CA2474695A1 - Bioluminescent protease assay - Google Patents
Bioluminescent protease assay Download PDFInfo
- Publication number
- CA2474695A1 CA2474695A1 CA002474695A CA2474695A CA2474695A1 CA 2474695 A1 CA2474695 A1 CA 2474695A1 CA 002474695 A CA002474695 A CA 002474695A CA 2474695 A CA2474695 A CA 2474695A CA 2474695 A1 CA2474695 A1 CA 2474695A1
- Authority
- CA
- Canada
- Prior art keywords
- compound
- substrate
- aminoluciferin
- peptide
- carboxy
- 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.)
- Abandoned
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
- C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
-
- 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
- C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
- C12Q1/37—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase involving peptidase or proteinase
-
- 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
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US35315802P | 2002-02-01 | 2002-02-01 | |
US60/353,158 | 2002-02-01 | ||
PCT/US2003/002936 WO2003066611A1 (en) | 2002-02-01 | 2003-01-31 | Bioluminescent protease assay |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2474695A1 true CA2474695A1 (en) | 2003-08-14 |
Family
ID=27734277
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002474695A Abandoned CA2474695A1 (en) | 2002-02-01 | 2003-01-31 | Bioluminescent protease assay |
Country Status (6)
Families Citing this family (38)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7148030B2 (en) * | 2002-02-01 | 2006-12-12 | Promega Corporation | Bioluminescent protease assay |
WO2004027378A2 (en) * | 2002-09-20 | 2004-04-01 | Promega Corporation | Luminescence-based methods and probes for measuring cytochrome p450 activity |
EP2325329B1 (en) | 2002-12-23 | 2014-02-12 | Promega Corporation | Improved luciferase-based assays |
JP2006517413A (ja) * | 2003-02-12 | 2006-07-27 | プロメガ コーポレイション | 光を発光反応から消失させる二重酵素アッセイの方法及びキット |
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 |
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 |
WO2007027653A1 (en) | 2005-09-01 | 2007-03-08 | Promega Corporation | Cell-based luminogenic and nonluminogenic proteasome assays |
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 |
GB2435511A (en) * | 2006-02-23 | 2007-08-29 | Mologic Ltd | Protease detection |
GB2435512A (en) * | 2006-02-23 | 2007-08-29 | Mologic Ltd | A binding assay and assay device |
GB2435510A (en) * | 2006-02-23 | 2007-08-29 | Mologic Ltd | Enzyme detection product and methods |
JPWO2007111345A1 (ja) * | 2006-03-29 | 2009-08-13 | 国立大学法人 東京大学 | 活性酸素測定用試薬 |
GB2437311A (en) * | 2006-04-07 | 2007-10-24 | Mologic Ltd | A protease detection product |
WO2008011008A1 (en) * | 2006-07-17 | 2008-01-24 | The Trustees Of The University Of Pennsylvania | Bioluminescent imaging of trail induced apoptosis |
CA2678717A1 (en) | 2007-02-28 | 2008-09-04 | Sanofi-Aventis | Imaging probes |
WO2008118445A1 (en) * | 2007-03-26 | 2008-10-02 | Promega Corporation | Methods to quench light from optical reactions |
US8227205B2 (en) | 2007-04-13 | 2012-07-24 | Promega Corporation | Luminescent live and dead cell assay |
CN101772577A (zh) * | 2007-08-03 | 2010-07-07 | 塞诺菲-安万特股份有限公司 | 半胱天冬蛋白酶成像探针 |
WO2009063840A1 (ja) | 2007-11-12 | 2009-05-22 | Hiroshima University | エンドトキシンの濃度測定方法および濃度測定用キット |
WO2009117539A2 (en) * | 2008-03-19 | 2009-09-24 | Abbott Laboratories | Bioluminescent construct |
US20090238436A1 (en) * | 2008-03-19 | 2009-09-24 | Abbott Laboratories | Composition for imaging reagent |
EP2269064B1 (en) * | 2008-03-27 | 2016-11-30 | Promega Corporation | Protein labeling with cyanobenzothiazole conjugates |
WO2010021686A1 (en) | 2008-08-18 | 2010-02-25 | Promega Corporation | Luminogenic compounds and methods to detect cytochrome p450 3a enzymes |
US20110165611A1 (en) * | 2008-09-04 | 2011-07-07 | Chun Li | Dual modality detection of apoptosis |
WO2010030343A1 (en) * | 2008-09-09 | 2010-03-18 | Promega Corporation | Bioluminescent assays using cyanobenzothiazole compounds |
US8586759B2 (en) * | 2010-02-26 | 2013-11-19 | Lawrence Livermore National Security, Llc | Methods and systems for synthesis of a D-aminoluciferin precursor and related compounds |
JP5905402B2 (ja) * | 2010-03-11 | 2016-04-20 | プロメガ コーポレイションPromega Corporation | シアノベンゾチアゾール化合物を使用する生物発光アッセイ |
US20120021923A1 (en) * | 2010-05-04 | 2012-01-26 | Contag Christopher H | Methods and systems to diagnose a condition in an individual |
WO2012061477A1 (en) * | 2010-11-02 | 2012-05-10 | Promega Corporation | Coelenterazine derivatives and methods of using same |
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 |
CN104458709A (zh) * | 2013-09-12 | 2015-03-25 | 中国药科大学 | 一种筛选钙激活中性蛋白酶-1抑制剂高通量筛选方法 |
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 |
CA3016107A1 (en) | 2016-04-06 | 2017-10-12 | Nestec S.A. | Biomarkers for predicting degree of weight loss |
JP2020150830A (ja) * | 2019-03-19 | 2020-09-24 | 東亜ディーケーケー株式会社 | 唾液のプロテアーゼ活性の測定方法、及び口腔内細菌の活動量の評価方法 |
Family Cites Families (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4557862A (en) * | 1983-10-28 | 1985-12-10 | University Patents, Inc. | Rhodamine derivatives as fluorogenic substrates for proteinases |
US4640893A (en) * | 1983-10-28 | 1987-02-03 | University Of Illinois | Novel rhodamine derivatives as fluorogenic substrates for proteinases |
DE3537877A1 (de) | 1985-10-24 | 1987-04-30 | Geiger Reinhard | Luciferin-derivate und immunoassays unter einsatz derartiger luciferin-derivate |
US4908309A (en) | 1986-03-11 | 1990-03-13 | Prototek, Inc. | Method of detecting cysteine proteases |
DE3700908A1 (de) * | 1987-01-14 | 1988-07-28 | Geiger Reinhard | Aminoluciferine, verfahren zu deren herstellung und deren verwendung bei der bestimmung von enzymaktivitaeten |
US5314805A (en) * | 1991-10-28 | 1994-05-24 | Molecular Probes, Inc. | Dual-fluorescence cell viability assay using ethidium homodimer and calcein AM |
NZ283171A (en) | 1994-04-11 | 1998-02-26 | Nexins Research Bv | Detecting or quantifying apoptotic cells in a sample |
US5698411A (en) * | 1995-05-18 | 1997-12-16 | Coulter Corporation | Method for determining activity of enzymes in metabolically active whole cells |
US5976822A (en) | 1995-05-18 | 1999-11-02 | Coulter International Corp. | Method and reagent for monitoring apoptosis and distinguishing apoptosis from necrosis |
US5744320A (en) * | 1995-06-07 | 1998-04-28 | Promega Corporation | Quenching reagents and assays for enzyme-mediated luminescence |
US6602657B1 (en) | 1995-12-28 | 2003-08-05 | Tropix, Inc. | Multiple reporter gene assay |
US6270980B1 (en) | 1997-06-05 | 2001-08-07 | Idun Pharmaceuticals, Inc. | Rapid methods for identifying modifiers of cellular apoptosis activity |
CN1281346A (zh) | 1997-10-10 | 2001-01-24 | 西托维亚公司 | 新型荧光报道分子及其应用,包括对胱天肽酶的测定 |
US6342611B1 (en) * | 1997-10-10 | 2002-01-29 | Cytovia, Inc. | Fluorogenic or fluorescent reporter molecules and their applications for whole-cell fluorescence screening assays for capsases and other enzymes and the use thereof |
DE19820328A1 (de) | 1998-05-07 | 1999-11-11 | Roche Diagnostics Gmbh | Verfahren und Reagenz zum Nachweis apoptotischer Zellen bzw. einer bei Apoptose aktivierten Protease |
KR20010080267A (ko) * | 1998-10-20 | 2001-08-22 | 밀레니엄 파머슈티컬스 인코퍼레이티드 | 프로테아솜 억제제 약물 작용을 모니터링하는 방법 |
JP4668418B2 (ja) | 1998-12-15 | 2011-04-13 | アプライド バイオシステムズ リミテッド ライアビリティー カンパニー | 多種酵素アッセイ |
DE60015319T2 (de) | 1999-02-25 | 2005-10-27 | Cyclacel Ltd. | Test zur gleichzeitigen Messung von verschiedenen enzymischen Aktivitäten |
US6391575B1 (en) | 1999-03-05 | 2002-05-21 | Idun Pharmaceuticals, Inc. | Methods for detecting membrane derived caspase activity and modulators thereof |
US20040214227A1 (en) | 1999-12-22 | 2004-10-28 | Erik Joly | Bioluminescence resonance energy transfer (bret) fusion molecule and method of use |
US7262005B1 (en) | 2000-02-04 | 2007-08-28 | Aurora Biosciences Corporation | Methods of protein destabilization and uses thereof |
US6448030B1 (en) * | 2000-02-18 | 2002-09-10 | University Of Nevada-Las Vegas | Method for predicting the efficacy of anti-cancer drugs |
EP1174506A1 (en) | 2000-06-28 | 2002-01-23 | Stichting Dienst Landbouwkundig Onderzoek | C-terminal Erns peptide and analogues thereof |
US6890745B1 (en) * | 2000-07-19 | 2005-05-10 | Chemicon International, Inc. | Protease specific cleavable luciferases and methods of use thereof |
JP2004511223A (ja) | 2000-08-08 | 2004-04-15 | アクララ バイオサイエンシーズ, インコーポレイテッド | 多重化酵素アッセイ |
US6811990B1 (en) * | 2001-02-13 | 2004-11-02 | Michael J. Corey | Methods and compositions for coupled luminescent assays |
JP4658474B2 (ja) | 2001-09-19 | 2011-03-23 | アプライド バイオシステムズ, エルエルシー | 膜輸送可能蛍光基質 |
US7148030B2 (en) * | 2002-02-01 | 2006-12-12 | Promega Corporation | Bioluminescent protease assay |
DE10232902A1 (de) | 2002-07-19 | 2004-01-29 | Bayer Cropscience Ag | Verfahren zum Identifizieren von Inhibitoren des 20S und 26S Proteasoms |
WO2004027378A2 (en) * | 2002-09-20 | 2004-04-01 | Promega Corporation | Luminescence-based methods and probes for measuring cytochrome p450 activity |
US7553632B2 (en) | 2004-01-22 | 2009-06-30 | Promega Corporation | Luminogenic and nonluminogenic multiplex assay |
US7416854B2 (en) * | 2004-01-22 | 2008-08-26 | Promega Corporation | Luminogenic and nonluminogenic multiplex assay |
WO2007027653A1 (en) | 2005-09-01 | 2007-03-08 | Promega Corporation | Cell-based luminogenic and nonluminogenic proteasome assays |
US8227205B2 (en) | 2007-04-13 | 2012-07-24 | Promega Corporation | Luminescent live and dead cell assay |
-
2003
- 2003-01-31 US US10/356,665 patent/US7148030B2/en active Active
- 2003-01-31 EP EP10075526.3A patent/EP2388254B1/en not_active Expired - Lifetime
- 2003-01-31 WO PCT/US2003/002936 patent/WO2003066611A1/en active Application Filing
- 2003-01-31 JP JP2003565985A patent/JP4451663B2/ja not_active Expired - Lifetime
- 2003-01-31 CA CA002474695A patent/CA2474695A1/en not_active Abandoned
- 2003-01-31 EP EP03737580A patent/EP1472238B1/en not_active Expired - Lifetime
- 2003-01-31 AU AU2003216139A patent/AU2003216139B2/en not_active Ceased
-
2006
- 2006-02-02 US US11/346,043 patent/US7384758B2/en not_active Expired - Lifetime
- 2006-02-03 US US11/347,054 patent/US7666987B2/en not_active Expired - Lifetime
-
2010
- 2010-02-16 US US12/706,078 patent/US8071328B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US20060121546A1 (en) | 2006-06-08 |
US7666987B2 (en) | 2010-02-23 |
AU2003216139B2 (en) | 2008-08-14 |
WO2003066611A1 (en) | 2003-08-14 |
US8071328B2 (en) | 2011-12-06 |
US7384758B2 (en) | 2008-06-10 |
EP1472238A1 (en) | 2004-11-03 |
EP1472238B1 (en) | 2012-07-04 |
EP2388254B1 (en) | 2016-08-10 |
US20060183177A1 (en) | 2006-08-17 |
US20100249427A1 (en) | 2010-09-30 |
JP2005530485A (ja) | 2005-10-13 |
US7148030B2 (en) | 2006-12-12 |
JP4451663B2 (ja) | 2010-04-14 |
AU2003216139A1 (en) | 2003-09-02 |
US20030211560A1 (en) | 2003-11-13 |
EP2388254A1 (en) | 2011-11-23 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
FZDE | Discontinued |