JP6703484B2 - 細胞による取り込み測定のための、標識用試薬としての、キノンでマスクされたプローブ - Google Patents

細胞による取り込み測定のための、標識用試薬としての、キノンでマスクされたプローブ Download PDF

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JP6703484B2
JP6703484B2 JP2016549314A JP2016549314A JP6703484B2 JP 6703484 B2 JP6703484 B2 JP 6703484B2 JP 2016549314 A JP2016549314 A JP 2016549314A JP 2016549314 A JP2016549314 A JP 2016549314A JP 6703484 B2 JP6703484 B2 JP 6703484B2
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alkyl
clause
coelenterazine
alkoxy
heteroaryl
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JP2017512185A5 (https=
JP2017512185A (ja
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ダナ ムスタファ
ダナ ムスタファ
ウェンフイ チョウ
ウェンフイ チョウ
ポンチョ マイゼンハイマー
ポンチョ マイゼンハイマー
セアラ デュエルマン
セアラ デュエルマン
ドンピン マ
ドンピン マ
ジェームズ ジェイ カリ
ジェームズ ジェイ カリ
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Promega Corp
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    • 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
    • C12Q1/66—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving luciferase
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic 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
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/10—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K16/00—Immunoglobulins [IG], e.g. monoclonal or polyclonal antibodies
    • C07K16/18—Immunoglobulins [IG], e.g. monoclonal or polyclonal antibodies against material from animals or humans
    • C07K16/28—Immunoglobulins [IG], e.g. monoclonal or polyclonal antibodies against material from animals or humans against receptors, cell surface antigens or cell surface determinants
    • C07K16/2863—Immunoglobulins [IG], e.g. monoclonal or polyclonal antibodies against material from animals or humans against receptors, cell surface antigens or cell surface determinants against receptors for growth factors, growth regulators
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K16/00—Immunoglobulins [IG], e.g. monoclonal or polyclonal antibodies
    • C07K16/40—Immunoglobulins [IG], e.g. monoclonal or polyclonal antibodies against enzymes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/04—Linear peptides containing only normal peptide links
    • C07K7/06—Linear peptides containing only normal peptide links having 5 to 11 amino acids
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531—Production of immunochemical test materials
    • G01N33/532—Production of labelled immunochemicals
    • G01N33/533—Production of labelled immunochemicals with fluorescent label
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • G01N33/582—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0088—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 containing unsubstituted amino radicals
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90—Enzymes; Proenzymes
    • G01N2333/902—Oxidoreductases (1.)
    • G01N2333/90241—Oxidoreductases (1.) acting on single donors with incorporation of molecular oxygen, i.e. oxygenases (1.13)

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Immunology (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Medicinal Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Urology & Nephrology (AREA)
  • Hematology (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Biotechnology (AREA)
  • Physics & Mathematics (AREA)
  • Microbiology (AREA)
  • Analytical Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Food Science & Technology (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Cell Biology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Steroid Compounds (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
JP2016549314A 2014-01-29 2015-01-29 細胞による取り込み測定のための、標識用試薬としての、キノンでマスクされたプローブ Active JP6703484B2 (ja)

Applications Claiming Priority (3)

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US201461933122P 2014-01-29 2014-01-29
US61/933,122 2014-01-29
PCT/US2015/013617 WO2015116867A1 (en) 2014-01-29 2015-01-29 Quinone-masked probes as labeling reagents for cell uptake measurements

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JP2020016082A Division JP7159233B2 (ja) 2014-01-29 2020-02-03 細胞による取り込み測定のための、標識用試薬としての、キノンでマスクされたプローブ

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JP2017512185A JP2017512185A (ja) 2017-05-18
JP2017512185A5 JP2017512185A5 (https=) 2018-03-15
JP6703484B2 true JP6703484B2 (ja) 2020-06-03

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JP2016549314A Active JP6703484B2 (ja) 2014-01-29 2015-01-29 細胞による取り込み測定のための、標識用試薬としての、キノンでマスクされたプローブ
JP2020016082A Active JP7159233B2 (ja) 2014-01-29 2020-02-03 細胞による取り込み測定のための、標識用試薬としての、キノンでマスクされたプローブ
JP2022116161A Withdrawn JP2022163067A (ja) 2014-01-29 2022-07-21 細胞による取り込み測定のための、標識用試薬としての、キノンでマスクされたプローブ

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JP2022116161A Withdrawn JP2022163067A (ja) 2014-01-29 2022-07-21 細胞による取り込み測定のための、標識用試薬としての、キノンでマスクされたプローブ

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US (1) US9790537B2 (https=)
EP (1) EP3099683B1 (https=)
JP (3) JP6703484B2 (https=)
WO (1) WO2015116867A1 (https=)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2020109088A (ja) * 2014-01-29 2020-07-16 プロメガ コーポレイションＰｒｏｍｅｇａ Ｃｏｒｐｏｒａｔｉｏｎ 細胞による取り込み測定のための、標識用試薬としての、キノンでマスクされたプローブ

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9927430B2 (en) 2014-01-29 2018-03-27 Promega Corporation Pro-substrates for live cell applications
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
US10577370B2 (en) 2016-12-01 2020-03-03 Promega Corporation Cell impermeable coelenterazine analogues
US10815247B2 (en) 2016-12-28 2020-10-27 Promega Corporation Functionalized NANOLUC inhibitors
JP7266304B2 (ja) 2017-04-21 2023-04-28 ユニヴァーシティー オブ タスマニア 治療化合物および方法
EP3395803A1 (en) * 2017-04-28 2018-10-31 Institut Pasteur Imidazopyrazine derivatives, process for preparation thereof, and their uses as luciferins
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
EP4140991B1 (en) 2018-06-01 2024-05-15 Promega Corporation Inhibitors of oplophorus luciferase-derived bioluminescent complexes
WO2020023871A1 (en) 2018-07-27 2020-01-30 Promega Corporation Quinone-containing conjugates
WO2022051405A1 (en) 2020-09-02 2022-03-10 Promega Corporation Nucleic acid modifying reagents and uses thereof
JP2025507917A (ja) 2022-03-01 2025-03-21 プロメガ コーポレイション 核酸架橋試薬及びその使用
CN115960115B (zh) * 2022-12-15 2024-11-29 石河子大学 一种荧光素衍生物及其制备方法和应用

Family Cites Families (117)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2929115A1 (de) 1979-07-18 1981-02-12 Boehringer Mannheim Gmbh Verfahren zur herstellung von luciferin
DE3477549D1 (en) 1983-08-17 1989-05-11 Allied Signal Inc Gas generator and method of generating gas
US4612302A (en) 1983-11-14 1986-09-16 Brigham And Women's Hospital Clinical use of somatostatin analogues
US4665022A (en) 1984-02-17 1987-05-12 The Regents Of The University Of California Bioluminescent assay reagent and method
JPS6124741A (ja) 1984-07-12 1986-02-03 名取　通弘 関節型伸展トラスビ−ム
US4684620A (en) 1984-09-04 1987-08-04 Gibson-Stephens Neuropharmaceuticals, Inc. Cyclic polypeptides having mu-receptor specificity
DE3537877A1 (de) 1985-10-24 1987-04-30 Geiger Reinhard Luciferin-derivate und immunoassays unter einsatz derartiger luciferin-derivate
US4853371A (en) 1986-06-17 1989-08-01 The Administrators Of The Tulane Educational Fund Therapeutic somatostatin analogs
DE3700908A1 (de) 1987-01-14 1988-07-28 Geiger Reinhard Aminoluciferine, verfahren zu deren herstellung und deren verwendung bei der bestimmung von enzymaktivitaeten
AU609824B2 (en) 1987-06-15 1991-05-09 Southern Cross Biotech Pty Ltd. Production of proteins in active forms
US5498523A (en) 1988-07-12 1996-03-12 President And Fellows Of Harvard College DNA sequencing with pyrophosphatase
US5114704A (en) 1989-05-30 1992-05-19 Nabisco Brands, Inc. Raw hide having a coating containing an inorganic pyrophosphate
US5683888A (en) 1989-07-22 1997-11-04 University Of Wales College Of Medicine Modified bioluminescent proteins and their use
CA2022236A1 (en) 1989-07-31 1991-02-01 Hiroaki Yanagisawa Coumarin derivatives, their preparation and their use in the treatment of cerebrovascular disorders
CA2081782C (en) 1990-05-16 2004-08-24 James H. Kelly Permanent human hepatocyte cell line and its use in a liver assist device (lad)
US5283180A (en) 1990-07-19 1994-02-01 Charm Sciences, Inc. Bioluminescence method for the determination of pesticides
US5374534A (en) 1990-07-19 1994-12-20 Charm Sciences, Inc. Method of preparing D-luciferin derivatives
US5283179A (en) 1990-09-10 1994-02-01 Promega Corporation Luciferase assay method
US5840739A (en) 1992-11-16 1998-11-24 University Of Florida Research Foundation, Inc. Thiazoline acid derivatives
JPH08505054A (ja) 1992-12-23 1996-06-04 アイオア ステート ユニバーシティー リサーチ ファンデーション インコーポレーテッド 分子フラッシュ
US6676967B1 (en) 1993-09-20 2004-01-13 Kos Pharmaceuticals, Inc. Methods for reducing flushing in individuals being treated with nicotinic acid for hyperlipidemia
US6387675B1 (en) 1994-01-03 2002-05-14 Promega Corporation Mutant luciferases
EP1978091A1 (en) 1994-01-03 2008-10-08 Promega Corporation Mutant luciferases
GB9501170D0 (en) 1994-03-23 1995-03-08 Secr Defence Luciferases
US6217847B1 (en) 1994-07-01 2001-04-17 The Board Of Trustees Of The Leland Stanford Junior University Non-invasive localization of a light-emitting conjugate in a mammal
US5650135A (en) 1994-07-01 1997-07-22 The Board Of Trustees Of The Leland Stanford Junior University Non-invasive localization of a light-emitting conjugate in a mammal
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
DE69633171T2 (de) 1995-01-20 2005-08-18 The Secretary Of State For Defence, Salisbury Mutierte luziferasen
JPH08224096A (ja) 1995-02-20 1996-09-03 Sapporo Breweries Ltd 微生物検査用培地と該培地を用いた微生物検査方法
WO1996031206A2 (en) 1995-04-07 1996-10-10 Warner-Lambert Company Flavones and coumarins as agents for the treatment of atherosclerosis
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
US5744320A (en) 1995-06-07 1998-04-28 Promega Corporation Quenching reagents and assays for enzyme-mediated luminescence
US5726041A (en) 1995-08-30 1998-03-10 Gentest Corporation Method for detecting a receptor-ligand complex using a cytochrome P450 reporter gene
US5902732A (en) 1995-10-04 1999-05-11 Cytoscan Sciences Llc Drug screening process measuring changes in cell volume
US6291164B1 (en) 1996-11-22 2001-09-18 Invitrogen Corporation Methods for preventing inhibition of nucleic acid synthesis by pyrophosphate
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
US6429286B1 (en) 1997-04-16 2002-08-06 Juridical Foundation The Chemo-Sero-Therapeutic Research Institute Immunoregulatory molecules for costimulatory signal transduction
US5876946A (en) 1997-06-03 1999-03-02 Pharmacopeia, Inc. High-throughput assay
US6602677B1 (en) 1997-09-19 2003-08-05 Promega Corporation Thermostable luciferases and methods of production
CA2301828A1 (en) 1997-09-19 1999-03-25 Promega Corporation Thermostable luciferases and methods of production
ATE512233T1 (de) 1998-02-23 2011-06-15 Phylonix Pharmaceuticals Inc Screeningverfahren für die aktivität von agenzien unter verwendung von teleosten
US6902918B1 (en) 1998-05-21 2005-06-07 California Institute Of Technology Oxygenase enzymes and screening method
WO2000016763A2 (en) 1998-09-21 2000-03-30 University Of Florida Research Foundation, Inc. Antimalarial agents
GB9823468D0 (en) 1998-10-28 1998-12-23 Secr Defence Novel enzyme
US6312917B1 (en) 1998-12-04 2001-11-06 The University Of North Carolina At Chapel Hill Method of screening candidate compounds for susceptibility to oxidative metabolism
US6143492A (en) 1998-12-14 2000-11-07 Aurora Biosciences Corporation Optical molecular sensors for cytochrome P450 activity
US6420130B1 (en) 1998-12-14 2002-07-16 Aurora Biosciences Corporation Optical molecular sensors for cytochrome P450 activity
US6514687B1 (en) 1998-12-14 2003-02-04 Vertex Pharmaceuticals (San Diego), Llc Optical molecular sensors for cytochrome P450 activity
CA2352631A1 (en) 1998-12-14 2000-06-22 Life Technologies Corporation Optical molecular sensors for cytochrome p450 activity
JP2000270894A (ja) 1999-03-23 2000-10-03 Kikkoman Corp Ｄ−ルシフェリン−Ｏ−β−Ｄ−グルクロニド誘導体、その製造方法、その誘導体を有効成分とするβ−グルクロニダーゼの活性測定方法、及び大腸菌の検出方法
JP3618572B2 (ja) 1999-03-24 2005-02-09 キッコーマン株式会社 Ｄ−システインの測定法
GB9925161D0 (en) 1999-10-26 1999-12-22 Secr Defence Novel enzyme
NZ518413A (en) 1999-10-26 2004-11-26 Secr Defence Novel enzyme
CA2402516A1 (en) 2000-03-20 2001-09-27 Roopa Rai Non-amidine containing protease inhibitors
EP1156103B1 (en) 2000-04-26 2010-08-11 Chisso Corporation 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
JP2002080476A (ja) 2000-08-31 2002-03-19 Iatron Lab Inc Ｄ−ルシフェリン類縁体並びにルシフェラーゼ活性分析用試薬及びａｔｐ分析用試薬
ATE323174T1 (de) 2000-09-13 2006-04-15 Merck Patent Gmbh Verfahren zur detektion und messung der biomasse
US6531297B2 (en) 2000-10-20 2003-03-11 Applera Corporation Isolated human drug-metabolizing proteins, nucleic acid molecules encoding human drug-metabolizing proteins, and uses thereof
JP2005500281A (ja) 2001-06-01 2005-01-06 エフ．ホフマン−ラ　ロシュ　アーゲー ルシフェリンヒドラジド
US7268229B2 (en) 2001-11-02 2007-09-11 Promega Corporation Compounds to co-localize luminophores with luminescent proteins
FR2831889B1 (fr) 2001-11-08 2004-01-16 Proteus Procede pour generer l'empreinte catalytique idiosyncrasique d'un echantillon, le traitement de ladite empreinte et les systemes pour leur mise en oeuvre
HUP0402235A2 (hu) 2001-11-16 2005-02-28 Yamanouchi Pharmaceutical Co., Ltd. 4,4-Difluor-1,2,3,4-tetrahidro-5H-1-benzazepin-származékok és ezek sói és ezeket tartalmazó gyógyszerkészítmények
EP1472238B1 (en) 2002-02-01 2012-07-04 Promega Corporation Bioluminescent protease assay
ATE406093T1 (de) 2002-03-05 2008-09-15 Mcw Res Found Inc Verfahren und zusammensetzungen für die pharmakologische und toxikologische auswertung von testsubstanzen
TW200407324A (en) 2002-05-17 2004-05-16 Bristol Myers Squibb Co Bicyclic modulators of androgen receptor function
CA2497991A1 (en) 2002-09-09 2004-03-18 Applera Corporation Fluorescent enzyme assay methods and compositions
WO2004027378A2 (en) 2002-09-20 2004-04-01 Promega Corporation Luminescence-based methods and probes for measuring cytochrome p450 activity
DK1413584T3 (da) 2002-10-21 2005-07-04 Axxam S R L Fotoprotein med forbedret bioluminescens
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
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
EP2341134B1 (en) 2003-01-31 2014-08-27 Promega Corporation Covalent tethering of functional groups to proteins
AU2004210982B2 (en) 2003-02-12 2008-12-18 Promega Corporation Methods and kits for dual enzymatic assays whereby light is quenched from luminescent reactions
US20040178545A1 (en) 2003-03-14 2004-09-16 Cates Larry E. System for optically analyzing a molten metal bath
WO2005007663A2 (en) 2003-07-14 2005-01-27 Irm Llc Fluorogenic enzyme substrates and uses thereof
RU2242471C1 (ru) 2003-07-31 2004-12-20 Азад Зияд Оглы Абышев Производные 2-н-1-бензопиран-2-она, проявляющие антикальциевую активность
CA2541765A1 (en) 2003-10-10 2004-10-01 Promega Corporation Luciferase biosensor
ATE443070T1 (de) 2004-01-08 2009-10-15 Univ Zuerich Metallkomplexe mit vitamin b12 als ligand
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
US20070087400A1 (en) 2004-07-30 2007-04-19 Aldis Darzins Covalent tethering of functional groups to proteins and substrates therefor
EP3179252B1 (en) 2004-07-30 2018-11-14 Promega Corporation 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
US20080194522A1 (en) 2004-08-25 2008-08-14 Gong Chen Development of Fluorogenic Substrates For Monoamine Oxidases (Mao-A and Mao-B)
US7728118B2 (en) 2004-09-17 2010-06-01 Promega Corporation Synthetic nucleic acid molecule compositions and methods of preparation
JP2006219381A (ja) 2005-02-08 2006-08-24 Univ Of Electro-Communications 複素環化合物及び発光甲虫ルシフェラーゼ発光系用発光基質
EP2778234B1 (en) 2005-05-31 2017-09-27 Promega Corporation Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
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JP4899046B2 (ja) 2005-09-30 2012-03-21 国立大学法人 東京大学 新規ルシフェリン誘導体
EP2327768B1 (en) 2006-04-03 2015-09-09 Promega Corporation Permuted and nonpermuted luciferase biosensors
EP2087107A2 (en) 2006-10-30 2009-08-12 Promega Corporation 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
EP2215227A2 (en) 2007-11-05 2010-08-11 Promega Corporation Hybrid fusion reporter and uses thereof
WO2009142735A2 (en) 2008-05-19 2009-11-26 Promega Corporation LUCIFERASE BIOSENSORS FOR cAMP
EP2326953B1 (en) 2008-07-22 2018-03-21 Promega Corporation Adp detection based luminescent phosphotransferase or atp hydrolase assay
JP5597200B2 (ja) 2008-08-18 2014-10-01 プロメガ コーポレイション ルミネッセンスを生じる化合物およびチトクロムｐ４５０３ａ酵素を検出するための方法
TWI354101B (en) 2008-08-19 2011-12-11 Univ Nat Taipei Technology Fluorimetric indicator for biosensing and manufact
LT3409764T (lt) 2009-05-01 2020-06-10 Promega Corporation Sintetinės oplophorus liuciferazės su sustiprinta šviesos išeiga
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US8735559B2 (en) 2010-05-11 2014-05-27 Promega Corporation Mutant protease biosensors with enhanced detection characteristics
US20140199239A1 (en) * 2010-05-17 2014-07-17 The Regents Of The University Of California Compositions and Methods for in Vivo Imaging
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US9284188B2 (en) 2010-09-03 2016-03-15 The Regents Of The University Of California Cytosolic delivery of materials with endosome-disrupting colloids
EP2614059B1 (en) 2010-09-10 2015-11-18 Promega Corporation Methods for assaying enzyme activities
WO2012061477A1 (en) 2010-11-02 2012-05-10 Promega Corporation Coelenterazine derivatives and methods of using same
BR112013010487B1 (pt) 2010-11-02 2021-02-02 Promega Corporation compostos de coelenterazina, kit compreendendo ditos compostos e método para detectar luminescência em uma amostra in vitro
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
US20140099654A1 (en) 2012-09-26 2014-04-10 Promega Corporation Real-time monitoring
US9790537B2 (en) * 2014-01-29 2017-10-17 Promega Corporation Quinone-masked probes as labeling reagents for cell uptake measurements
US9927430B2 (en) 2014-01-29 2018-03-27 Promega Corporation Pro-substrates for live cell applications

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JP2020109088A (ja) * 2014-01-29 2020-07-16 プロメガ コーポレイションＰｒｏｍｅｇａ Ｃｏｒｐｏｒａｔｉｏｎ 細胞による取り込み測定のための、標識用試薬としての、キノンでマスクされたプローブ
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