CA2708156C - Reagents and methods for detecting analytes - Google Patents
Reagents and methods for detecting analytes Download PDFInfo
- Publication number
- CA2708156C CA2708156C CA2708156A CA2708156A CA2708156C CA 2708156 C CA2708156 C CA 2708156C CA 2708156 A CA2708156 A CA 2708156A CA 2708156 A CA2708156 A CA 2708156A CA 2708156 C CA2708156 C CA 2708156C
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- CA
- Canada
- Prior art keywords
- reagent
- mediator
- glucose
- less
- buffer
- 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 - Fee Related
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- QJIRSSCQIXYYBV-UHFFFAOYSA-N methyl 4-(phenothiazin-3-ylideneamino)benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1N=C1C=C2SC3=CC=CC=C3N=C2C=C1 QJIRSSCQIXYYBV-UHFFFAOYSA-N 0.000 description 1
- ZVRFBOCINRAXEV-UHFFFAOYSA-N methyl 4-[(7-acetylphenothiazin-3-ylidene)amino]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1N=C1C=C2SC3=CC(C(C)=O)=CC=C3N=C2C=C1 ZVRFBOCINRAXEV-UHFFFAOYSA-N 0.000 description 1
- ZMJFEJMPTUDZBH-UHFFFAOYSA-N n,n-diethyl-4-(phenothiazin-3-ylideneamino)aniline Chemical compound C1=CC(N(CC)CC)=CC=C1N=C1C=C2SC3=CC=CC=C3N=C2C=C1 ZMJFEJMPTUDZBH-UHFFFAOYSA-N 0.000 description 1
- OMVNPYJPBBNXEO-UHFFFAOYSA-N n-(4-chlorophenyl)phenothiazin-3-imine Chemical compound C1=CC(Cl)=CC=C1N=C1C=C2SC3=CC=CC=C3N=C2C=C1 OMVNPYJPBBNXEO-UHFFFAOYSA-N 0.000 description 1
- GBHXUDVHFRNSDE-UHFFFAOYSA-N n-(4-ethylphenyl)-7-(4-ethylphenyl)iminophenothiazin-4-amine Chemical compound C1=CC(CC)=CC=C1NC1=CC=CC(N=C2C=C3)=C1SC2=CC3=NC1=CC=C(CC)C=C1 GBHXUDVHFRNSDE-UHFFFAOYSA-N 0.000 description 1
- KHAPWYDGYZRRII-UHFFFAOYSA-N n-(4-ethylphenyl)phenothiazin-3-imine Chemical compound C1=CC(CC)=CC=C1N=C1C=C2SC3=CC=CC=C3N=C2C=C1 KHAPWYDGYZRRII-UHFFFAOYSA-N 0.000 description 1
- VVQCSQXNNJGRAS-UHFFFAOYSA-N n-(4-methoxyphenyl)phenothiazin-3-imine Chemical compound C1=CC(OC)=CC=C1N=C1C=C2SC3=CC=CC=C3N=C2C=C1 VVQCSQXNNJGRAS-UHFFFAOYSA-N 0.000 description 1
- WJPLSLZLPGUUGJ-UHFFFAOYSA-N n-[4-(trifluoromethyl)phenyl]phenothiazin-3-imine Chemical compound C1=CC(C(F)(F)F)=CC=C1N=C1C=C2SC3=CC=CC=C3N=C2C=C1 WJPLSLZLPGUUGJ-UHFFFAOYSA-N 0.000 description 1
- 239000006174 pH buffer Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- MMXZSJMASHPLLR-UHFFFAOYSA-N pyrroloquinoline quinone Chemical compound C12=C(C(O)=O)C=C(C(O)=O)N=C2C(=O)C(=O)C2=C1NC(C(=O)O)=C2 MMXZSJMASHPLLR-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229940048109 sodium methyl cocoyl taurate Drugs 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 210000001550 testis Anatomy 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- C12Q1/001—Enzyme electrodes
- C12Q1/004—Enzyme electrodes mediator-assisted
-
- 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
- C12Q1/001—Enzyme electrodes
- C12Q1/005—Enzyme electrodes involving specific analytes or enzymes
-
- 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
- G01N27/3271—Amperometric enzyme electrodes for analytes in body fluids, e.g. glucose in blood
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Wood Science & Technology (AREA)
- Physics & Mathematics (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Immunology (AREA)
- Molecular Biology (AREA)
- Analytical Chemistry (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Hematology (AREA)
- Electrochemistry (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Apparatus Associated With Microorganisms And Enzymes (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US712607P | 2007-12-10 | 2007-12-10 | |
| US61/007,126 | 2007-12-10 | ||
| PCT/US2008/086214 WO2009076433A1 (en) | 2007-12-10 | 2008-12-10 | Reagents and methods for detecting analytes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2708156A1 CA2708156A1 (en) | 2009-06-18 |
| CA2708156C true CA2708156C (en) | 2018-01-23 |
Family
ID=40329165
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2708156A Expired - Fee Related CA2708156C (en) | 2007-12-10 | 2008-12-10 | Reagents and methods for detecting analytes |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US20090145775A1 (https=) |
| EP (1) | EP2222866A1 (https=) |
| JP (2) | JP5856371B2 (https=) |
| CN (1) | CN101896618B (https=) |
| BR (1) | BRPI0820721A2 (https=) |
| CA (1) | CA2708156C (https=) |
| RU (2) | RU2518310C2 (https=) |
| WO (1) | WO2009076433A1 (https=) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1191646B (it) | 1985-12-19 | 1988-03-23 | Montedison Spa | Processo per l'adesione di poli-p.xililene a substrati e articoli ottenuti |
| ES2748685T3 (es) | 2006-09-22 | 2020-03-17 | Ascensia Diabetes Care Holdings Ag | Sistema de biosensor que tiene estabilidad y rendimiento de hematocrito potenciados |
| WO2009076268A1 (en) * | 2007-12-10 | 2009-06-18 | Bayer Healthcare Llc | Process of making 3-phenylimino-3h-phenothiazine or 3-phenylimino-3h-phenoxazine mediator |
| CA2742377C (en) | 2008-12-08 | 2018-05-22 | Bayer Healthcare Llc | Low total salt reagent compositions and systems for biosensors |
| FI3912551T3 (fi) * | 2009-02-26 | 2023-10-31 | Abbott Diabetes Care Inc | Parannettuja analyyttiantureita ja menetelmiä niiden valmistamiseksi ja käyttämiseksi |
| EP4252648A3 (en) | 2009-07-23 | 2024-01-03 | Abbott Diabetes Care Inc. | Continuous analyte measurement systems and systems and methods for implanting them |
| TWI565943B (zh) * | 2011-07-22 | 2017-01-11 | 拜耳保健公司 | 具有增進測量性能之生物感測器乾燥劑系統 |
| EP3097406A1 (en) * | 2014-01-24 | 2016-11-30 | Roche Diabetes Care GmbH | Method of manufacturing uni- and no-code test stripes |
| JP7333160B2 (ja) | 2017-09-28 | 2023-08-24 | 大日本印刷株式会社 | 高摺動性樹脂成形体 |
| CN107941880B (zh) * | 2017-11-16 | 2020-07-31 | 江苏鱼跃医疗设备股份有限公司 | 用于提高葡萄糖传感器储存稳定性的包含甜菜碱衍生物的反应试剂以及葡萄糖传感器 |
| AU2020361088A1 (en) * | 2019-09-30 | 2022-04-21 | Universal Biosensors Pty Ltd | Electrochemical sensor for analysis of beverages |
| EP4281761A4 (en) * | 2021-01-25 | 2025-01-15 | Trividia Health, Inc. | BIOSENSOR FOR THE DETERMINATION OF HEMOGLOBIN |
| CN118772197A (zh) * | 2024-06-07 | 2024-10-15 | 江苏鱼跃凯立特生物科技有限公司 | 一种苯胺2，4二磷酸及制备方法和制备二磷酸苯胺吩噻嗪的方法与应用 |
Family Cites Families (64)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3791933A (en) * | 1971-02-25 | 1974-02-12 | Geomet | Rapid methods for assay of enzyme substrates and metabolites |
| US3791988A (en) * | 1972-03-23 | 1974-02-12 | Hoffmann La Roche | Diagnostic test for glucose |
| US5682884A (en) * | 1983-05-05 | 1997-11-04 | Medisense, Inc. | Strip electrode with screen printing |
| CA1219040A (en) * | 1983-05-05 | 1987-03-10 | Elliot V. Plotkin | Measurement of enzyme-catalysed reactions |
| US4746607A (en) * | 1985-02-07 | 1988-05-24 | Eastman Kodak Company | Use of substituted quinone electron transfer agents in analytical determinations |
| GB8626081D0 (en) | 1986-10-31 | 1986-12-03 | Unilever Plc | Printing processes |
| US5126247A (en) | 1988-02-26 | 1992-06-30 | Enzymatics, Inc. | Method, system and devices for the assay and detection of biochemical molecules |
| US5128015A (en) * | 1988-03-15 | 1992-07-07 | Tall Oak Ventures | Method and apparatus for amperometric diagnostic analysis |
| US5108564A (en) * | 1988-03-15 | 1992-04-28 | Tall Oak Ventures | Method and apparatus for amperometric diagnostic analysis |
| USRE36268E (en) * | 1988-03-15 | 1999-08-17 | Boehringer Mannheim Corporation | Method and apparatus for amperometric diagnostic analysis |
| DE68924026T3 (de) * | 1988-03-31 | 2008-01-10 | Matsushita Electric Industrial Co., Ltd., Kadoma | Biosensor und dessen herstellung. |
| DE3826922A1 (de) * | 1988-08-09 | 1990-02-22 | Boehringer Mannheim Gmbh | Verfahren zur kolorimetrischen bestimmung eines analyten mittels enzymatischer oxidation |
| US5264104A (en) * | 1989-08-02 | 1993-11-23 | Gregg Brian A | Enzyme electrodes |
| US5320725A (en) * | 1989-08-02 | 1994-06-14 | E. Heller & Company | Electrode and method for the detection of hydrogen peroxide |
| US5262035A (en) * | 1989-08-02 | 1993-11-16 | E. Heller And Company | Enzyme electrodes |
| AU634863B2 (en) * | 1989-12-15 | 1993-03-04 | Roche Diagnostics Operations Inc. | Redox mediator reagent and biosensor |
| US5288387A (en) * | 1990-06-12 | 1994-02-22 | Daikin Industries, Ltd. | Apparatus for maintaining the activity of an enzyme electrode |
| US5545519A (en) * | 1990-09-13 | 1996-08-13 | Victoria University Of Manchester | Electrolytic analytical methods |
| JPH04278450A (ja) * | 1991-03-04 | 1992-10-05 | Adam Heller | バイオセンサー及び分析物を分析する方法 |
| US5589326A (en) * | 1993-12-30 | 1996-12-31 | Boehringer Mannheim Corporation | Osmium-containing redox mediator |
| US5393615A (en) * | 1994-02-03 | 1995-02-28 | Miles Inc. | Mediators suitable for the electrochemical regeneration of NADH, NADPH or analogs thereof |
| US5762770A (en) * | 1994-02-21 | 1998-06-09 | Boehringer Mannheim Corporation | Electrochemical biosensor test strip |
| US5437999A (en) * | 1994-02-22 | 1995-08-01 | Boehringer Mannheim Corporation | Electrochemical sensor |
| US5498542A (en) * | 1994-09-29 | 1996-03-12 | Bayer Corporation | Electrode mediators for regeneration of NADH and NADPH |
| US5630986A (en) * | 1995-01-13 | 1997-05-20 | Bayer Corporation | Dispensing instrument for fluid monitoring sensors |
| US6153069A (en) * | 1995-02-09 | 2000-11-28 | Tall Oak Ventures | Apparatus for amperometric Diagnostic analysis |
| US5631863A (en) * | 1995-02-14 | 1997-05-20 | Honeywell Inc. | Random access memory cell resistant to radiation induced upsets |
| US5582697A (en) * | 1995-03-17 | 1996-12-10 | Matsushita Electric Industrial Co., Ltd. | Biosensor, and a method and a device for quantifying a substrate in a sample liquid using the same |
| US5620579A (en) * | 1995-05-05 | 1997-04-15 | Bayer Corporation | Apparatus for reduction of bias in amperometric sensors |
| US5520786A (en) * | 1995-06-06 | 1996-05-28 | Bayer Corporation | Mediators suitable for the electrochemical regeneration of NADH, NADPH or analogs thereof |
| US5695947A (en) * | 1995-06-06 | 1997-12-09 | Biomedix, Inc. | Amperometric cholesterol biosensor |
| AUPN363995A0 (en) * | 1995-06-19 | 1995-07-13 | Memtec Limited | Electrochemical cell |
| US5628890A (en) * | 1995-09-27 | 1997-05-13 | Medisense, Inc. | Electrochemical sensor |
| US5631371A (en) * | 1995-11-22 | 1997-05-20 | Bayer Corporation | Method for the preparation of substituted 3-(phenylimino)-3H-phenothiazines and phenoxazines |
| US5708247A (en) * | 1996-02-14 | 1998-01-13 | Selfcare, Inc. | Disposable glucose test strips, and methods and compositions for making same |
| JP3370504B2 (ja) * | 1996-03-13 | 2003-01-27 | 松下電器産業株式会社 | バイオセンサ |
| US5798031A (en) * | 1997-05-12 | 1998-08-25 | Bayer Corporation | Electrochemical biosensor |
| US5997817A (en) * | 1997-12-05 | 1999-12-07 | Roche Diagnostics Corporation | Electrochemical biosensor test strip |
| US6134461A (en) * | 1998-03-04 | 2000-10-17 | E. Heller & Company | Electrochemical analyte |
| US6475372B1 (en) * | 2000-02-02 | 2002-11-05 | Lifescan, Inc. | Electrochemical methods and devices for use in the determination of hematocrit corrected analyte concentrations |
| US6229390B1 (en) * | 1999-03-09 | 2001-05-08 | Tripath Technology, Inc. | Methods and apparatus for noise shaping a mixed signal power output |
| US6258229B1 (en) * | 1999-06-02 | 2001-07-10 | Handani Winarta | Disposable sub-microliter volume sensor and method of making |
| US6287451B1 (en) * | 1999-06-02 | 2001-09-11 | Handani Winarta | Disposable sensor and method of making |
| CA2305922C (en) | 1999-08-02 | 2005-09-20 | Bayer Corporation | Improved electrochemical sensor design |
| US6413398B1 (en) * | 1999-09-13 | 2002-07-02 | Her Majesty The Queen In Right Of Canada, As Represented By The Canadian Food Inspection Agency | Method for electrochemical detection |
| US7276146B2 (en) * | 2001-11-16 | 2007-10-02 | Roche Diagnostics Operations, Inc. | Electrodes, methods, apparatuses comprising micro-electrode arrays |
| EP1126032B1 (en) * | 1999-12-27 | 2005-04-20 | Matsushita Electric Industrial Co., Ltd. | Biosensor |
| CA2403646A1 (en) * | 2000-03-28 | 2001-10-04 | Inverness Medical Technology, Inc. | Continuous process for manufacture of disposable electro-chemical sensor |
| EP2154522B1 (en) * | 2000-03-29 | 2017-03-01 | Panasonic Healthcare Holdings Co., Ltd. | Biosensor |
| JP2003018619A (ja) | 2001-07-03 | 2003-01-17 | Olympus Optical Co Ltd | 立体映像評価装置およびそれを用いた表示装置 |
| US7163616B2 (en) * | 2001-09-14 | 2007-01-16 | Bayer Corporation | Reagents and methods for detecting analytes, and devices comprising reagents for detecting analytes |
| US6978839B2 (en) * | 2001-11-21 | 2005-12-27 | Vetco Gray Inc. | Internal connection of tree to wellhead housing |
| US6863800B2 (en) * | 2002-02-01 | 2005-03-08 | Abbott Laboratories | Electrochemical biosensor strip for analysis of liquid samples |
| KR100554649B1 (ko) * | 2003-06-09 | 2006-02-24 | 주식회사 아이센스 | 전기화학적 바이오센서 |
| US8007656B2 (en) | 2003-10-24 | 2011-08-30 | Bayer Healthcare Llc | Enzymatic electrochemical biosensor |
| JP4088312B2 (ja) * | 2003-10-30 | 2008-05-21 | アークレイ株式会社 | バイオセンサおよびその製造方法 |
| JP4717636B2 (ja) | 2003-12-04 | 2011-07-06 | パナソニック株式会社 | ヘマトクリット（Ｈｃｔ）の測定方法およびそれに用いるセンサならびに測定装置 |
| US8535497B2 (en) | 2003-12-04 | 2013-09-17 | Panasonic Corporation | Method of measuring blood component, sensor used in the method, and measuring device |
| US7138041B2 (en) * | 2004-02-23 | 2006-11-21 | General Life Biotechnology Co., Ltd. | Electrochemical biosensor by screen printing and method of fabricating same |
| CN1938590B (zh) | 2004-04-19 | 2010-05-05 | 松下电器产业株式会社 | 血液成分的测定方法、该方法中使用的生物传感器和测定装置 |
| RU2389019C2 (ru) | 2004-06-24 | 2010-05-10 | БАЙЕР ХЕЛТКЭР ЭлЭлСи | Картридж и приспособление для выдачи датчиков |
| CA2887517C (en) | 2004-10-12 | 2017-09-12 | Bayer Healthcare Llc | Concentration determination in a diffusion barrier layer |
| CA2600132C (en) | 2005-03-04 | 2014-09-09 | Bayer Healthcare Llc | Stabilizing enzyme activity in electrochemical biosensors |
| WO2007123179A1 (ja) * | 2006-04-19 | 2007-11-01 | Panasonic Corporation | バイオセンサ |
-
2008
- 2008-12-10 JP JP2010538123A patent/JP5856371B2/ja active Active
- 2008-12-10 WO PCT/US2008/086214 patent/WO2009076433A1/en not_active Ceased
- 2008-12-10 US US12/316,142 patent/US20090145775A1/en not_active Abandoned
- 2008-12-10 BR BRPI0820721-6A patent/BRPI0820721A2/pt not_active IP Right Cessation
- 2008-12-10 CN CN200880120025.8A patent/CN101896618B/zh active Active
- 2008-12-10 CA CA2708156A patent/CA2708156C/en not_active Expired - Fee Related
- 2008-12-10 EP EP08859272A patent/EP2222866A1/en not_active Withdrawn
- 2008-12-10 RU RU2010128611/15A patent/RU2518310C2/ru not_active IP Right Cessation
-
2014
- 2014-01-16 RU RU2014101344/15A patent/RU2014101344A/ru not_active Application Discontinuation
-
2015
- 2015-08-19 JP JP2015161610A patent/JP6251217B2/ja active Active
-
2017
- 2017-08-21 US US15/682,182 patent/US10696998B2/en active Active
-
2020
- 2020-05-13 US US15/931,185 patent/US11180790B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP5856371B2 (ja) | 2016-02-09 |
| RU2518310C2 (ru) | 2014-06-10 |
| RU2010128611A (ru) | 2012-01-20 |
| JP2011505834A (ja) | 2011-03-03 |
| BRPI0820721A2 (pt) | 2015-06-16 |
| EP2222866A1 (en) | 2010-09-01 |
| JP2016006432A (ja) | 2016-01-14 |
| US20090145775A1 (en) | 2009-06-11 |
| JP6251217B2 (ja) | 2017-12-20 |
| CA2708156A1 (en) | 2009-06-18 |
| HK1147525A1 (en) | 2011-08-12 |
| WO2009076433A1 (en) | 2009-06-18 |
| CN101896618A (zh) | 2010-11-24 |
| US11180790B2 (en) | 2021-11-23 |
| CN101896618B (zh) | 2015-04-22 |
| US20170349929A1 (en) | 2017-12-07 |
| US10696998B2 (en) | 2020-06-30 |
| US20200270668A1 (en) | 2020-08-27 |
| RU2014101344A (ru) | 2015-07-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20211210 |