DE60115205T2 - Nitroreduktase reporter-gen assay mit fluoreszenz erhöhung - Google Patents
Nitroreduktase reporter-gen assay mit fluoreszenz erhöhung Download PDFInfo
- Publication number
- DE60115205T2 DE60115205T2 DE60115205T DE60115205T DE60115205T2 DE 60115205 T2 DE60115205 T2 DE 60115205T2 DE 60115205 T DE60115205 T DE 60115205T DE 60115205 T DE60115205 T DE 60115205T DE 60115205 T2 DE60115205 T2 DE 60115205T2
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- Prior art keywords
- nitroreductase
- fluorescence
- group
- cyanine dye
- dye molecule
- 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.)
- Expired - Lifetime
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- NHYXMAKLBXBVEO-UHFFFAOYSA-N bromomethyl acetate Chemical compound CC(=O)OCBr NHYXMAKLBXBVEO-UHFFFAOYSA-N 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 229910000389 calcium phosphate Inorganic materials 0.000 description 1
- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- CZPLANDPABRVHX-UHFFFAOYSA-N cascade blue Chemical group C=1C2=CC=CC=C2C(NCC)=CC=1C(C=1C=CC(=CC=1)N(CC)CC)=C1C=CC(=[N+](CC)CC)C=C1 CZPLANDPABRVHX-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
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- 210000004978 chinese hamster ovary cell Anatomy 0.000 description 1
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- 235000001671 coumarin Nutrition 0.000 description 1
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- 238000011156 evaluation Methods 0.000 description 1
- 239000013613 expression plasmid Substances 0.000 description 1
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- 238000001914 filtration Methods 0.000 description 1
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- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- 238000001917 fluorescence detection Methods 0.000 description 1
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- 229940088597 hormone Drugs 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N hydroxylamine group Chemical group NO AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 230000001146 hypoxic effect Effects 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 238000000099 in vitro assay Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
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- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- ZQUVDXMUKIVNOW-UHFFFAOYSA-N n,n'-diphenylmethanimidamide Chemical compound C=1C=CC=CC=1NC=NC1=CC=CC=C1 ZQUVDXMUKIVNOW-UHFFFAOYSA-N 0.000 description 1
- FLMLOZWXXPLHIE-UHFFFAOYSA-N n,n'-diphenylpropane-1,3-diimine;hydrochloride Chemical compound Cl.C=1C=CC=CC=1N=CCC=NC1=CC=CC=C1 FLMLOZWXXPLHIE-UHFFFAOYSA-N 0.000 description 1
- UPSFMJHZUCSEHU-JYGUBCOQSA-N n-[(2s,3r,4r,5s,6r)-2-[(2r,3s,4r,5r,6s)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide Chemical compound CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H]1[C@H](O)[C@@H](NC(C)=O)[C@H](OC=2C=C3OC(=O)C=C(C)C3=CC=2)O[C@@H]1CO UPSFMJHZUCSEHU-JYGUBCOQSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
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- 238000005067 remediation Methods 0.000 description 1
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- 230000004044 response Effects 0.000 description 1
- DREOJRVDBCALEG-MJKYAOJXSA-M sodium;1-[5-[(3as,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyloxy]-2,5-dioxopyrrolidine-3-sulfonate Chemical compound [Na+].O=C1C(S(=O)(=O)[O-])CC(=O)N1OC(=O)CCCCC1[C@H]2NC(=O)N[C@H]2CS1 DREOJRVDBCALEG-MJKYAOJXSA-M 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
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- 230000014616 translation Effects 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/08—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
-
- 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
- G01N33/84—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving inorganic compounds or pH
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Urology & Nephrology (AREA)
- Hematology (AREA)
- Organic Chemistry (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Immunology (AREA)
- Physics & Mathematics (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Food Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Cell Biology (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
- Investigating Materials By The Use Of Optical Means Adapted For Particular Applications (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Enzymes And Modification Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0002261 | 2000-02-02 | ||
| GBGB0002261.6A GB0002261D0 (en) | 2000-02-02 | 2000-02-02 | Fluorescent detection method & reagent |
| PCT/GB2001/000396 WO2001057237A2 (en) | 2000-02-02 | 2001-02-01 | Methods employing increased dye-fluorescence upon nitroreduction |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60115205D1 DE60115205D1 (de) | 2005-12-29 |
| DE60115205T2 true DE60115205T2 (de) | 2006-07-20 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60115205T Expired - Lifetime DE60115205T2 (de) | 2000-02-02 | 2001-02-01 | Nitroreduktase reporter-gen assay mit fluoreszenz erhöhung |
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|---|---|
| US (1) | US7662973B2 (enExample) |
| EP (2) | EP1252520B1 (enExample) |
| JP (2) | JP3984475B2 (enExample) |
| AT (1) | ATE306669T1 (enExample) |
| AU (2) | AU782381B2 (enExample) |
| CA (1) | CA2399368C (enExample) |
| DE (1) | DE60115205T2 (enExample) |
| DK (1) | DK1252520T3 (enExample) |
| ES (1) | ES2250349T3 (enExample) |
| GB (1) | GB0002261D0 (enExample) |
| IL (1) | IL150947A0 (enExample) |
| WO (1) | WO2001057237A2 (enExample) |
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| EP1437386A4 (en) * | 2001-09-27 | 2005-01-26 | Fuji Photo Film Co Ltd | ASYMMETRIC CYANINE DYE |
| GB0123856D0 (en) * | 2001-10-05 | 2001-11-28 | Amersham Pharm Biotech Uk Ltd | Method for determining cell cycle position |
| WO2003082988A1 (en) * | 2002-03-29 | 2003-10-09 | The General Hospital Corporation | Nir-fluorescent cyanine dyes, their synthesis and biological use |
| WO2004043417A2 (en) * | 2002-11-14 | 2004-05-27 | L'oreal | Composition for dyeing keratin fibres containing a dye precursor and an enzyme with nitroreductase activity |
| FR2847161B1 (fr) * | 2002-11-14 | 2005-01-07 | Oreal | Composition de teinture des fibres keratiniques contenant un precurseur de colorant et une enzyme a activite nitroreductase et procede mettant en oeuvre cette composition |
| US20070166695A1 (en) * | 2004-02-09 | 2007-07-19 | Novozymes A/S | Method for testing or screening for an enzyme of interest |
| JP4965434B2 (ja) * | 2004-04-23 | 2012-07-04 | ジーイー・ヘルスケア・アクスイェ・セルスカプ | 蛍光共鳴エネルギー移動酵素基質 |
| GB0411993D0 (en) * | 2004-05-28 | 2004-06-30 | Amersham Biosciences Uk Ltd | Method and reagent for measuring nitroreductase enzyme activity |
| US7671218B2 (en) * | 2004-08-13 | 2010-03-02 | Elitech Holdings B.V. | Phosphonate fluorescent dyes and conjugates |
| US7767834B2 (en) * | 2004-08-13 | 2010-08-03 | Elitech Holding B.V. | Phosphonylated fluorescent dyes and conjugates |
| US7445902B2 (en) * | 2004-09-30 | 2008-11-04 | Ge Healthcare Uk Limited | Fluorescent nucleotide analogues |
| GB0505777D0 (en) * | 2005-03-22 | 2005-04-27 | Amersham Biosciences Uk Ltd | Enzyme detection method and reagent |
| EP1954763B1 (en) * | 2005-11-28 | 2016-11-16 | Dako Denmark A/S | Cyanine dyes and methods for detecting a target using said dyes |
| US20100173332A1 (en) * | 2006-09-07 | 2010-07-08 | Auckland Uniservices Limited | Method for the Fluorescent Detection of Nitroreductase Activity Using Nitro-Substituted Aromatic Compounds |
| US20080226160A1 (en) * | 2007-03-12 | 2008-09-18 | Conversion Works, Inc. | Systems and methods for filling light in frames during 2-d to 3-d image conversion |
| US7906106B2 (en) * | 2007-06-27 | 2011-03-15 | General Electric Company | In vivo cell trafficking |
| US8021647B2 (en) * | 2007-06-29 | 2011-09-20 | General Electric Company | In vivo optical imaging |
| JP2013530699A (ja) | 2010-06-15 | 2013-08-01 | セルラー ダイナミクス インターナショナル， インコーポレイテッド | 生物学的応答の調査のための既製の幹細胞モデルの概要 |
| US8828678B2 (en) | 2010-11-16 | 2014-09-09 | Enzo Life Sciences, Inc. | Self-immolative probes for enzyme activity detection |
| EP2732029B1 (en) | 2011-07-11 | 2019-01-16 | FUJIFILM Cellular Dynamics, Inc. | Methods for cell reprogramming and genome engineering |
| CN102516793B (zh) * | 2011-11-22 | 2014-02-05 | 大连理工大学 | 一类双苄基五甲川菁荧光染料、其制备方法及应用 |
| WO2014132137A2 (en) | 2013-03-01 | 2014-09-04 | Université De Genève | Transgenic cell selection |
| US11662312B2 (en) * | 2017-06-27 | 2023-05-30 | Coriolis Pharma Research GmbH | Polysorbate quantification assay |
| JPWO2025211296A1 (enExample) * | 2024-04-05 | 2025-10-09 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1004428A1 (ru) * | 1981-12-30 | 1983-03-15 | Предприятие П/Я Р-6496 | 4-Амино-N-пиразолилнафталимиды в качестве органических люминофоров желто-зеленого свечени |
| US5633158A (en) * | 1991-10-23 | 1997-05-27 | Cancer Research Campaign Technology Limited | Bacterial nitroreductase for the reduction of CB 1954 and analogues thereof to a cytotoxic form |
| US5658751A (en) * | 1993-04-13 | 1997-08-19 | Molecular Probes, Inc. | Substituted unsymmetrical cyanine dyes with selected permeability |
| US5534416A (en) * | 1993-04-13 | 1996-07-09 | Molecular Probes, Inc. | Fluorescent viability assay using cyclic-substituted unsymmetrical cyanine dyes |
| DE69821289T2 (de) * | 1997-06-24 | 2004-11-25 | Eastman Kodak Co. | Sensibilisierungsfarbstoffe für verbesserte Lichtabsorption |
| CA2325050A1 (en) * | 1998-04-06 | 1999-10-14 | Dalhousie University | A novel nitroreductase and therapeutic uses therefor |
| GB9812596D0 (en) * | 1998-06-11 | 1998-08-12 | Amersham Pharm Biotech Uk Ltd | Energy transfer assay method |
-
2000
- 2000-02-02 GB GBGB0002261.6A patent/GB0002261D0/en not_active Ceased
-
2001
- 2001-02-01 WO PCT/GB2001/000396 patent/WO2001057237A2/en not_active Ceased
- 2001-02-01 ES ES01902521T patent/ES2250349T3/es not_active Expired - Lifetime
- 2001-02-01 AU AU30376/01A patent/AU782381B2/en not_active Ceased
- 2001-02-01 AT AT01902521T patent/ATE306669T1/de not_active IP Right Cessation
- 2001-02-01 DK DK01902521T patent/DK1252520T3/da active
- 2001-02-01 IL IL15094701A patent/IL150947A0/xx unknown
- 2001-02-01 JP JP2001558049A patent/JP3984475B2/ja not_active Expired - Fee Related
- 2001-02-01 EP EP01902521A patent/EP1252520B1/en not_active Expired - Lifetime
- 2001-02-01 US US10/182,996 patent/US7662973B2/en not_active Expired - Fee Related
- 2001-02-01 EP EP05021689A patent/EP1698900A1/en not_active Withdrawn
- 2001-02-01 CA CA002399368A patent/CA2399368C/en not_active Expired - Fee Related
- 2001-02-01 DE DE60115205T patent/DE60115205T2/de not_active Expired - Lifetime
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2005
- 2005-10-14 AU AU2005222569A patent/AU2005222569A1/en not_active Abandoned
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2007
- 2007-02-01 JP JP2007023109A patent/JP2007183284A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE60115205D1 (de) | 2005-12-29 |
| EP1252520A2 (en) | 2002-10-30 |
| US7662973B2 (en) | 2010-02-16 |
| WO2001057237A2 (en) | 2001-08-09 |
| AU3037601A (en) | 2001-08-14 |
| EP1698900A1 (en) | 2006-09-06 |
| DK1252520T3 (da) | 2006-02-06 |
| JP2003522333A (ja) | 2003-07-22 |
| AU782381B2 (en) | 2005-07-21 |
| CA2399368A1 (en) | 2001-08-09 |
| IL150947A0 (en) | 2003-02-12 |
| AU2005222569A1 (en) | 2005-11-10 |
| WO2001057237A3 (en) | 2002-05-16 |
| JP3984475B2 (ja) | 2007-10-03 |
| JP2007183284A (ja) | 2007-07-19 |
| GB0002261D0 (en) | 2000-03-22 |
| EP1252520B1 (en) | 2005-10-12 |
| CA2399368C (en) | 2007-04-10 |
| US20030186348A1 (en) | 2003-10-02 |
| ATE306669T1 (de) | 2005-10-15 |
| ES2250349T3 (es) | 2006-04-16 |
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