AU2005203117A1 - Redox polymers for use in electrochemical-based sensors - Google Patents
Redox polymers for use in electrochemical-based sensors Download PDFInfo
- Publication number
- AU2005203117A1 AU2005203117A1 AU2005203117A AU2005203117A AU2005203117A1 AU 2005203117 A1 AU2005203117 A1 AU 2005203117A1 AU 2005203117 A AU2005203117 A AU 2005203117A AU 2005203117 A AU2005203117 A AU 2005203117A AU 2005203117 A1 AU2005203117 A1 AU 2005203117A1
- Authority
- AU
- Australia
- Prior art keywords
- redox
- polymer
- hydrophilic
- electrochemical
- hydrophobic
- 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
- 229920000642 polymer Polymers 0.000 title claims abstract description 98
- 229920001477 hydrophilic polymer Polymers 0.000 claims abstract description 40
- 229920001600 hydrophobic polymer Polymers 0.000 claims abstract description 30
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 19
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims abstract description 4
- 108090000790 Enzymes Proteins 0.000 claims description 24
- 102000004190 Enzymes Human genes 0.000 claims description 24
- 229940088598 enzyme Drugs 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 17
- 239000000126 substance Substances 0.000 claims description 15
- 239000000178 monomer Substances 0.000 claims description 14
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 10
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- -1 vinyl ferrocene Chemical compound 0.000 claims description 4
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 2
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 claims description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- 108010050375 Glucose 1-Dehydrogenase Proteins 0.000 claims description 2
- 108010015776 Glucose oxidase Proteins 0.000 claims description 2
- 239000004366 Glucose oxidase Substances 0.000 claims description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 2
- 229940116332 glucose oxidase Drugs 0.000 claims description 2
- 235000019420 glucose oxidase Nutrition 0.000 claims description 2
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims description 2
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 abstract description 8
- 229940125782 compound 2 Drugs 0.000 description 18
- 229940125904 compound 1 Drugs 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 16
- 239000000243 solution Substances 0.000 description 12
- 238000002484 cyclic voltammetry Methods 0.000 description 9
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 7
- 239000008103 glucose Substances 0.000 description 7
- 238000002386 leaching Methods 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000027756 respiratory electron transport chain Effects 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 239000012491 analyte Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 229910021397 glassy carbon Inorganic materials 0.000 description 3
- 229920000578 graft copolymer Polymers 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 239000008363 phosphate buffer Substances 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 2
- 241000282412 Homo Species 0.000 description 2
- 230000005587 bubbling Effects 0.000 description 2
- 239000013626 chemical specie Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- YAGKRVSRTSUGEY-UHFFFAOYSA-N ferricyanide Chemical compound [Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] YAGKRVSRTSUGEY-UHFFFAOYSA-N 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000012633 leachable Substances 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229910052762 osmium Chemical class 0.000 description 2
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical class [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000012521 purified sample Substances 0.000 description 2
- 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 2
- 150000003254 radicals Chemical class 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- CCBICDLNWJRFPO-UHFFFAOYSA-N 2,6-dichloroindophenol Chemical compound C1=CC(O)=CC=C1N=C1C=C(Cl)C(=O)C(Cl)=C1 CCBICDLNWJRFPO-UHFFFAOYSA-N 0.000 description 1
- HCGFUIQPSOCUHI-UHFFFAOYSA-N 2-propan-2-yloxyethanol Chemical compound CC(C)OCCO HCGFUIQPSOCUHI-UHFFFAOYSA-N 0.000 description 1
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- LFZAGIJXANFPFN-UHFFFAOYSA-N N-[3-[4-(3-methyl-5-propan-2-yl-1,2,4-triazol-4-yl)piperidin-1-yl]-1-thiophen-2-ylpropyl]acetamide Chemical compound C(C)(C)C1=NN=C(N1C1CCN(CC1)CCC(C=1SC=CC=1)NC(C)=O)C LFZAGIJXANFPFN-UHFFFAOYSA-N 0.000 description 1
- BAWFJGJZGIEFAR-NNYOXOHSSA-N NAD zwitterion Chemical compound NC(=O)C1=CC=C[N+]([C@H]2[C@@H]([C@H](O)[C@@H](COP([O-])(=O)OP(O)(=O)OC[C@@H]3[C@H]([C@@H](O)[C@@H](O3)N3C4=NC=NC(N)=C4N=C3)O)O2)O)=C1 BAWFJGJZGIEFAR-NNYOXOHSSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 210000001124 body fluid Anatomy 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 210000003722 extracellular fluid Anatomy 0.000 description 1
- ADAUKUOAOMLVSN-UHFFFAOYSA-N gallocyanin Chemical compound [Cl-].OC(=O)C1=CC(O)=C(O)C2=[O+]C3=CC(N(C)C)=CC=C3N=C21 ADAUKUOAOMLVSN-UHFFFAOYSA-N 0.000 description 1
- 150000002433 hydrophilic molecules Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- RSAZYXZUJROYKR-UHFFFAOYSA-N indophenol Chemical compound C1=CC(O)=CC=C1N=C1C=CC(=O)C=C1 RSAZYXZUJROYKR-UHFFFAOYSA-N 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
- 229960000907 methylthioninium chloride Drugs 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 229950006238 nadide Drugs 0.000 description 1
- 229930027945 nicotinamide-adenine dinucleotide Natural products 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 150000004059 quinone derivatives Chemical class 0.000 description 1
- 150000003303 ruthenium Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- KUUVQVSHGLHAKZ-UHFFFAOYSA-N thionine Chemical compound C=1C=CC=CSC=CC=1 KUUVQVSHGLHAKZ-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
-
- 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
- C12Q1/006—Enzyme electrodes involving specific analytes or enzymes for glucose
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/04—Acids, Metal salts or ammonium salts thereof
- C08F20/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- 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
- C12Q1/002—Electrode membranes
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Analytical Chemistry (AREA)
- Microbiology (AREA)
- Molecular Biology (AREA)
- Physics & Mathematics (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Secondary Cells (AREA)
- Conductive Materials (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/900,511 US7109271B2 (en) | 2004-07-28 | 2004-07-28 | Redox polymers for use in electrochemical-based sensors |
| US10/900,511 | 2004-07-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2005203117A1 true AU2005203117A1 (en) | 2006-02-16 |
Family
ID=35241319
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2005203117A Abandoned AU2005203117A1 (en) | 2004-07-28 | 2005-07-18 | Redox polymers for use in electrochemical-based sensors |
Country Status (12)
| Country | Link |
|---|---|
| US (3) | US7109271B2 (https=) |
| EP (1) | EP1621636B1 (https=) |
| JP (1) | JP4799945B2 (https=) |
| KR (1) | KR101214393B1 (https=) |
| CN (1) | CN100575939C (https=) |
| AT (1) | ATE454464T1 (https=) |
| AU (1) | AU2005203117A1 (https=) |
| CA (1) | CA2513947A1 (https=) |
| DE (1) | DE602005018719D1 (https=) |
| ES (1) | ES2337265T3 (https=) |
| SG (1) | SG119322A1 (https=) |
| TW (1) | TWI393727B (https=) |
Families Citing this family (95)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6036924A (en) | 1997-12-04 | 2000-03-14 | Hewlett-Packard Company | Cassette of lancet cartridges for sampling blood |
| 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 |
| US8444834B2 (en) | 1999-11-15 | 2013-05-21 | Abbott Diabetes Care Inc. | Redox polymers for use in analyte monitoring |
| CA2391423A1 (en) | 1999-11-15 | 2001-05-25 | Therasense, Inc. | Polymeric transition metal complexes and uses thereof |
| US8268143B2 (en) * | 1999-11-15 | 2012-09-18 | Abbott Diabetes Care Inc. | Oxygen-effect free analyte sensor |
| 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 |
| DE10057832C1 (de) | 2000-11-21 | 2002-02-21 | Hartmann Paul Ag | Blutanalysegerät |
| ATE497731T1 (de) | 2001-06-12 | 2011-02-15 | Pelikan Technologies Inc | Gerät zur erhöhung der erfolgsrate im hinblick auf die durch einen fingerstich erhaltene blutausbeute |
| ATE485766T1 (de) | 2001-06-12 | 2010-11-15 | Pelikan Technologies Inc | Elektrisches betätigungselement für eine lanzette |
| US7041068B2 (en) | 2001-06-12 | 2006-05-09 | Pelikan Technologies, Inc. | Sampling module device and method |
| US8337419B2 (en) | 2002-04-19 | 2012-12-25 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
| ES2336081T3 (es) | 2001-06-12 | 2010-04-08 | Pelikan Technologies Inc. | Dispositivo de puncion de auto-optimizacion con medios de adaptacion a variaciones temporales en las propiedades cutaneas. |
| US9226699B2 (en) | 2002-04-19 | 2016-01-05 | Sanofi-Aventis Deutschland Gmbh | Body fluid sampling module with a continuous compression tissue interface surface |
| CA2448681C (en) | 2001-06-12 | 2014-09-09 | Pelikan Technologies, Inc. | Integrated blood sampling analysis system with multi-use sampling module |
| AU2002312521A1 (en) | 2001-06-12 | 2002-12-23 | Pelikan Technologies, Inc. | Blood sampling apparatus and method |
| US9795747B2 (en) | 2010-06-02 | 2017-10-24 | Sanofi-Aventis Deutschland Gmbh | Methods and apparatus for lancet actuation |
| US7981056B2 (en) | 2002-04-19 | 2011-07-19 | Pelikan Technologies, Inc. | Methods and apparatus for lancet actuation |
| US9427532B2 (en) | 2001-06-12 | 2016-08-30 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
| AU2002348683A1 (en) | 2001-06-12 | 2002-12-23 | Pelikan Technologies, Inc. | Method and apparatus for lancet launching device integrated onto a blood-sampling cartridge |
| US7344894B2 (en) | 2001-10-16 | 2008-03-18 | Agilent Technologies, Inc. | Thermal regulation of fluidic samples within a diagnostic cartridge |
| US7410468B2 (en) | 2002-04-19 | 2008-08-12 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7491178B2 (en) | 2002-04-19 | 2009-02-17 | Pelikan Technologies, Inc. | 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 |
| US8784335B2 (en) | 2002-04-19 | 2014-07-22 | Sanofi-Aventis Deutschland Gmbh | Body fluid sampling device with a capacitive sensor |
| US7229458B2 (en) | 2002-04-19 | 2007-06-12 | 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 |
| US7976476B2 (en) | 2002-04-19 | 2011-07-12 | Pelikan Technologies, Inc. | Device and method for variable speed lancet |
| US7226461B2 (en) | 2002-04-19 | 2007-06-05 | Pelikan Technologies, Inc. | Method and apparatus for a multi-use body fluid sampling device with sterility barrier release |
| US7547287B2 (en) | 2002-04-19 | 2009-06-16 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US9248267B2 (en) | 2002-04-19 | 2016-02-02 | Sanofi-Aventis Deustchland Gmbh | Tissue penetration device |
| US7232451B2 (en) | 2002-04-19 | 2007-06-19 | 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 |
| US8221334B2 (en) | 2002-04-19 | 2012-07-17 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for penetrating tissue |
| US7909778B2 (en) | 2002-04-19 | 2011-03-22 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| US7291117B2 (en) | 2002-04-19 | 2007-11-06 | Pelikan Technologies, Inc. | 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 |
| US7648468B2 (en) | 2002-04-19 | 2010-01-19 | Pelikon Technologies, Inc. | Method and apparatus for penetrating tissue |
| US8372016B2 (en) | 2002-04-19 | 2013-02-12 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for body fluid sampling and analyte sensing |
| US7374544B2 (en) | 2002-04-19 | 2008-05-20 | 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 |
| US7141058B2 (en) | 2002-04-19 | 2006-11-28 | Pelikan Technologies, Inc. | Method and apparatus for a body fluid sampling device using illumination |
| US7563232B2 (en) | 2002-04-19 | 2009-07-21 | Pelikan Technologies, Inc. | Method and apparatus for penetrating tissue |
| 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 |
| US8360992B2 (en) | 2002-04-19 | 2013-01-29 | 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 |
| US7674232B2 (en) | 2002-04-19 | 2010-03-09 | 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 |
| US8267870B2 (en) | 2002-04-19 | 2012-09-18 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for body fluid sampling with hybrid actuation |
| US7582099B2 (en) | 2002-04-19 | 2009-09-01 | 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 |
| US7481776B2 (en) | 2002-04-19 | 2009-01-27 | 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 |
| US8574895B2 (en) | 2002-12-30 | 2013-11-05 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus using optical techniques to measure analyte levels |
| EP1628567B1 (en) | 2003-05-30 | 2010-08-04 | Pelikan Technologies Inc. | Method and apparatus for fluid injection |
| EP1633235B1 (en) | 2003-06-06 | 2014-05-21 | Sanofi-Aventis Deutschland GmbH | Apparatus for body fluid sampling and analyte sensing |
| WO2006001797A1 (en) | 2004-06-14 | 2006-01-05 | Pelikan Technologies, Inc. | Low pain penetrating |
| US7604592B2 (en) | 2003-06-13 | 2009-10-20 | Pelikan Technologies, Inc. | Method and apparatus for a point of care device |
| EP1671096A4 (en) | 2003-09-29 | 2009-09-16 | Pelikan Technologies Inc | METHOD AND APPARATUS FOR PROVIDING IMPROVED SAMPLE CAPTURING DEVICE |
| US9351680B2 (en) | 2003-10-14 | 2016-05-31 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for a variable user interface |
| US7822454B1 (en) | 2005-01-03 | 2010-10-26 | Pelikan Technologies, Inc. | Fluid sampling device with improved analyte detecting member configuration |
| EP1706026B1 (en) | 2003-12-31 | 2017-03-01 | Sanofi-Aventis Deutschland GmbH | Method and apparatus for improving fluidic flow and sample capture |
| 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 |
| US7351770B2 (en) * | 2004-09-30 | 2008-04-01 | Lifescan, Inc. | Ionic hydrophilic high molecular weight redox polymers for use in enzymatic electrochemical-based sensors |
| US8652831B2 (en) | 2004-12-30 | 2014-02-18 | Sanofi-Aventis Deutschland Gmbh | Method and apparatus for analyte measurement test time |
| US20060226007A1 (en) * | 2005-04-12 | 2006-10-12 | Rodgers James I | Method for manufacturing an enzymatic electrochemical-based sensor |
| AU2006201333A1 (en) | 2005-04-12 | 2006-11-02 | Lifescan Scotland Limited | Water-miscible conductive ink for use in enzymatic electrochemical-based sensors |
| US7465380B2 (en) * | 2005-04-12 | 2008-12-16 | Lifescan Scotland, Ltd. | Water-miscible conductive ink for use in enzymatic electrochemical-based sensors |
| US7588670B2 (en) * | 2005-04-12 | 2009-09-15 | Lifescan Scotland Limited | Enzymatic electrochemical-based sensor |
| GB2430749B (en) * | 2005-09-21 | 2007-11-28 | Schlumberger Holdings | Electro-chemical sensor |
| US8197650B2 (en) | 2007-06-07 | 2012-06-12 | Sensor Innovations, Inc. | Silicon electrochemical sensors |
| WO2009126900A1 (en) | 2008-04-11 | 2009-10-15 | Pelikan Technologies, Inc. | Method and apparatus for analyte detecting device |
| CN101338024B (zh) * | 2008-08-12 | 2010-12-08 | 浙江大学 | 一种二茂铁基超支化聚合物传感材料的制备方法以及应用 |
| 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 |
| US8436116B2 (en) * | 2009-02-27 | 2013-05-07 | Massachusetts Institute Of Technology | Responsive materials for isolating organic compounds |
| US20100300897A1 (en) | 2009-05-28 | 2010-12-02 | Lifescan, Inc. | Flexible indwelling electrochemical-based biosensor and related methods |
| US8965476B2 (en) | 2010-04-16 | 2015-02-24 | Sanofi-Aventis Deutschland Gmbh | Tissue penetration device |
| WO2012083258A2 (en) | 2010-12-16 | 2012-06-21 | Sensor Innovations, Inc. | Electrochemical sensors |
| AU2012234345A1 (en) * | 2011-03-28 | 2013-09-05 | F. Hoffmann-La Roche Ag | Improved diffusion layer for an enzymatic in-vivo sensor |
| JP2013031408A (ja) * | 2011-08-03 | 2013-02-14 | Sony Corp | 電気応答性機能材料を用いた細胞培養デバイス |
| CA2867766C (en) * | 2012-03-27 | 2018-08-07 | F. Hoffmann-La Roche Ag | Improved spacer membrane for an enzymatic in-vivo sensor |
| KR101239381B1 (ko) * | 2012-05-02 | 2013-03-05 | 주식회사 아이센스 | 산화환원반응용 시약의 안정제 조성물 |
| JP2014194411A (ja) * | 2013-02-28 | 2014-10-09 | Aisin Seiki Co Ltd | 修飾電極、当該修飾電極の製造方法、当該修飾電極を備えるバイオ電池並びにバイオセンサー |
| US10538635B2 (en) * | 2014-06-11 | 2020-01-21 | Parker-Hannifin Corporation | Solid state electrodes and sensors |
| CN104448090B (zh) * | 2014-12-19 | 2017-02-22 | 无锡市人民医院 | 一种侧链含二茂铁共聚物的制备方法 |
| JP6456681B2 (ja) * | 2014-12-24 | 2019-01-23 | アイシン精機株式会社 | 修飾電極、当該修飾電極を備えるバイオ電池並びにバイオセンサー |
| CN106124587B (zh) * | 2016-06-21 | 2018-11-30 | 苏州艾博迈尔新材料有限公司 | 一种薄膜生物电极 |
| CN107814884A (zh) * | 2017-11-06 | 2018-03-20 | 重庆斯泰克瑞登梅尔材料技术有限公司 | 再生型交联聚乙烯吡咯烷酮及其制备方法和应用 |
| SG11202008163TA (en) * | 2018-04-10 | 2020-09-29 | Singapore Health Serv Pte Ltd | An enzyme containing polymer, a sensor containing the same, a monitor and a monitoring method |
| CN109916984B (zh) * | 2019-04-11 | 2021-03-02 | 江南大学 | 一种检测过氧化氢的丝网印刷电极及其制备方法 |
| EP4248200A1 (en) | 2020-11-20 | 2023-09-27 | F. Hoffmann-La Roche AG | Flux-limiting polymer membrane |
| WO2024157495A1 (ja) | 2023-01-27 | 2024-08-02 | キッコーマン株式会社 | 酵素電極及びその製造方法、並びに酵素センサ |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2024268A1 (de) * | 1970-05-19 | 1971-12-02 | Merck Patent Gmbh | Elektronenaustauscher |
| JPS5912135B2 (ja) * | 1977-09-28 | 1984-03-21 | 松下電器産業株式会社 | 酵素電極 |
| JPH0686505B2 (ja) * | 1986-03-10 | 1994-11-02 | キヤノン株式会社 | 活性エネルギ−線硬化型樹脂組成物 |
| US5089112A (en) * | 1989-03-20 | 1992-02-18 | Associated Universities, Inc. | Electrochemical biosensor based on immobilized enzymes and redox polymers |
| US5312590A (en) * | 1989-04-24 | 1994-05-17 | National University Of Singapore | Amperometric sensor for single and multicomponent analysis |
| US5262035A (en) * | 1989-08-02 | 1993-11-16 | E. Heller And Company | Enzyme electrodes |
| DE69119688T2 (de) * | 1990-10-10 | 1997-01-16 | Minnesota Mining & Mfg | Pfropfcopolymere und Pfropfcopolymer-/Protein- Zusammensetzungen |
| US5593852A (en) * | 1993-12-02 | 1997-01-14 | Heller; Adam | Subcutaneous glucose electrode |
| JP3483314B2 (ja) * | 1993-09-28 | 2004-01-06 | 征夫 軽部 | 酵素電極用組成物および酵素固定化電極 |
| AT401653B (de) * | 1994-10-05 | 1996-11-25 | Avl Verbrennungskraft Messtech | Verfahren zur immobilisierung biologischer komponenten in einer polymermatrix sowie biosensoren unter verwendung derartiger immobilisate |
| IT1275482B (it) * | 1995-07-05 | 1997-08-07 | Cooperativa Centro Ricerche Po | Biosensori elettrochimici basati su trasduttori compositi |
| US5639672A (en) * | 1995-10-16 | 1997-06-17 | Lxn Corporation | Electrochemical determination of fructosamine |
| EP0860695B1 (en) * | 1995-10-30 | 2006-01-04 | Arkray, Inc. | Method for measuring an analyte and corresponding device |
| US6285478B1 (en) * | 1998-03-26 | 2001-09-04 | Chorum Technologies Lp | Programmable optical add/drop device |
| US6485703B1 (en) * | 1998-07-31 | 2002-11-26 | The Texas A&M University System | Compositions and methods for analyte detection |
| CA2391423A1 (en) * | 1999-11-15 | 2001-05-25 | Therasense, Inc. | Polymeric transition metal complexes and uses thereof |
| US6376597B1 (en) * | 1999-12-16 | 2002-04-23 | Ppg Industries Ohio, Inc. | Pigment dispersions containing dispersants having pendent hydrophilic polymeric segments prepared by controlled radical polymerization |
| US6573313B2 (en) * | 2001-01-16 | 2003-06-03 | The Hong Kong Polytechnic University | Amphiphilic core-shell latexes |
| US6932894B2 (en) * | 2001-05-15 | 2005-08-23 | Therasense, Inc. | Biosensor membranes composed of polymers containing heterocyclic nitrogens |
| US7052591B2 (en) * | 2001-09-21 | 2006-05-30 | Therasense, Inc. | Electrodeposition of redox polymers and co-electrodeposition of enzymes by coordinative crosslinking |
| SG119187A1 (en) * | 2002-06-28 | 2006-02-28 | Semiconductor Energy Lab | Light emitting device and manufacturing method therefor |
-
2004
- 2004-07-28 US US10/900,511 patent/US7109271B2/en not_active Expired - Lifetime
-
2005
- 2005-07-18 AU AU2005203117A patent/AU2005203117A1/en not_active Abandoned
- 2005-07-18 SG SG200504510A patent/SG119322A1/en unknown
- 2005-07-27 EP EP05254702A patent/EP1621636B1/en not_active Expired - Lifetime
- 2005-07-27 AT AT05254702T patent/ATE454464T1/de not_active IP Right Cessation
- 2005-07-27 ES ES05254702T patent/ES2337265T3/es not_active Expired - Lifetime
- 2005-07-27 DE DE602005018719T patent/DE602005018719D1/de not_active Expired - Lifetime
- 2005-07-27 TW TW094125341A patent/TWI393727B/zh not_active IP Right Cessation
- 2005-07-27 KR KR1020050068285A patent/KR101214393B1/ko not_active Expired - Fee Related
- 2005-07-27 JP JP2005216928A patent/JP4799945B2/ja not_active Expired - Fee Related
- 2005-07-28 CA CA002513947A patent/CA2513947A1/en not_active Abandoned
- 2005-07-28 CN CN200510098053A patent/CN100575939C/zh not_active Expired - Fee Related
-
2006
- 2006-05-04 US US11/429,518 patent/US7429630B2/en not_active Expired - Lifetime
-
2007
- 2007-10-19 US US11/875,681 patent/US7592151B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| KR101214393B1 (ko) | 2012-12-21 |
| KR20060048805A (ko) | 2006-05-18 |
| US20080035479A1 (en) | 2008-02-14 |
| US20060025550A1 (en) | 2006-02-02 |
| US7109271B2 (en) | 2006-09-19 |
| US7429630B2 (en) | 2008-09-30 |
| ATE454464T1 (de) | 2010-01-15 |
| CN100575939C (zh) | 2009-12-30 |
| CA2513947A1 (en) | 2006-01-28 |
| TWI393727B (zh) | 2013-04-21 |
| ES2337265T3 (es) | 2010-04-22 |
| US20060205885A1 (en) | 2006-09-14 |
| SG119322A1 (en) | 2006-02-28 |
| JP2006078468A (ja) | 2006-03-23 |
| CN1727882A (zh) | 2006-02-01 |
| EP1621636A1 (en) | 2006-02-01 |
| JP4799945B2 (ja) | 2011-10-26 |
| US7592151B2 (en) | 2009-09-22 |
| TW200619241A (en) | 2006-06-16 |
| HK1086304A1 (en) | 2006-09-15 |
| DE602005018719D1 (de) | 2010-02-25 |
| EP1621636B1 (en) | 2010-01-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US7109271B2 (en) | Redox polymers for use in electrochemical-based sensors | |
| US7351770B2 (en) | Ionic hydrophilic high molecular weight redox polymers for use in enzymatic electrochemical-based sensors | |
| AU2005203545B2 (en) | Electrochemical-based sensor with a redox polymer and redox enzyme entrapped by a dialysis membrane | |
| HK1086304B (en) | Redox polymers for use in electrochemical-based sensors | |
| Slaughter | Fabrication of nanoindented electrodes for glucose detection | |
| Himuro et al. | High performance of enzymatic glucose sensor with polymeric mediator for blood analysis | |
| HK1088044B (en) | Ionic hydrophilic high molecular weight redox polymers for use in enzymatic electrochemical-based sensors | |
| CN119487389A (zh) | 包含导电性碳填料的试剂层、具有该试剂层的传感器以及该试剂层的形成方法 | |
| HK1087153B (en) | Electrochemical-based sensor with a redox polymer and redox enzyme entrapped by a dialysis membrane | |
| Lan | Amperometric glucose biosensors based on redox polymers |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK1 | Application lapsed section 142(2)(a) - no request for examination in relevant period |