CA2924750A1 - Labelling compounds and their use in assays - Google Patents
Labelling compounds and their use in assays Download PDFInfo
- Publication number
- CA2924750A1 CA2924750A1 CA2924750A CA2924750A CA2924750A1 CA 2924750 A1 CA2924750 A1 CA 2924750A1 CA 2924750 A CA2924750 A CA 2924750A CA 2924750 A CA2924750 A CA 2924750A CA 2924750 A1 CA2924750 A1 CA 2924750A1
- Authority
- CA
- Canada
- Prior art keywords
- propan
- compound
- ferrocenylmethoxy
- tert
- nucleic acid
- 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
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- 238000003556 assay Methods 0.000 title claims description 36
- 238000002372 labelling Methods 0.000 title claims description 15
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- 238000000034 method Methods 0.000 claims abstract description 69
- 238000007812 electrochemical assay Methods 0.000 claims abstract description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 66
- 150000007523 nucleic acids Chemical class 0.000 claims description 53
- 108020004707 nucleic acids Proteins 0.000 claims description 49
- 102000039446 nucleic acids Human genes 0.000 claims description 49
- 125000000217 alkyl group Chemical group 0.000 claims description 40
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 40
- 239000000523 sample Substances 0.000 claims description 35
- 125000001424 substituent group Chemical group 0.000 claims description 28
- 125000003118 aryl group Chemical group 0.000 claims description 25
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 24
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- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 210000002381 plasma Anatomy 0.000 description 1
- 229920000307 polymer substrate Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 125000000548 ribosyl group Chemical group C1([C@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 210000003296 saliva Anatomy 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 230000008684 selective degradation Effects 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000009870 specific binding Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 230000003335 steric effect Effects 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- WHRNULOCNSKMGB-UHFFFAOYSA-N tetrahydrofuran thf Chemical compound C1CCOC1.C1CCOC1 WHRNULOCNSKMGB-UHFFFAOYSA-N 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 229940104230 thymidine Drugs 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 244000052613 viral pathogen Species 0.000 description 1
- 238000001075 voltammogram Methods 0.000 description 1
Classifications
-
- 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
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6876—Nucleic acid products used in the analysis of nucleic acids, e.g. primers or probes
- C12Q1/6888—Nucleic acid products used in the analysis of nucleic acids, e.g. primers or probes for detection or identification of organisms
- C12Q1/689—Nucleic acid products used in the analysis of nucleic acids, e.g. primers or probes for detection or identification of organisms for bacteria
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
- C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic Table
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/02—Iron compounds
-
- 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
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6813—Hybridisation assays
- C12Q1/6816—Hybridisation assays characterised by the detection means
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/26—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
- G01N27/28—Electrolytic cell components
- G01N27/30—Electrodes, e.g. test electrodes; Half-cells
- G01N27/327—Biochemical electrodes, e.g. electrical or mechanical details for in vitro measurements
- G01N27/3275—Sensing specific biomolecules, e.g. nucleic acid strands, based on an electrode surface reaction
- G01N27/3276—Sensing specific biomolecules, e.g. nucleic acid strands, based on an electrode surface reaction being a hybridisation with immobilised receptors
-
- 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
-
- 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
- C12Q2563/00—Nucleic acid detection characterized by the use of physical, structural and functional properties
- C12Q2563/113—Nucleic acid detection characterized by the use of physical, structural and functional properties the label being electroactive, e.g. redox labels
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Physics & Mathematics (AREA)
- Immunology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- General Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Urology & Nephrology (AREA)
- Hematology (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Cell Biology (AREA)
- Electrochemistry (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Food Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1317787.8A GB201317787D0 (en) | 2013-10-08 | 2013-10-08 | Labelling compounds and their use in assays |
| GB1317787.8 | 2013-10-08 | ||
| GB1413931.5 | 2014-08-06 | ||
| GB201413931A GB201413931D0 (en) | 2014-08-06 | 2014-08-06 | Labelling compounds and their use in assays |
| PCT/GB2014/053031 WO2015052516A1 (en) | 2013-10-08 | 2014-10-08 | Labelling compounds and their use in assays |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2924750A1 true CA2924750A1 (en) | 2015-04-16 |
Family
ID=51726852
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2924750A Abandoned CA2924750A1 (en) | 2013-10-08 | 2014-10-08 | Labelling compounds and their use in assays |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US9822398B2 (enExample) |
| EP (1) | EP3055317B1 (enExample) |
| JP (1) | JP2016540724A (enExample) |
| CN (1) | CN105722847A (enExample) |
| AU (1) | AU2014333542B2 (enExample) |
| BR (1) | BR112016006955A2 (enExample) |
| CA (1) | CA2924750A1 (enExample) |
| EA (1) | EA201690434A1 (enExample) |
| ES (1) | ES2663397T3 (enExample) |
| WO (1) | WO2015052516A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201021896D0 (en) | 2010-12-22 | 2011-02-02 | Atlas Genetics Ltd | Novel compounds and their use in analytical methods |
| ES2898704T3 (es) * | 2015-12-09 | 2022-03-08 | Univ Wien Med | Compuestos de platino funcionalizados con monomaleimida para la terapia del cáncer |
| CN106866748B (zh) * | 2017-03-29 | 2018-05-15 | 厦门云凡医药科技有限公司 | 化合物的制备方法 |
| CN112630283B (zh) * | 2020-12-18 | 2023-01-17 | 河南城建学院 | (e, e)-1,1′-双(2-吡啶乙烯基)二茂铁作为电化学传感器的应用 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3855770T2 (de) * | 1987-03-31 | 1997-05-07 | Idemitsu Kosan Co | Ferrocenderivate, diese enthaltende oberflächenaktive stoffe und verfahren zur herstellung dünner organischer filme |
| JPH0283386A (ja) * | 1988-09-20 | 1990-03-23 | Idemitsu Kosan Co Ltd | 新規フェロセン誘導体，それを含有する界面活性剤及び有機薄膜の製造方法 |
| US6753143B2 (en) * | 2000-05-01 | 2004-06-22 | Clinical Micro Sensors, Inc. | Target analyte detection using asymmetrical self-assembled monolayers |
| US20030143556A1 (en) | 2001-04-03 | 2003-07-31 | Gary Blackburn | Nucleic acid reactions using labels with different redox potentials |
| GB0205455D0 (en) | 2002-03-07 | 2002-04-24 | Molecular Sensing Plc | Nucleic acid probes, their synthesis and use |
| GB0316075D0 (en) | 2003-07-09 | 2003-08-13 | Molecular Sensing Plc | Protease detection assay |
| FR2888240B1 (fr) * | 2005-07-11 | 2007-09-07 | Biomerieux Sa | Monomeres electropolymerisables solubles en solution aqueuse et sondes electroactives susceptibles d'etre obtenues avec de tels monomeres |
| WO2009061941A2 (en) | 2007-11-06 | 2009-05-14 | Osmetech Molecular Diagnostics | Baseless nucleotide analogues and uses thereof |
| GB0922097D0 (en) | 2009-12-17 | 2010-02-03 | Atlas Genetics Ltd | Microbial assay |
| GB201021896D0 (en) * | 2010-12-22 | 2011-02-02 | Atlas Genetics Ltd | Novel compounds and their use in analytical methods |
| GB201211157D0 (en) * | 2012-06-22 | 2012-08-08 | Atlas Genetics Ltd | Novel compounds and their use in analytical methods |
-
2014
- 2014-10-08 JP JP2016516600A patent/JP2016540724A/ja active Pending
- 2014-10-08 EP EP14784356.9A patent/EP3055317B1/en active Active
- 2014-10-08 CN CN201480055580.2A patent/CN105722847A/zh active Pending
- 2014-10-08 AU AU2014333542A patent/AU2014333542B2/en not_active Expired - Fee Related
- 2014-10-08 US US15/026,454 patent/US9822398B2/en active Active
- 2014-10-08 CA CA2924750A patent/CA2924750A1/en not_active Abandoned
- 2014-10-08 WO PCT/GB2014/053031 patent/WO2015052516A1/en not_active Ceased
- 2014-10-08 EA EA201690434A patent/EA201690434A1/ru unknown
- 2014-10-08 BR BR112016006955A patent/BR112016006955A2/pt not_active IP Right Cessation
- 2014-10-08 ES ES14784356.9T patent/ES2663397T3/es active Active
-
2017
- 2017-10-13 US US15/783,130 patent/US10968490B2/en active Active
-
2021
- 2021-04-05 US US17/222,484 patent/US11572592B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| WO2015052516A1 (en) | 2015-04-16 |
| US9822398B2 (en) | 2017-11-21 |
| JP2016540724A (ja) | 2016-12-28 |
| EP3055317B1 (en) | 2018-01-31 |
| US20160244815A1 (en) | 2016-08-25 |
| US11572592B2 (en) | 2023-02-07 |
| US10968490B2 (en) | 2021-04-06 |
| EA201690434A1 (ru) | 2016-08-31 |
| US20180037937A1 (en) | 2018-02-08 |
| CN105722847A (zh) | 2016-06-29 |
| BR112016006955A2 (pt) | 2017-08-01 |
| US20220025440A1 (en) | 2022-01-27 |
| AU2014333542B2 (en) | 2019-08-01 |
| ES2663397T3 (es) | 2018-04-12 |
| AU2014333542A1 (en) | 2016-04-14 |
| EP3055317A1 (en) | 2016-08-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |
Effective date: 20191009 |