection using multifunctional probes

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003040100A1 (en) * 2001-11-02 2003-05-15 Promega Corporation Compositions, methods and kits pertaining to luminescent compounds
CN1705680A (zh) * 2002-10-21 2005-12-07 阿克萨姆有限公司 生物发光提高的发光蛋白质
CN101287842A (zh) * 2005-08-17 2008-10-15 耶达研究及发展有限公司 用于测定生物活性血清对氧磷酶水平的方法和组合物

Family Cites Families (70)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3477549D1 (en) 1983-08-17 1989-05-11 Allied Signal Inc Gas generator and method of generating gas
JP3012274B2 (ja) * 1989-03-22 2000-02-21 日本臓器製薬株式会社 新規ルシフェリン誘導体
US5683888A (en) 1989-07-22 1997-11-04 University Of Wales College Of Medicine Modified bioluminescent proteins and their use
US5368484A (en) 1992-05-22 1994-11-29 Atari Games Corp. Vehicle simulator with realistic operating feedback
WO1995018853A1 (en) 1994-01-03 1995-07-13 Promega Corporation Mutant luciferases
US6387675B1 (en) 1994-01-03 2002-05-14 Promega Corporation Mutant luciferases
GB9501170D0 (en) 1994-03-23 1995-03-08 Secr Defence Luciferases
JP3648763B2 (ja) * 1994-08-23 2005-05-18 日本油脂株式会社 ウミホタルルシフェリン誘導体および糖加水分解酵素の定量方法
GB9417593D0 (en) 1994-09-01 1994-10-19 Secr Defence Luciferase labelling method
US5670356A (en) 1994-12-12 1997-09-23 Promega Corporation Modified luciferase
DK0804587T3 (da) 1995-01-20 2004-10-11 Secr Defence Mutantluciferaser
JPH08294397A (ja) * 1995-04-27 1996-11-12 Nippon Oil & Fats Co Ltd 免疫学的活性物質の測定方法
US6522361B2 (en) 1996-03-08 2003-02-18 Sony Corporation Electronic apparatus having the function of displaying the battery residual quantity and method for displaying the battery residual quantity
JP4026876B2 (ja) * 1996-09-05 2007-12-26 日本食品化工株式会社 発光性シクロデキストリン誘導体及びその製造方法
US5998204A (en) 1997-03-14 1999-12-07 The Regents Of The University Of California Fluorescent protein sensors for detection of analytes
GB9707486D0 (en) 1997-04-11 1997-05-28 Secr Defence Enzyme assays
CA2285571C (en) 1997-04-16 2008-12-02 Juridical Foundation The Chemo-Sero-Therapeutic Research Institute Immunomodulatory molecules and process for producing the same
US6602677B1 (en) 1997-09-19 2003-08-05 Promega Corporation Thermostable luciferases and methods of production
EP1015601B1 (en) 1997-09-19 2015-01-07 Promega Corporation Thermostable luciferases and methods of production
GB9823468D0 (en) 1998-10-28 1998-12-23 Secr Defence Novel enzyme
JP3694181B2 (ja) 1999-01-05 2005-09-14 キッコーマン株式会社 変異型ルシフェラーゼ、変異型ルシフェラーゼ遺伝子、新規な組み換え体dna及び変異型ルシフェラーゼの製造法
WO2001031028A2 (en) 1999-10-26 2001-05-03 The Secretary Of State For Defence Mutant luciferase
GB9925161D0 (en) 1999-10-26 1999-12-22 Secr Defence Novel enzyme
US20010046687A1 (en) 2000-03-31 2001-11-29 Dicesare Joseph L. Method for the enhancement of luminescence intensity from a reaction between adenosine triphosphate (ATP) and a luciferase/luciferin reactant system
JP4613441B2 (ja) 2000-04-26 2011-01-19 チッソ株式会社 新規ルシフェラーゼおよび発光蛋白質
DE60142761D1 (de) 2000-04-26 2010-09-23 Chisso Corp Oplophorus Luciferase
US7118878B1 (en) 2000-06-09 2006-10-10 Promega Corporation Method for increasing luminescence assay sensitivity
US7879540B1 (en) 2000-08-24 2011-02-01 Promega Corporation Synthetic nucleic acid molecule compositions and methods of preparation
US20040096927A1 (en) 2000-09-13 2004-05-20 Chittock Roger Steward Method for the detection and measurement of biomass
JP4451663B2 (ja) * 2002-02-01 2010-04-14 プロメガ コーポレイション 生物発光プロテアーゼ分析方法
JP2006508339A (ja) 2002-09-20 2006-03-09 プロメガ コーポレイション シトクロムp450活性を測定するための発光を利用する方法およびプローブ
EP2325328B1 (en) 2002-12-23 2014-02-12 Promega Corporation Improved luciferase-based assays
DE10303265A1 (de) 2003-01-28 2004-07-29 Roche Diagnostics Gmbh Fluorimetrische Bestimmung von Analyten durch ein intramolekulares Quencher-Fluorophor-Konjugat
US7429472B2 (en) 2003-01-31 2008-09-30 Promega Corporation Method of immobilizing a protein or molecule via a mutant dehalogenase that is bound to an immobilized dehalogenase substrate and linked directly or indirectly to the protein or molecule
CA2514564A1 (en) 2003-01-31 2005-07-26 Promega Corporation Covalent tethering of functional groups to proteins
US20040224377A1 (en) 2003-02-12 2004-11-11 Erika Hawkins Compositions and methods to quench light from optical reactions
US20040178545A1 (en) 2003-03-14 2004-09-16 Cates Larry E. System for optically analyzing a molten metal bath
US8183036B2 (en) 2003-10-10 2012-05-22 Promega Corporation Luciferase biosensor
JP2007518727A (ja) 2004-01-08 2007-07-12 ウニヴェルジテート・チューリッヒ 配位子としてビタミンb12を有する金属錯体
US7416854B2 (en) 2004-01-22 2008-08-26 Promega Corporation Luminogenic and nonluminogenic multiplex assay
US7553632B2 (en) 2004-01-22 2009-06-30 Promega Corporation Luminogenic and nonluminogenic multiplex assay
EP2395358B1 (en) 2004-07-30 2017-03-29 Promega Corporation Covalent tethering of functional groups to proteins
US20070087400A1 (en) 2004-07-30 2007-04-19 Aldis Darzins Covalent tethering of functional groups to proteins and substrates therefor
US7425436B2 (en) 2004-07-30 2008-09-16 Promega Corporation Covalent tethering of functional groups to proteins and substrates therefor
US7728118B2 (en) 2004-09-17 2010-06-01 Promega Corporation Synthetic nucleic acid molecule compositions and methods of preparation
JP4453528B2 (ja) * 2004-10-26 2010-04-21 東京化成工業株式会社 新規化学発光試薬
EP1700865A1 (en) 2005-03-11 2006-09-13 AXXAM S.r.l. Photoproteins with enhanced bioluminescence and their use as intracellular calcium indicators
JP4639904B2 (ja) 2005-03-30 2011-02-23 チッソ株式会社 蛍光活性を有するルシフェラーゼの活性増強方法
JP3844082B2 (ja) 2005-04-08 2006-11-08 キッコーマン株式会社 耐熱性ホタルルシフェラーゼ、耐熱性ホタルルシフェラーゼ遺伝子、新規な組み換え体dna及び耐熱性ホタルルシフェラーゼの製造法
EP1935986B1 (en) 2005-05-31 2014-04-16 Promega Corporation Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
EP2778234B1 (en) 2005-05-31 2017-09-27 Promega Corporation Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
JP4999341B2 (ja) 2005-09-06 2012-08-15 株式会社バイオエネックス 変異型ホタルルシフェラーゼ、遺伝子、組換えベクター、形質転換体、及び変異型ホタルルシフェラーゼの製造方法
EP2327768B1 (en) 2006-04-03 2015-09-09 Promega Corporation Permuted and nonpermuted luciferase biosensors
EP2087132B1 (en) 2006-10-24 2017-01-25 Gene Stream Pty Ltd. Luciferase signal enhancng compositions
US8420367B2 (en) 2006-10-30 2013-04-16 Promega Corporation Polynucleotides encoding mutant hydrolase proteins with enhanced kinetics and functional expression
WO2008086035A2 (en) 2007-01-10 2008-07-17 Promega Corporation Split mutant hydrolase fusion reporter and uses thereof
US20080248511A1 (en) 2007-03-26 2008-10-09 Promega Corporation Methods to quench light from optical reactions
CN101849005A (zh) 2007-11-05 2010-09-29 普罗梅加公司 杂合融合报道子及其应用
JP6110591B2 (ja) 2008-05-19 2017-04-05 プロメガ コーポレイションPromega Corporation cAMPのためのルシフェラーゼバイオセンサー
CN102159948B (zh) 2008-07-22 2014-06-25 普罗美加公司 基于adp检测的发光磷酸转移酶或atp水解酶测定
TWI354101B (en) 2008-08-19 2011-12-11 Univ Nat Taipei Technology Fluorimetric indicator for biosensing and manufact
JPWO2010119721A1 (ja) 2009-04-17 2012-10-22 独立行政法人産業技術総合研究所 超高輝度で安定な人工生物発光酵素
EP3744834B1 (en) 2009-05-01 2025-09-10 Promega Corporation Synthetic oplophorus luciferases with enhanced light output
WO2011038219A1 (en) 2009-09-24 2011-03-31 Promega Corporation Proteases having improved stability, solubility and activity
EP2990479B1 (en) 2010-05-11 2019-03-27 Promega Corporation Mutant protease biosensors with enhanced detection characteristics
WO2012030960A1 (en) 2010-09-01 2012-03-08 Promega Corporation Oxidized glutathione assay
US9284188B2 (en) 2010-09-03 2016-03-15 The Regents Of The University Of California Cytosolic delivery of materials with endosome-disrupting colloids
SG10202103336SA (en) 2010-11-02 2021-04-29 Promega Corp Novel coelenterazine substrates and methods of use
DK2635583T3 (en) 2010-11-02 2015-08-03 Promega Corp Coelenterazinderivater and methods of use thereof
EP2751089B1 (en) * 2011-09-02 2018-11-14 Promega Corporation Compounds and methods for assaying redox state of metabolically active cells and methods for measuring nad(p)/nad(p)h

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003040100A1 (en) * 2001-11-02 2003-05-15 Promega Corporation Compositions, methods and kits pertaining to luminescent compounds
CN1705680A (zh) * 2002-10-21 2005-12-07 阿克萨姆有限公司 生物发光提高的发光蛋白质
CN101287842A (zh) * 2005-08-17 2008-10-15 耶达研究及发展有限公司 用于测定生物活性血清对氧磷酶水平的方法和组合物

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
ANDREA PICHLER等: "Imaging reversal of multidrug resistance in living mice with bioluminescence: MDR1 P-glycoprotein transports coelenterazine", 《MEDICAL SCIENCES》 *
OSAMU SHIMOMURA等: "Semi-synthetic aequorins with improved sensitivity to Ca2+ ions", 《BIOCHEM. J.》 *

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CA2815381C (en) 2019-03-19
IL225869A (en) 2017-09-28
KR101968475B1 (ko) 2019-04-15
JP2013544242A (ja) 2013-12-12
US20120107849A1 (en) 2012-05-03
DK2635583T3 (en) 2015-08-03
BR112013010484B1 (pt) 2019-09-03
ES2543913T3 (es) 2015-08-25
EP2635583B1 (en) 2015-06-03
US9487520B2 (en) 2016-11-08
KR20140003430A (ko) 2014-01-09
AU2011323455B2 (en) 2017-07-27
SG189494A1 (en) 2013-05-31
PT2635583E (pt) 2015-09-11
PL2635583T3 (pl) 2015-11-30
WO2012061477A1 (en) 2012-05-10
AU2011323455A1 (en) 2013-05-30
IL225869A0 (en) 2013-07-31
BR112013010484A2 (pt) 2016-07-05
EP2635583A1 (en) 2013-09-11
JP6040157B2 (ja) 2016-12-07
CA2815381A1 (en) 2012-05-10

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