JP2005516068A - 電気化学的糖質センサー - Google Patents
電気化学的糖質センサー Download PDFInfo
- Publication number
- JP2005516068A JP2005516068A JP2003564056A JP2003564056A JP2005516068A JP 2005516068 A JP2005516068 A JP 2005516068A JP 2003564056 A JP2003564056 A JP 2003564056A JP 2003564056 A JP2003564056 A JP 2003564056A JP 2005516068 A JP2005516068 A JP 2005516068A
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- JP
- Japan
- Prior art keywords
- group
- compound
- glucose
- reporter
- atomic
- 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.)
- Pending
Links
- 150000001720 carbohydrates Chemical class 0.000 title claims abstract description 63
- 150000001875 compounds Chemical class 0.000 claims abstract description 72
- 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 claims abstract description 67
- 235000014633 carbohydrates Nutrition 0.000 claims abstract description 61
- 239000008103 glucose Substances 0.000 claims abstract description 60
- 125000005647 linker group Chemical group 0.000 claims abstract description 23
- 125000002524 organometallic group Chemical group 0.000 claims abstract description 19
- 125000006850 spacer group Chemical group 0.000 claims abstract description 16
- 125000005620 boronic acid group Chemical group 0.000 claims abstract description 10
- 125000006853 reporter group Chemical group 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 125000001072 heteroaryl group Chemical group 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 11
- 125000003277 amino group Chemical group 0.000 claims description 11
- -1 acryl group Chemical group 0.000 claims description 8
- 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 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 125000002009 alkene group Chemical group 0.000 claims description 6
- 125000002355 alkine group Chemical group 0.000 claims description 6
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 4
- 150000003512 tertiary amines Chemical class 0.000 abstract description 9
- 125000001302 tertiary amino group Chemical group 0.000 abstract 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 58
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 32
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 229940125904 compound 1 Drugs 0.000 description 17
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 16
- 239000002904 solvent Substances 0.000 description 15
- 238000001903 differential pulse voltammetry Methods 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 9
- 238000001318 differential pulse voltammogram Methods 0.000 description 8
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 8
- 235000019341 magnesium sulphate Nutrition 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 229930091371 Fructose Natural products 0.000 description 7
- 239000005715 Fructose Substances 0.000 description 7
- 239000012299 nitrogen atmosphere Substances 0.000 description 7
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 6
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 6
- 238000003556 assay Methods 0.000 description 6
- 238000001514 detection method Methods 0.000 description 6
- 229930182830 galactose Natural products 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 108090000790 Enzymes Proteins 0.000 description 4
- 102000004190 Enzymes Human genes 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- 229940088598 enzyme Drugs 0.000 description 4
- 230000003993 interaction Effects 0.000 description 4
- 229910000033 sodium borohydride Inorganic materials 0.000 description 4
- 239000012279 sodium borohydride Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- RIWRFSMVIUAEBX-UHFFFAOYSA-N n-methyl-1-phenylmethanamine Chemical compound CNCC1=CC=CC=C1 RIWRFSMVIUAEBX-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- KHJIZHREIBVCAW-UHFFFAOYSA-N 2-[(2-bromophenyl)methyl]-1,3,2-dioxaborinane Chemical compound BrC1=CC=CC=C1CB1OCCCO1 KHJIZHREIBVCAW-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RFSUNEUAIZKAJO-VRPWFDPXSA-N D-Fructose Natural products OC[C@H]1OC(O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-VRPWFDPXSA-N 0.000 description 2
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 description 2
- 239000012267 brine Substances 0.000 description 2
- 229940125782 compound 2 Drugs 0.000 description 2
- 229940126214 compound 3 Drugs 0.000 description 2
- 229940125898 compound 5 Drugs 0.000 description 2
- 238000002484 cyclic voltammetry Methods 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000000835 electrochemical detection Methods 0.000 description 2
- 230000005518 electrochemistry Effects 0.000 description 2
- 238000001807 normal pulse voltammetry Methods 0.000 description 2
- 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 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 2
- 239000008363 phosphate buffer Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000000083 pulse voltammetry Methods 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- 238000004365 square wave voltammetry Methods 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 150000000185 1,3-diols Chemical class 0.000 description 1
- 125000006280 2-bromobenzyl group Chemical group [H]C1=C([H])C(Br)=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 206010001367 Adrenal insufficiency Diseases 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 108010015776 Glucose oxidase Proteins 0.000 description 1
- 239000004366 Glucose oxidase Substances 0.000 description 1
- 229920002527 Glycogen Polymers 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 238000012897 Levenberg–Marquardt algorithm Methods 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 239000002879 Lewis base Substances 0.000 description 1
- 235000019502 Orange oil Nutrition 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 208000017515 adrenocortical insufficiency Diseases 0.000 description 1
- 239000012491 analyte Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000012736 aqueous medium Substances 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
- 239000010839 body fluid Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- FSCUSVNBJPMSBE-UHFFFAOYSA-N cyclopenta-1,3-diene 1-cyclopenta-2,4-dien-1-yl-N-methylmethanamine iron(2+) Chemical compound [Fe++].c1cc[cH-]c1.CNC[c-]1cccc1 FSCUSVNBJPMSBE-UHFFFAOYSA-N 0.000 description 1
- HHGAJIKAUQWFKH-UHFFFAOYSA-N cyclopentane;cyclopentylboronic acid;iron Chemical compound [Fe].[CH]1[CH][CH][CH][CH]1.OB(O)[C]1[CH][CH][CH][CH]1 HHGAJIKAUQWFKH-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- 238000002848 electrochemical method Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000007515 enzymatic degradation Effects 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000002523 gelfiltration Methods 0.000 description 1
- 229910021397 glassy carbon Inorganic materials 0.000 description 1
- 150000002303 glucose derivatives Chemical class 0.000 description 1
- 230000009229 glucose formation Effects 0.000 description 1
- 229940116332 glucose oxidase Drugs 0.000 description 1
- 235000019420 glucose oxidase Nutrition 0.000 description 1
- 229940096919 glycogen Drugs 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 150000007527 lewis bases Chemical class 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- XELZGAJCZANUQH-UHFFFAOYSA-N methyl 1-acetylthieno[3,2-c]pyrazole-5-carboxylate Chemical compound CC(=O)N1N=CC2=C1C=C(C(=O)OC)S2 XELZGAJCZANUQH-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- HUOLQRCLUIBWIH-UHFFFAOYSA-N n'-benzylhexane-1,6-diamine Chemical compound NCCCCCCNCC1=CC=CC=C1 HUOLQRCLUIBWIH-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000033116 oxidation-reduction process Effects 0.000 description 1
- 230000010412 perfusion Effects 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000027756 respiratory electron transport chain Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 238000004127 tast polarography Methods 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 238000001075 voltammogram Methods 0.000 description 1
Images
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
- C12Q1/54—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving glucose or galactose
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Zoology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Emergency Medicine (AREA)
- Biotechnology (AREA)
- Immunology (AREA)
- Microbiology (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Saccharide Compounds (AREA)
- Investigating Or Analysing Biological Materials (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/060,790 US6664407B2 (en) | 2000-12-04 | 2002-01-30 | Electrochemical saccharide sensor |
| PCT/US2003/002915 WO2003064434A1 (en) | 2002-01-30 | 2003-01-29 | Electrochemical saccharide sensor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005516068A true JP2005516068A (ja) | 2005-06-02 |
| JP2005516068A5 JP2005516068A5 (https=) | 2008-08-28 |
Family
ID=27658342
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003564056A Pending JP2005516068A (ja) | 2002-01-30 | 2003-01-29 | 電気化学的糖質センサー |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US6664407B2 (https=) |
| EP (1) | EP1470133B1 (https=) |
| JP (1) | JP2005516068A (https=) |
| DE (1) | DE60323459D1 (https=) |
| WO (1) | WO2003064434A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017521358A (ja) * | 2014-04-23 | 2017-08-03 | グルコベーション, インコーポレーテッドGlucovation, Inc. | 被分析物を測定するための非酵素的電気化学センサ |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003094926A1 (en) | 2002-05-14 | 2003-11-20 | North Carolina State University | Fluorescent sensor compounds for detecting saccharides |
| US20090014340A1 (en) * | 2007-06-15 | 2009-01-15 | Williams John R | Devices, systems, and methods for measuring glucose |
| US8181531B2 (en) * | 2008-06-27 | 2012-05-22 | Edwin Carlen | Accessible stress-based electrostatic monitoring of chemical reactions and binding |
| US9011670B2 (en) * | 2008-08-14 | 2015-04-21 | The Charles Stark Draper Laboratory, Inc. | Three-dimensional metal ion sensor arrays on printed circuit boards |
| US8691075B2 (en) * | 2009-12-30 | 2014-04-08 | Roche Diagnostics Operations, Inc. | Method for measuring analyte concentration in a liquid sample |
| EP2663570B1 (en) * | 2011-01-11 | 2018-07-18 | Lightship Medical Limited | Glucose sensor molecule |
| CN107860732B (zh) * | 2017-04-19 | 2019-05-24 | 南京晓庄学院 | 一种多信号探针的用途 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2284809B (en) * | 1993-11-07 | 1998-04-29 | Japan Res Dev Corp | A fluorescent phenylboronic acid suitable for use in the detection of saccharides |
| US5803770A (en) | 1994-02-23 | 1998-09-08 | Baxter International Inc. | Connector for electrical cable and method of making |
| US6387672B1 (en) * | 2000-12-04 | 2002-05-14 | Beckman Coulter, Inc. | Photo-induced electron transfer fluorescent sensor molecules |
| US6800451B2 (en) * | 2001-01-05 | 2004-10-05 | Sensors For Medicine And Science, Inc. | Detection of glucose in solutions also containing an alpha-hydroxy acid or a beta-diketone |
| WO2002078947A1 (en) * | 2001-04-02 | 2002-10-10 | Prolinx Incorporated | Sensor surfaces for detecting analytes |
-
2002
- 2002-01-30 US US10/060,790 patent/US6664407B2/en not_active Expired - Lifetime
-
2003
- 2003-01-29 JP JP2003564056A patent/JP2005516068A/ja active Pending
- 2003-01-29 WO PCT/US2003/002915 patent/WO2003064434A1/en not_active Ceased
- 2003-01-29 DE DE60323459T patent/DE60323459D1/de not_active Expired - Lifetime
- 2003-01-29 EP EP03707635A patent/EP1470133B1/en not_active Expired - Lifetime
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017521358A (ja) * | 2014-04-23 | 2017-08-03 | グルコベーション, インコーポレーテッドGlucovation, Inc. | 被分析物を測定するための非酵素的電気化学センサ |
| JP2019164139A (ja) * | 2014-04-23 | 2019-09-26 | テルモ株式会社 | 被分析物を測定するための非酵素的電気化学センサ |
| US10761053B2 (en) | 2014-04-23 | 2020-09-01 | Terumo Kabushiki Kaisha | Non-enzymatic electrochemical sensor for measuring analytes |
| JP2022101652A (ja) * | 2014-04-23 | 2022-07-06 | テルモ株式会社 | 被分析物を測定するための非酵素的電気化学センサ |
| JP7361153B2 (ja) | 2014-04-23 | 2023-10-13 | テルモ株式会社 | 被分析物を測定するための非酵素的電気化学センサ |
| JP2023175894A (ja) * | 2014-04-23 | 2023-12-12 | テルモ株式会社 | 被分析物を測定するための非酵素的電気化学センサ |
| JP7535641B2 (ja) | 2014-04-23 | 2024-08-16 | テルモ株式会社 | 被分析物を測定するための非酵素的電気化学センサ |
| US12188898B2 (en) | 2014-04-23 | 2025-01-07 | Terumo Kabushiki Kaisha | Non-enzymatic electrochemical sensor for measuring analytes |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1470133A4 (en) | 2006-05-31 |
| EP1470133B1 (en) | 2008-09-10 |
| DE60323459D1 (de) | 2008-10-23 |
| US6664407B2 (en) | 2003-12-16 |
| WO2003064434A1 (en) | 2003-08-07 |
| US20020164671A1 (en) | 2002-11-07 |
| EP1470133A1 (en) | 2004-10-27 |
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