PT663446E - Metodo de doseamento electroquimico e composto novo de p-fenilenodiamina - Google Patents
Metodo de doseamento electroquimico e composto novo de p-fenilenodiamina Download PDFInfo
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- PT663446E PT663446E PT94120907T PT94120907T PT663446E PT 663446 E PT663446 E PT 663446E PT 94120907 T PT94120907 T PT 94120907T PT 94120907 T PT94120907 T PT 94120907T PT 663446 E PT663446 E PT 663446E
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Classifications
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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
- C12Q1/001—Enzyme electrodes
- C12Q1/004—Enzyme electrodes mediator-assisted
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
- C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
- C07C215/16—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to carbon atoms of six-membered aromatic rings
-
- 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
- G01N33/483—Physical analysis of biological material
- G01N33/487—Physical analysis of biological material of liquid biological material
- G01N33/48707—Physical analysis of biological material of liquid biological material by electrical means
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/817—Enzyme or microbe electrode
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S436/00—Chemistry: analytical and immunological testing
- Y10S436/806—Electrical property or magnetic property
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Molecular Biology (AREA)
- Analytical Chemistry (AREA)
- Biotechnology (AREA)
- Physics & Mathematics (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Secondary Cells (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP35337793 | 1993-12-29 |
Publications (1)
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|---|---|
| PT663446E true PT663446E (pt) | 2000-06-30 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PT94120907T PT663446E (pt) | 1993-12-29 | 1994-12-29 | Metodo de doseamento electroquimico e composto novo de p-fenilenodiamina |
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|---|---|
| US (1) | US5609749A (enExample) |
| EP (1) | EP0663446B1 (enExample) |
| AT (1) | ATE191010T1 (enExample) |
| CA (1) | CA2139293A1 (enExample) |
| DE (1) | DE69423601T2 (enExample) |
| DK (1) | DK0663446T3 (enExample) |
| ES (1) | ES2148272T3 (enExample) |
| PT (1) | PT663446E (enExample) |
Families Citing this family (111)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0781850A3 (en) * | 1995-12-28 | 1998-08-12 | Mochida Pharmaceutical Co., Ltd. | Assay utilizing hydrogen peroxide adduct |
| US6117290A (en) * | 1997-09-26 | 2000-09-12 | Pepex Biomedical, Llc | System and method for measuring a bioanalyte such as lactate |
| US6036924A (en) | 1997-12-04 | 2000-03-14 | Hewlett-Packard Company | Cassette of lancet cartridges for sampling blood |
| US7494816B2 (en) * | 1997-12-22 | 2009-02-24 | Roche Diagnostic Operations, Inc. | System and method for determining a temperature during analyte measurement |
| US6391005B1 (en) | 1998-03-30 | 2002-05-21 | Agilent Technologies, Inc. | Apparatus and method for penetration with shaft having a sensor for sensing penetration depth |
| US6294281B1 (en) * | 1998-06-17 | 2001-09-25 | Therasense, Inc. | Biological fuel cell and method |
| US6582583B1 (en) | 1998-11-30 | 2003-06-24 | The United States Of America As Represented By The Department Of Health And Human Services | Amperometric biomimetic enzyme sensors based on modified cyclodextrin as electrocatalysts |
| GB9905771D0 (en) | 1999-03-12 | 1999-05-05 | Isis Innovation | Compounds |
| AU1631101A (en) * | 1999-10-07 | 2001-05-10 | Pepex Biomedical, Llc | Sensor for measuring a bioanalyte such as lactate |
| US6464849B1 (en) | 1999-10-07 | 2002-10-15 | Pepex Biomedical, L.L.C. | Sensor for measuring a bioanalyte such as lactate |
| EP1124131B1 (en) * | 2000-01-27 | 2008-01-16 | Matsushita Electric Industrial Co., Ltd. | Biosensor and method of producing the same |
| FR2805545B1 (fr) * | 2000-02-24 | 2002-05-17 | Argene Sa | Procede electrochimique de detection d'acides nucleiques |
| DE10032042A1 (de) * | 2000-07-05 | 2002-01-24 | Inventus Biotec Gesellschaft Fuer Innovative Bioanalytik, Biosensoren Und Diagnostika Mbh & Co. Kg | Elektrochemischer Einwegbiosensor für die quantitative Bestimmung von Analytkonzentrationen in Flüssigkeiten |
| JP4184074B2 (ja) * | 2000-07-31 | 2008-11-19 | 松下電器産業株式会社 | バイオセンサ |
| JP4184073B2 (ja) * | 2000-07-31 | 2008-11-19 | 松下電器産業株式会社 | バイオセンサ |
| US8641644B2 (en) | 2000-11-21 | 2014-02-04 | Sanofi-Aventis Deutschland Gmbh | Blood testing apparatus having a rotatable cartridge with multiple lancing elements and testing means |
| JP4183902B2 (ja) * | 2000-12-27 | 2008-11-19 | 松下電器産業株式会社 | バイオセンサ |
| US7005273B2 (en) * | 2001-05-16 | 2006-02-28 | Therasense, Inc. | Method for the determination of glycated hemoglobin |
| JP4213361B2 (ja) * | 2001-05-22 | 2009-01-21 | パナソニック株式会社 | バイオセンサ |
| AU2002315177A1 (en) | 2001-06-12 | 2002-12-23 | Pelikan Technologies, Inc. | Self optimizing lancing device with adaptation means to temporal variations in cutaneous properties |
| US9795747B2 (en) | 2010-06-02 | 2017-10-24 | Sanofi-Aventis Deutschland Gmbh | Methods and apparatus for lancet actuation |
| US9427532B2 (en) | 2001-06-12 | 2016-08-30 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
| US7025774B2 (en) | 2001-06-12 | 2006-04-11 | Pelikan Technologies, Inc. | Tissue penetration device |
| WO2002100254A2 (en) | 2001-06-12 | 2002-12-19 | Pelikan Technologies, Inc. | Method and apparatus for lancet launching device integrated onto a blood-sampling cartridge |
| WO2002100461A2 (en) | 2001-06-12 | 2002-12-19 | Pelikan Technologies, Inc. | Method and apparatus for improving success rate of blood yield from a fingerstick |
| EP1406537B1 (en) | 2001-06-12 | 2011-01-12 | Pelikan Technologies Inc. | Integrated blood sampling analysis system with multi-use sampling module |
| US9226699B2 (en) | 2002-04-19 | 2016-01-05 | Sanofi-Aventis Deutschland Gmbh | Body fluid sampling module with a continuous compression tissue interface surface |
| US7981056B2 (en) * | 2002-04-19 | 2011-07-19 | Pelikan Technologies, Inc. | Methods and apparatus for lancet actuation |
| CA2448790C (en) | 2001-06-12 | 2010-09-07 | Pelikan Technologies, Inc. | Electric lancet actuator |
| ATE450209T1 (de) | 2001-06-12 | 2009-12-15 | Pelikan Technologies Inc | Gerät und verfahren zur entnahme von blutproben |
| US8337419B2 (en) | 2002-04-19 | 2012-12-25 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
| US7344894B2 (en) | 2001-10-16 | 2008-03-18 | Agilent Technologies, Inc. | Thermal regulation of fluidic samples within a diagnostic cartridge |
| WO2003042680A1 (en) * | 2001-11-14 | 2003-05-22 | Matsushita Electric Industrial Co., Ltd. | Biosensor |
| JPWO2003048756A1 (ja) * | 2001-12-05 | 2005-04-14 | 松下電器産業株式会社 | バイオセンサ |
| US7648468B2 (en) * | 2002-04-19 | 2010-01-19 | Pelikon Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7892185B2 (en) | 2002-04-19 | 2011-02-22 | Pelikan Technologies, Inc. | Method and apparatus for body fluid sampling and analyte sensing |
| US7291117B2 (en) | 2002-04-19 | 2007-11-06 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US9795334B2 (en) | 2002-04-19 | 2017-10-24 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for penetrating tissue |
| US8702624B2 (en) | 2006-09-29 | 2014-04-22 | Sanofi-Aventis Deutschland Gmbh | Analyte measurement device with a single shot actuator |
| US7229458B2 (en) | 2002-04-19 | 2007-06-12 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US8267870B2 (en) | 2002-04-19 | 2012-09-18 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for body fluid sampling with hybrid actuation |
| US8360992B2 (en) | 2002-04-19 | 2013-01-29 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for penetrating tissue |
| US9314194B2 (en) | 2002-04-19 | 2016-04-19 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
| US7175642B2 (en) | 2002-04-19 | 2007-02-13 | Pelikan Technologies, Inc. | Methods and apparatus for lancet actuation |
| US7909778B2 (en) * | 2002-04-19 | 2011-03-22 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7141058B2 (en) | 2002-04-19 | 2006-11-28 | Pelikan Technologies, Inc. | Method and apparatus for a body fluid sampling device using illumination |
| US7708701B2 (en) | 2002-04-19 | 2010-05-04 | Pelikan Technologies, Inc. | Method and apparatus for a multi-use body fluid sampling device |
| US7491178B2 (en) | 2002-04-19 | 2009-02-17 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7892183B2 (en) | 2002-04-19 | 2011-02-22 | Pelikan Technologies, Inc. | Method and apparatus for body fluid sampling and analyte sensing |
| US8221334B2 (en) | 2002-04-19 | 2012-07-17 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for penetrating tissue |
| US7717863B2 (en) | 2002-04-19 | 2010-05-18 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7582099B2 (en) | 2002-04-19 | 2009-09-01 | Pelikan Technologies, Inc | Method and apparatus for penetrating tissue |
| US7331931B2 (en) | 2002-04-19 | 2008-02-19 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7410468B2 (en) | 2002-04-19 | 2008-08-12 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US8579831B2 (en) | 2002-04-19 | 2013-11-12 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for penetrating tissue |
| US7232451B2 (en) | 2002-04-19 | 2007-06-19 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7374544B2 (en) | 2002-04-19 | 2008-05-20 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7524293B2 (en) | 2002-04-19 | 2009-04-28 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7371247B2 (en) | 2002-04-19 | 2008-05-13 | Pelikan Technologies, Inc | Method and apparatus for penetrating tissue |
| US7547287B2 (en) | 2002-04-19 | 2009-06-16 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7674232B2 (en) | 2002-04-19 | 2010-03-09 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7244265B2 (en) | 2002-04-19 | 2007-07-17 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7485128B2 (en) | 2002-04-19 | 2009-02-03 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7563232B2 (en) | 2002-04-19 | 2009-07-21 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7258693B2 (en) | 2002-04-19 | 2007-08-21 | Pelikan Technologies, Inc. | Device and method for variable speed lancet |
| US8784335B2 (en) | 2002-04-19 | 2014-07-22 | Sanofi-Aventis Deutschland Gmbh | Body fluid sampling device with a capacitive sensor |
| US9248267B2 (en) | 2002-04-19 | 2016-02-02 | Sanofi-Aventis Deustchland Gmbh | Tissue penetration device |
| US7976476B2 (en) | 2002-04-19 | 2011-07-12 | Pelikan Technologies, Inc. | Device and method for variable speed lancet |
| US7297122B2 (en) | 2002-04-19 | 2007-11-20 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7901362B2 (en) | 2002-04-19 | 2011-03-08 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7368190B2 (en) * | 2002-05-02 | 2008-05-06 | Abbott Diabetes Care Inc. | Miniature biological fuel cell that is operational under physiological conditions, and associated devices and methods |
| CA2499527A1 (en) * | 2002-09-20 | 2004-04-01 | Medinnov, Inc. | An analyzer for the simultaneous enzymatic detection of closely related analytes |
| US7265881B2 (en) * | 2002-12-20 | 2007-09-04 | Hewlett-Packard Development Company, L.P. | Method and apparatus for measuring assembly and alignment errors in sensor assemblies |
| WO2004061418A2 (en) * | 2002-12-26 | 2004-07-22 | Meso Scale Technologies, Llc. | Assay cartridges and methods of using the same |
| US8574895B2 (en) | 2002-12-30 | 2013-11-05 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus using optical techniques to measure analyte levels |
| US20040211702A1 (en) * | 2003-04-24 | 2004-10-28 | General Electric Company | Water-soluble phenylenediamine compositions and methods for stabilizing ethylenically unsaturated compounds and monomers |
| EP1628567B1 (en) | 2003-05-30 | 2010-08-04 | Pelikan Technologies Inc. | Method and apparatus for fluid injection |
| JP4839569B2 (ja) | 2003-06-05 | 2011-12-21 | ソニー株式会社 | 酵素固定化電極およびその製造方法ならびに電極反応利用装置およびその製造方法 |
| US7850621B2 (en) | 2003-06-06 | 2010-12-14 | Pelikan Technologies, Inc. | Method and apparatus for body fluid sampling and analyte sensing |
| WO2006001797A1 (en) | 2004-06-14 | 2006-01-05 | Pelikan Technologies, Inc. | Low pain penetrating |
| WO2004112602A1 (en) | 2003-06-13 | 2004-12-29 | Pelikan Technologies, Inc. | Method and apparatus for a point of care device |
| EP1634066B1 (en) * | 2003-06-17 | 2016-08-24 | Chun-Mu Huang | Structure and manufacturing method of disposable electrochemical sensor strip |
| WO2005033659A2 (en) | 2003-09-29 | 2005-04-14 | Pelikan Technologies, Inc. | Method and apparatus for an improved sample capture device |
| US9351680B2 (en) | 2003-10-14 | 2016-05-31 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for a variable user interface |
| US8668656B2 (en) | 2003-12-31 | 2014-03-11 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for improving fluidic flow and sample capture |
| US7822454B1 (en) | 2005-01-03 | 2010-10-26 | Pelikan Technologies, Inc. | Fluid sampling device with improved analyte detecting member configuration |
| US8628690B2 (en) * | 2004-02-23 | 2014-01-14 | The Texas A&M University System | Nanoemulsion compositions and methods of use thereof |
| US7780873B2 (en) * | 2004-02-23 | 2010-08-24 | Texas A&M University System | Bioactive complexes compositions and methods of use thereof |
| WO2006011062A2 (en) | 2004-05-20 | 2006-02-02 | Albatros Technologies Gmbh & Co. Kg | Printable hydrogel for biosensors |
| WO2005120365A1 (en) | 2004-06-03 | 2005-12-22 | Pelikan Technologies, Inc. | Method and apparatus for a fluid sampling device |
| US9775553B2 (en) * | 2004-06-03 | 2017-10-03 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for a fluid sampling device |
| US8652831B2 (en) | 2004-12-30 | 2014-02-18 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for analyte measurement test time |
| US7885698B2 (en) | 2006-02-28 | 2011-02-08 | Abbott Diabetes Care Inc. | Method and system for providing continuous calibration of implantable analyte sensors |
| US9044178B2 (en) * | 2007-08-30 | 2015-06-02 | Pepex Biomedical, Llc | Electrochemical sensor and method for manufacturing |
| WO2009032760A2 (en) | 2007-08-30 | 2009-03-12 | Pepex Biomedical Llc | Electrochmical sensor and method for manufacturing |
| WO2009126900A1 (en) | 2008-04-11 | 2009-10-15 | Pelikan Technologies, Inc. | Method and apparatus for analyte detecting device |
| WO2010056876A2 (en) | 2008-11-14 | 2010-05-20 | Pepex Biomedical, Llc | Manufacturing electrochemical sensor module |
| US8951377B2 (en) | 2008-11-14 | 2015-02-10 | Pepex Biomedical, Inc. | Manufacturing electrochemical sensor module |
| WO2010056878A2 (en) | 2008-11-14 | 2010-05-20 | Pepex Biomedical, Llc | Electrochemical sensor module |
| US9375169B2 (en) | 2009-01-30 | 2016-06-28 | Sanofi-Aventis Deutschland Gmbh | Cam drive for managing disposable penetrating member actions with a single motor and motor and control system |
| US20100213057A1 (en) * | 2009-02-26 | 2010-08-26 | Benjamin Feldman | Self-Powered Analyte Sensor |
| EP2418479B1 (en) | 2009-04-07 | 2013-10-23 | Panasonic Corporation | Sensor chip and measuring device and blood test device in which this sensor chip is used |
| US8965476B2 (en) | 2010-04-16 | 2015-02-24 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
| US9110053B2 (en) * | 2010-08-20 | 2015-08-18 | Agilent Technologies, Inc. | Dried blood spotting paper device and method |
| US9585605B2 (en) | 2011-05-19 | 2017-03-07 | Pepex Biomedical, Inc. | Fluid management and patient monitoring system |
| US9504162B2 (en) | 2011-05-20 | 2016-11-22 | Pepex Biomedical, Inc. | Manufacturing electrochemical sensor modules |
| EP2925229A4 (en) | 2012-12-03 | 2017-01-25 | Pepex Biomedical, Inc. | Sensor module and method of using a sensor module |
| EP3152559B1 (en) | 2014-06-04 | 2020-12-02 | Pepex Biomedical, Inc. | Electrochemical sensors made using advanced printing technology |
| EP3418730A4 (en) * | 2016-02-16 | 2019-10-30 | Seikagaku Corporation | ELECTROCHEMICAL MEASUREMENT USING A PHENYLENEDIAMINE DERIVATIVE |
| GB2566516A (en) | 2017-09-15 | 2019-03-20 | Univ Oxford Innovation Ltd | Electrochemical recognition and quantification of cytochrome c oxidase expression in bacteria |
| KR102083421B1 (ko) * | 2018-05-04 | 2020-03-02 | 전자부품연구원 | 소변 내 바이오마커의 농도를 전기화학적으로 측정하는 방법 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3921554A1 (de) * | 1989-06-30 | 1991-01-17 | Henkel Kgaa | Klebestift mit verbesserter klebkraft |
| DE4003194A1 (de) * | 1990-02-03 | 1991-08-08 | Boehringer Mannheim Gmbh | Verfahren und sensorelektrodensystem zur elektrochemischen bestimmung eines analyts oder einer oxidoreduktase sowie verwendung hierfuer geeigneter verbindungen |
| US5286362A (en) * | 1990-02-03 | 1994-02-15 | Boehringer Mannheim Gmbh | Method and sensor electrode system for the electrochemical determination of an analyte or an oxidoreductase as well as the use of suitable compounds therefor |
| DE69120956T2 (de) * | 1990-10-10 | 1997-01-23 | Novonordisk As | Verwendung von benzenderivaten als charge-transfer-mediatoren |
| US5182213A (en) * | 1991-03-18 | 1993-01-26 | Miles Inc. | Method for detecting the presence of peroxidatively active substance in basic media |
| CA2074752A1 (en) * | 1991-07-29 | 1993-01-30 | Tadakazu Yamauchi | Process and device for specific binding assay |
-
1994
- 1994-12-29 US US08/366,040 patent/US5609749A/en not_active Expired - Fee Related
- 1994-12-29 CA CA002139293A patent/CA2139293A1/en not_active Abandoned
- 1994-12-29 PT PT94120907T patent/PT663446E/pt unknown
- 1994-12-29 DK DK94120907T patent/DK0663446T3/da active
- 1994-12-29 AT AT94120907T patent/ATE191010T1/de not_active IP Right Cessation
- 1994-12-29 DE DE69423601T patent/DE69423601T2/de not_active Expired - Fee Related
- 1994-12-29 EP EP94120907A patent/EP0663446B1/en not_active Expired - Lifetime
- 1994-12-29 ES ES94120907T patent/ES2148272T3/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ATE191010T1 (de) | 2000-04-15 |
| DK0663446T3 (da) | 2000-10-23 |
| DE69423601T2 (de) | 2000-07-06 |
| CA2139293A1 (en) | 1995-06-30 |
| EP0663446A3 (enExample) | 1995-08-30 |
| EP0663446A2 (en) | 1995-07-19 |
| ES2148272T3 (es) | 2000-10-16 |
| DE69423601D1 (de) | 2000-04-27 |
| EP0663446B1 (en) | 2000-03-22 |
| US5609749A (en) | 1997-03-11 |
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