JP5453314B2 - 電気化学的検出に用いる改良型試薬組成物 - Google Patents
電気化学的検出に用いる改良型試薬組成物 Download PDFInfo
- Publication number
- JP5453314B2 JP5453314B2 JP2010543265A JP2010543265A JP5453314B2 JP 5453314 B2 JP5453314 B2 JP 5453314B2 JP 2010543265 A JP2010543265 A JP 2010543265A JP 2010543265 A JP2010543265 A JP 2010543265A JP 5453314 B2 JP5453314 B2 JP 5453314B2
- Authority
- JP
- Japan
- Prior art keywords
- benzophenoxazine
- dimethylamino
- coenzyme
- reagent
- chloride
- 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.)
- Active
Links
- 239000003153 chemical reaction reagent Substances 0.000 title claims description 103
- 238000000835 electrochemical detection Methods 0.000 title claims description 14
- 239000000203 mixture Substances 0.000 title description 18
- 239000005515 coenzyme Substances 0.000 claims description 64
- 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 description 50
- 239000008103 glucose Substances 0.000 claims description 50
- 150000004696 coordination complex Chemical class 0.000 claims description 47
- 108090000854 Oxidoreductases Proteins 0.000 claims description 45
- 102000004316 Oxidoreductases Human genes 0.000 claims description 45
- 239000003795 chemical substances by application Substances 0.000 claims description 44
- -1 ruthenium coordination complex Chemical class 0.000 claims description 31
- 108010050375 Glucose 1-Dehydrogenase Proteins 0.000 claims description 30
- 239000000758 substrate Substances 0.000 claims description 29
- HWYNRVXFYFQSID-UHFFFAOYSA-M benzo[a]phenoxazin-9-ylidene(dimethyl)azanium;chloride Chemical compound [Cl-].C1=CC=C2C(N=C3C=CC(C=C3O3)=[N+](C)C)=C3C=CC2=C1 HWYNRVXFYFQSID-UHFFFAOYSA-M 0.000 claims description 27
- 229910052707 ruthenium Inorganic materials 0.000 claims description 27
- 239000011714 flavin adenine dinucleotide Substances 0.000 claims description 26
- 239000000126 substance Substances 0.000 claims description 26
- BZAQMGZYZWMMRU-UHFFFAOYSA-N benzo[a]phenoxazin-9-ylidene(dimethyl)azanium Chemical compound C1=CC=C2C(N=C3C=CC(C=C3O3)=[N+](C)C)=C3C=CC2=C1 BZAQMGZYZWMMRU-UHFFFAOYSA-N 0.000 claims description 25
- VWWQXMAJTJZDQX-UYBVJOGSSA-N flavin adenine dinucleotide Chemical group C1=NC2=C(N)N=CN=C2N1[C@@H]([C@H](O)[C@@H]1O)O[C@@H]1CO[P@](O)(=O)O[P@@](O)(=O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C2=NC(=O)NC(=O)C2=NC2=C1C=C(C)C(C)=C2 VWWQXMAJTJZDQX-UYBVJOGSSA-N 0.000 claims description 23
- 235000019162 flavin adenine dinucleotide Nutrition 0.000 claims description 23
- 229940093632 flavin-adenine dinucleotide Drugs 0.000 claims description 23
- 239000002777 nucleoside Substances 0.000 claims description 21
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical group [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 18
- 239000012327 Ruthenium complex Substances 0.000 claims description 15
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 15
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 15
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 15
- UOVTXCOUQSQRBQ-UHFFFAOYSA-N n,n-dimethyl-12h-naphtho[2,3-h][1,2]benzoxazin-7-amine Chemical compound C1C2=CC=CC=C2C(N(C)C)=C2C1=C1ON=CC=C1C=C2 UOVTXCOUQSQRBQ-UHFFFAOYSA-N 0.000 claims description 15
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical class [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 14
- 238000000151 deposition Methods 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- 238000001514 detection method Methods 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 229950006238 nadide Drugs 0.000 claims description 8
- 229930027945 nicotinamide-adenine dinucleotide Natural products 0.000 claims description 8
- 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 claims description 7
- 229910052762 osmium Inorganic materials 0.000 claims description 6
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 claims description 6
- 150000003303 ruthenium Chemical class 0.000 claims description 6
- 229930024421 Adenine Natural products 0.000 claims description 3
- 229960000643 adenine Drugs 0.000 claims description 3
- 125000004072 flavinyl group Chemical group 0.000 claims description 3
- 150000005480 nicotinamides Chemical class 0.000 claims 5
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 claims 2
- 239000000523 sample Substances 0.000 description 72
- 238000012360 testing method Methods 0.000 description 72
- 239000010410 layer Substances 0.000 description 55
- 239000008280 blood Substances 0.000 description 49
- 210000004369 blood Anatomy 0.000 description 49
- YOSZEPWSVKKQOV-UHFFFAOYSA-N 12h-benzo[a]phenoxazine Chemical compound C1=CC=CC2=C3NC4=CC=CC=C4OC3=CC=C21 YOSZEPWSVKKQOV-UHFFFAOYSA-N 0.000 description 29
- DAYLJWODMCOQEW-TURQNECASA-N NMN zwitterion Chemical compound NC(=O)C1=CC=C[N+]([C@H]2[C@@H]([C@H](O)[C@@H](COP(O)([O-])=O)O2)O)=C1 DAYLJWODMCOQEW-TURQNECASA-N 0.000 description 16
- TZMSYXZUNZXBOL-UHFFFAOYSA-N 10H-phenoxazine Chemical compound C1=CC=C2NC3=CC=CC=C3OC2=C1 TZMSYXZUNZXBOL-UHFFFAOYSA-N 0.000 description 13
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 12
- 239000000872 buffer Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 238000007254 oxidation reaction Methods 0.000 description 7
- 102000004190 Enzymes Human genes 0.000 description 6
- 108090000790 Enzymes Proteins 0.000 description 6
- 238000000840 electrochemical analysis Methods 0.000 description 6
- 229940088598 enzyme Drugs 0.000 description 6
- 229910052742 iron Inorganic materials 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 238000006479 redox reaction Methods 0.000 description 6
- 229910052723 transition metal Inorganic materials 0.000 description 6
- 150000003624 transition metals Chemical class 0.000 description 6
- BAWFJGJZGIEFAR-NNYOXOHSSA-O NAD(+) 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-O 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000006722 reduction reaction Methods 0.000 description 5
- 239000012491 analyte Substances 0.000 description 4
- 229920001983 poloxamer Polymers 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 230000035945 sensitivity Effects 0.000 description 4
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 3
- VEPOHXYIFQMVHW-XOZOLZJESA-N 2,3-dihydroxybutanedioic acid (2S,3S)-3,4-dimethyl-2-phenylmorpholine Chemical compound OC(C(O)C(O)=O)C(O)=O.C[C@H]1[C@@H](OCCN1C)c1ccccc1 VEPOHXYIFQMVHW-XOZOLZJESA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 108010015776 Glucose oxidase Proteins 0.000 description 3
- 239000004366 Glucose oxidase Substances 0.000 description 3
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940116332 glucose oxidase Drugs 0.000 description 3
- 235000019420 glucose oxidase Nutrition 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229950000688 phenothiazine Drugs 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 2
- 229920002023 Pluronic® F 87 Polymers 0.000 description 2
- 229920002057 Pluronic® P 103 Polymers 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- XJLXINKUBYWONI-DQQFMEOOSA-N [[(2r,3r,4r,5r)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2s,3r,4s,5s)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate 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](OP(O)(O)=O)[C@@H](O3)N3C4=NC=NC(N)=C4N=C3)O)O2)O)=C1 XJLXINKUBYWONI-DQQFMEOOSA-N 0.000 description 2
- 239000000370 acceptor Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000012472 biological sample Substances 0.000 description 2
- 210000001124 body fluid Anatomy 0.000 description 2
- 239000010839 body fluid Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 235000017471 coenzyme Q10 Nutrition 0.000 description 2
- ACTIUHUUMQJHFO-UPTCCGCDSA-N coenzyme Q10 Chemical compound COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O ACTIUHUUMQJHFO-UPTCCGCDSA-N 0.000 description 2
- 238000013500 data storage Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- FMUZINXFEQPBBL-UHFFFAOYSA-N n,n-dimethyl-12h-naphtho[7,6-h][1,2]benzoxazin-8-amine Chemical compound C1C2=C3ON=CC=C3C=CC2=CC2=C1C=CC=C2N(C)C FMUZINXFEQPBBL-UHFFFAOYSA-N 0.000 description 2
- 239000002773 nucleotide Substances 0.000 description 2
- 125000003729 nucleotide group Chemical group 0.000 description 2
- 150000002991 phenoxazines Chemical class 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- YAYGSLOSTXKUBW-UHFFFAOYSA-N ruthenium(2+) Chemical compound [Ru+2] YAYGSLOSTXKUBW-UHFFFAOYSA-N 0.000 description 2
- 210000003296 saliva Anatomy 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 210000002700 urine Anatomy 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- IDAUIDYDSFARON-UHFFFAOYSA-N 12h-naphtho[2,3-h][1,2]benzoxazine Chemical compound C1=NOC2=C3CC4=CC=CC=C4C=C3C=CC2=C1 IDAUIDYDSFARON-UHFFFAOYSA-N 0.000 description 1
- LJCNDNBULVLKSG-UHFFFAOYSA-N 2-aminoacetic acid;butane Chemical compound CCCC.CCCC.NCC(O)=O LJCNDNBULVLKSG-UHFFFAOYSA-N 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- 108010025188 Alcohol oxidase Proteins 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- ZDLPBJYATYDGKZ-UHFFFAOYSA-N CN(C=1C=CC=2NC=3C4=C(C(=CC3OC2C1)N)C=CC=C4)C Chemical compound CN(C=1C=CC=2NC=3C4=C(C(=CC3OC2C1)N)C=CC=C4)C ZDLPBJYATYDGKZ-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- ACTIUHUUMQJHFO-UHFFFAOYSA-N Coenzym Q10 Natural products COC1=C(OC)C(=O)C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=C(C)C1=O ACTIUHUUMQJHFO-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- 101710088194 Dehydrogenase Proteins 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- YPZRHBJKEMOYQH-UYBVJOGSSA-N FADH2 Chemical compound C1=NC2=C(N)N=CN=C2N1[C@@H]([C@H](O)[C@@H]1O)O[C@@H]1COP(O)(=O)OP(O)(=O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C(NC(=O)NC2=O)=C2NC2=C1C=C(C)C(C)=C2 YPZRHBJKEMOYQH-UYBVJOGSSA-N 0.000 description 1
- YTNIXZGTHTVJBW-SCRDCRAPSA-N FMNH2 Chemical compound OP(=O)(O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2NC2=C1NC(=O)NC2=O YTNIXZGTHTVJBW-SCRDCRAPSA-N 0.000 description 1
- RGHNJXZEOKUKBD-SQOUGZDYSA-N Gluconic acid Natural products OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 1
- 102100025591 Glycerate kinase Human genes 0.000 description 1
- 102000004877 Insulin Human genes 0.000 description 1
- 108090001061 Insulin Proteins 0.000 description 1
- 108010073450 Lactate 2-monooxygenase Proteins 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 108010013563 Lipoprotein Lipase Proteins 0.000 description 1
- 102100022119 Lipoprotein lipase Human genes 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- 208000016222 Pancreatic disease Diseases 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 108010042687 Pyruvate Oxidase Proteins 0.000 description 1
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 102000000019 Sterol Esterase Human genes 0.000 description 1
- 108010055297 Sterol Esterase Proteins 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229920002359 Tetronic® Polymers 0.000 description 1
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 description 1
- 108010092464 Urate Oxidase Proteins 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- RKTYLMNFRDHKIL-UHFFFAOYSA-N copper;5,10,15,20-tetraphenylporphyrin-22,24-diide Chemical compound [Cu+2].C1=CC(C(=C2C=CC([N-]2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3[N-]2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 RKTYLMNFRDHKIL-UHFFFAOYSA-N 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 229940124447 delivery agent Drugs 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 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 1
- 239000000706 filtrate Substances 0.000 description 1
- FVTCRASFADXXNN-SCRDCRAPSA-N flavin mononucleotide Chemical compound OP(=O)(O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O FVTCRASFADXXNN-SCRDCRAPSA-N 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 108010086476 glycerate kinase Proteins 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 150000002443 hydroxylamines Chemical class 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229940125396 insulin Drugs 0.000 description 1
- UETZVSHORCDDTH-UHFFFAOYSA-N iron(2+);hexacyanide Chemical compound [Fe+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] UETZVSHORCDDTH-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 230000008376 long-term health Effects 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- SHXOKQKTZJXHHR-UHFFFAOYSA-N n,n-diethyl-5-iminobenzo[a]phenoxazin-9-amine;hydrochloride Chemical compound [Cl-].C1=CC=C2C3=NC4=CC=C(N(CC)CC)C=C4OC3=CC(=[NH2+])C2=C1 SHXOKQKTZJXHHR-UHFFFAOYSA-N 0.000 description 1
- IEEHERDEHYLSLU-UHFFFAOYSA-N n,n-dimethyl-12h-benzo[a]phenoxazin-9-amine Chemical group C1=CC2=CC=CC=C2C2=C1OC1=CC(N(C)C)=CC=C1N2 IEEHERDEHYLSLU-UHFFFAOYSA-N 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- BOPGDPNILDQYTO-NNYOXOHSSA-N nicotinamide-adenine dinucleotide Chemical compound C1=CCC(C(=O)N)=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2[C@H]([C@@H](O)[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)O)O1 BOPGDPNILDQYTO-NNYOXOHSSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002832 nitroso derivatives Chemical class 0.000 description 1
- 125000003835 nucleoside group Chemical group 0.000 description 1
- 150000002907 osmium Chemical class 0.000 description 1
- 150000004880 oxines Chemical class 0.000 description 1
- 239000013610 patient sample Substances 0.000 description 1
- 150000002988 phenazines Chemical class 0.000 description 1
- 150000002990 phenothiazines Chemical class 0.000 description 1
- 125000001644 phenoxazinyl group Chemical group C1(=CC=CC=2OC3=CC=CC=C3NC12)* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- MMXZSJMASHPLLR-UHFFFAOYSA-K pyrroloquinoline quinone(3-) 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-K 0.000 description 1
- 150000004059 quinone derivatives Chemical class 0.000 description 1
- 230000036647 reaction Effects 0.000 description 1
- NPCOQXAVBJJZBQ-UHFFFAOYSA-N reduced coenzyme Q9 Natural products COC1=C(O)C(C)=C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)C(O)=C1OC NPCOQXAVBJJZBQ-UHFFFAOYSA-N 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- BPEVHDGLPIIAGH-UHFFFAOYSA-N ruthenium(3+) Chemical compound [Ru+3] BPEVHDGLPIIAGH-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- CSKVLUWCGPWCQR-UHFFFAOYSA-M sodium;3-hydroxypropane-1-sulfonate Chemical compound [Na+].OCCCS([O-])(=O)=O CSKVLUWCGPWCQR-UHFFFAOYSA-M 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 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
- C12Q1/005—Enzyme electrodes involving specific analytes or enzymes
- C12Q1/006—Enzyme electrodes involving specific analytes or enzymes for glucose
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T29/00—Metal working
- Y10T29/53—Means to assemble or disassemble
- Y10T29/5313—Means to assemble electrical device
- Y10T29/532—Conductor
- Y10T29/53204—Electrode
Description
本発明は、電気化学的検出装置に関し、より詳しくは、血糖レベルを電気化学的に検出する装置及び方法に関する。
であってもよい。例えば、ルテニウムヘキサミンは、明瞭な正八面体構造を有する配位錯体であり、6つのNH3配位子(6つの各配位子上の形式電荷は0である)が、中心のルテニウムに対して供与型結合をする。有機遷移金属錯体、配位錯体、及び結合遷移金属については、Collman等,Principles and Applications of Organotransition Metal Chemistry(1987年)、及び、Miessler & Tarr,Inorganic Chemistry(1991年)、により詳しく解説されており、その全体は参照により本書に組み込まれる。本発明の一実施形態において、配位錯体は、鉄、ルテニウム、及びオスミウムの各錯体から選択される。
一実施形態において、試薬層は、特定のブドウ糖濃度を測定するために、血液サンプル内のブドウ糖と反応する。試薬層は、酸化還元酵素と、補酵素と、伝達物質剤と、を含んで構成される。伝達物質剤は、少なくとも1つの電気活性有機分子と、少なくとも1つの配位錯体と、を含んで構成される。少なくとも1つの電気活性有機分子は、フェナジン、フェノチアジン、フェノキサジン、又はこれらの塩、から単独で選択される。少なくとも1つの配位錯体は、鉄、オスミウム、又はルテニウムの各錯体から単独で選択される。好ましい実施形態において、少なくとも1つの電気活性有機分子は、フェノキサジニウム塩であり、少なくとも1つの配位錯体は、ルテニウム錯体である。
Claims (26)
- ブドウ糖酸化還元酵素と、
フラビン・ヌクレオシド及びニコチンアミド・ヌクレオチドから選択された補酵素と、
9−(ジメチルアミノ)ベンゾフェノキサジン−7−イウム=クロリド、N−(9H−ベンゾフェノキサジン−9−イリデン)−N−メチルメタンアミニウム=クロリド、8−ジメチルアミノ−2,3−ベンゾフェノキサジン=ヘミ(塩化亜鉛)塩、7−ジメチルアミノ−1,2−ベンゾフェノキサジン、又は8−ジメチルアミノ−2,3−ベンゾフェノキサジンから単独で選択された少なくとも1つの電気活性有機分子、及び、オスミウム又はルテニウムの各錯体から単独で選択される少なくとも1つの配位錯体、を含んで構成される伝達物質剤と、
を含んで構成される検体の検出用試薬。 - 前記補酵素はフラビン・アデニン・ジヌクレオチドである、請求項1に記載の試薬。
- 前記ブドウ糖酸化還元酵素は、ブドウ糖脱水素酵素である、請求項1に記載の試薬。
- 前記少なくとも1つの配位錯体は、ルテニウム錯体である、請求項1に記載の試薬。
- ブドウ糖酸化還元酵素と、
フラビン・ヌクレオシド及びニコチンアミド・ヌクレオチドから選択された補酵素と、
9−(ジメチルアミノ)ベンゾフェノキサジン−7−イウム=クロリド、N−(9H−ベンゾフェノキサジン−9−イリデン)−N−メチルメタンアミニウム=クロリド、8−ジメチルアミノ−2,3−ベンゾフェノキサジン=ヘミ(塩化亜鉛)塩、7−ジメチルアミノ−1,2−ベンゾフェノキサジン、又は8−ジメチルアミノ−2,3−ベンゾフェノキサジンから単独で選択された少なくとも1つの電気活性有機分子、及び、少なくとも1つのルテニウム配位錯体、を含んで構成された伝達物質剤と、
を含んで構成される検体の検出用試薬。 - 前記ブドウ糖酸化還元酵素は、ブドウ糖脱水素酵素である、請求項5に記載の試薬。
- 前記フラビン・ヌクレオシド補酵素は、フラビン・アデニン・ジヌクレオチドである、請求項5に記載の試薬。
- 前記配位錯体は、ルテニウムヘキサミンである、請求項5に記載の試薬。
- ブドウ糖酸化還元酵素と、
フラビン・ヌクレオシド及びニコチンアミド・ヌクレオチドから選択された補酵素と、
9−(ジメチルアミノ)ベンゾフェノキサジン−7−イウム=クロリド、N−(9H−ベンゾフェノキサジン−9−イリデン)−N−メチルメタンアミニウム=クロリド、8−ジメチルアミノ−2,3−ベンゾフェノキサジン=ヘミ(塩化亜鉛)塩、7−ジメチルアミノ−1,2−ベンゾフェノキサジン、又は、8−ジメチルアミノ−2,3−ベンゾフェノキサジン、から単独で選択された少なくとも1つの電気活性有機分子、及び、ルテニウムヘキサミン、を含んで構成された伝達物質剤と、
を含んで構成される検体の検出用試薬。 - 前記ブドウ糖酸化還元酵素は、ブドウ糖脱水素酵素である、請求項9に記載の試薬。
- 前記補酵素は、フラビン・アデニン・ジヌクレオチドである、請求項9に記載の試薬。
- ブドウ糖脱水素酵素と、
フラビン・アデニン・ジヌクレオチド及びニコチンアミド・アデニン・ジヌクレオチドから選択された補酵素と、
9−(ジメチルアミノ)ベンゾフェノキサジン−7−イウム=クロリド、N−(9H−ベンゾフェノキサジン−9−イリデン)−N−メチルメタンアミニウム=クロリド、8−ジメチルアミノ−2,3−ベンゾフェノキサジン=ヘミ(塩化亜鉛)塩、7−ジメチルアミノ−1,2−ベンゾフェノキサジン、又は8−ジメチルアミノ−2,3−ベンゾフェノキサジンから単独で選択された少なくとも1つの電気活性有機分子、及び、少なくとも1つのルテニウム錯体、を含んで構成された伝達物質剤と、
を含んで構成される検体の検出用試薬。 - 前記少なくとも1つのルテニウム錯体は、ルテニウムヘキサミンである、請求項12に記載の試薬。
- 基材と、
作用電極と、
対電極と、
少なくとも1つの試薬層と、
を含んで構成され、
前記少なくとも1つの試薬層が、請求項1、5、9又は12のいずれか1つに記載された試薬を含んで構成された電気化学的検出装置のストリップ。 - 前記補酵素は、フラビン・アデニン・ジヌクレオチドである、請求項14に記載の電気化学的検出装置のストリップ。
- 前記ブドウ糖酸化還元酵素は、ブドウ糖脱水素酵素である、請求項14に記載の電気化学的検出装置のストリップ。
- 基材と、
作用電極と、
対電極と、
少なくとも1つの試薬層と、
を含んで構成され、
前記少なくとも1つの試薬層が、ブドウ糖酸化還元酵素と、フラビン・ヌクレオシド及びニコチンアミド・ヌクレオチドから選択された補酵素と、伝達物質剤と、を含んで構成され、
前記伝達物質剤が、少なくとも1つの電気活性有機分子と、少なくとも1つの配位錯体と、を含んで構成され、
前記少なくとも1つの電気活性有機分子が、9−(ジメチルアミノ)ベンゾフェノキサジン−7−イウム=クロリド、N−(9H−ベンゾフェノキサジン−9−イリデン)−N−メチルメタンアミニウム=クロリド、8−ジメチルアミノ−2,3−ベンゾフェノキサジン=ヘミ(塩化亜鉛)塩、7−ジメチルアミノ−1,2−ベンゾフェノキサジン、又は、8−ジメチルアミノ−2,3−ベンゾフェノキサジン、から単独で選択され、
前記少なくとも1つの配位錯体は、ルテニウムヘキサミンである、電気化学的検出装置のストリップ。 - 前記ブドウ糖酸化還元酵素は、ブドウ糖脱水素酵素である、請求項17に記載の電気化学的検出装置のストリップ。
- 前記補酵素は、フラビン・アデニン・ジヌクレオチドである、請求項17に記載の電気化学的検出装置のストリップ。
- 基材と、
作用電極と、
対電極と、
少なくとも1つの試薬層と、
を含んで構成され、
前記少なくとも1つの試薬層が、ブドウ糖脱水素酵素と、フラビン・アデニン・ジヌクレオチド及びニコチンアミド・アデニン・ジヌクレオチドから選択された補酵素と、伝達物質剤と、を含んで構成され、
前記伝達物質剤が、9−(ジメチルアミノ)ベンゾフェノキサジン−7−イウム=クロリド、N−(9H−ベンゾフェノキサジン−9−イリデン)−N−メチルメタンアミニウム=クロリド、8−ジメチルアミノ−2,3−ベンゾフェノキサジン=ヘミ(塩化亜鉛)塩、7−ジメチルアミノ−1,2−ベンゾフェノキサジン、又は8−ジメチルアミノ−2,3−ベンゾフェノキサジンから単独で選択された少なくとも1つの電気活性有機分子と、少なくとも1つのルテニウム配位錯体と、を含んで構成された電気化学的検出装置のストリップ。 - 前記少なくとも1つのルテニウム錯体は、ルテニウムヘキサミンである、請求項20に記載の検出装置のストリップ。
- 基材上に第1の電極を付着させることと、
前記基材上に第2の電極を付着させることと、
少なくとも前記第1又は第2の電極の少なくとも一部を覆って前記基材上に試薬層を塗布することと、
を含んで構成され、
前記少なくとも1つの試薬層が、ブドウ糖酸化還元酵素と、フラビン・ヌクレオシド及びニコチンアミド・ヌクレオチドから選択された補酵素と、伝達物質剤と、を含んで構成され、
前記伝達物質剤が、少なくとも1つの電気活性有機分子と、少なくとも1つの配位錯体と、を含んで構成され、
前記少なくとも1つの電気活性有機分子は、9−(ジメチルアミノ)ベンゾフェノキサジン−7−イウム=クロリド、N−(9H−ベンゾフェノキサジン−9−イリデン)−N−メチルメタンアミニウム=クロリド、8−ジメチルアミノ−2,3−ベンゾフェノキサジン=ヘミ(塩化亜鉛)塩、7−ジメチルアミノ−1,2−ベンゾフェノキサジン、又は、8−ジメチルアミノ−2,3−ベンゾフェノキサジン、から単独で選択され、
前記少なくとも1つの配位錯体は、ルテニウムヘキサミンである、電気化学的検出装置のストリップを製造する方法。 - 前記ブドウ糖酸化還元酵素は、ブドウ糖脱水素酵素である、請求項22に記載の方法。
- 前記補酵素は、フラビン・アデニン・ジヌクレオチドである、請求項22に記載の方法。
- 基材上に第1の電極を付着させることと、
前記基材上に第2の電極を付着させることと、
少なくとも前記第1又は第2の電極の少なくとも一部を覆って前記基材上に試薬層を塗布することと、
を含んで構成され、
前記少なくとも1つの試薬層が、ブドウ糖脱水素酵素と、フラビン・アデニン・ジヌクレオチド及びニコチンアミド・アデニン・ジヌクレオチドから選択された補酵素と、伝達物質剤と、を含んで構成され、
前記伝達物質剤が、9−(ジメチルアミノ)ベンゾフェノキサジン−7−イウム=クロリド、N−(9H−ベンゾフェノキサジン−9−イリデン)−N−メチルメタンアミニウム=クロリド、8−ジメチルアミノ−2,3−ベンゾフェノキサジン=ヘミ(塩化亜鉛)塩、7−ジメチルアミノ−1,2−ベンゾフェノキサジン、又は8−ジメチルアミノ−2,3−ベンゾフェノキサジンのうち少なくとも1つと、少なくとも1つのルテニウム配位錯体と、を含んで構成された、電気化学的検出装置のストリップを製造する方法。 - 前記補酵素は、ニコチンアミド・アデニン・ジヌクレオチドである、請求項1、5、9又は12に記載の試薬。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/017,496 | 2008-01-22 | ||
US12/017,496 US7678250B2 (en) | 2008-01-22 | 2008-01-22 | Reagent compositions for use in electrochemical detection |
PCT/US2009/031190 WO2009094297A2 (en) | 2008-01-22 | 2009-01-16 | Improved reagent compositions for use in electrochemical detection |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2011510301A JP2011510301A (ja) | 2011-03-31 |
JP5453314B2 true JP5453314B2 (ja) | 2014-03-26 |
Family
ID=40589674
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2010543265A Active JP5453314B2 (ja) | 2008-01-22 | 2009-01-16 | 電気化学的検出に用いる改良型試薬組成物 |
Country Status (9)
Country | Link |
---|---|
US (2) | US7678250B2 (ja) |
EP (1) | EP2245174B1 (ja) |
JP (1) | JP5453314B2 (ja) |
CN (1) | CN101970680B (ja) |
AU (1) | AU2009206598B2 (ja) |
BR (1) | BRPI0906419B1 (ja) |
MX (1) | MX2010007971A (ja) |
TW (1) | TWI441922B (ja) |
WO (1) | WO2009094297A2 (ja) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7678250B2 (en) * | 2008-01-22 | 2010-03-16 | Home Diagnostics, Inc. | Reagent compositions for use in electrochemical detection |
US8500990B2 (en) * | 2009-04-22 | 2013-08-06 | Nova Biomedical Corporation | Electrochemical biosensors based on NAD(P)-dependent dehydrogenase enzymes |
US9598715B2 (en) * | 2011-09-30 | 2017-03-21 | Arkray, Inc. | Method for measuring color change of oxidation-reduction indicator |
KR101355127B1 (ko) * | 2011-09-30 | 2014-01-29 | 주식회사 아이센스 | 전기화학적 바이오센서용 산화환원반응 시약조성물 및 이를 포함하는 바이오센서 |
US9903830B2 (en) | 2011-12-29 | 2018-02-27 | Lifescan Scotland Limited | Accurate analyte measurements for electrochemical test strip based on sensed physical characteristic(s) of the sample containing the analyte |
US9459231B2 (en) | 2013-08-29 | 2016-10-04 | Lifescan Scotland Limited | Method and system to determine erroneous measurement signals during a test measurement sequence |
US9243276B2 (en) | 2013-08-29 | 2016-01-26 | Lifescan Scotland Limited | Method and system to determine hematocrit-insensitive glucose values in a fluid sample |
US10781469B2 (en) | 2015-06-04 | 2020-09-22 | Omni Biomedical, Inc. | Multi-mediator reagent formulations for use in electrochemical detection |
EP3523639A4 (en) * | 2016-10-05 | 2020-06-03 | H. Hoffnabb-La Roche Ag | DETECTION REAGENTS AND ELECTRODE ARRANGEMENTS FOR DIAGNOSTIC MULTIANALYTE TEST ELEMENTS AND METHOD FOR USE THEREOF |
US20220112536A1 (en) * | 2020-10-08 | 2022-04-14 | Trividia Health, Inc. | Oxygen-insensitive electrochemical biosensor and methods of use thereof |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5036000A (en) * | 1986-12-16 | 1991-07-30 | Enzymatics, Inc. | Threshold color control system |
DE3934299C1 (ja) * | 1989-10-13 | 1990-10-25 | Gesellschaft Fuer Biotechnologische Forschung Mbh (Gbf), 3300 Braunschweig, De | |
US5264092A (en) * | 1991-10-02 | 1993-11-23 | Moltech Corporation | Redox polymer modified electrode for the electrochemical regeneration of coenzyme |
US7276146B2 (en) * | 2001-11-16 | 2007-10-02 | Roche Diagnostics Operations, Inc. | Electrodes, methods, apparatuses comprising micro-electrode arrays |
GB0019694D0 (en) | 2000-08-11 | 2000-09-27 | Cambridge Sensors Ltd | Electrochemical strip test for small volumes |
JP3683836B2 (ja) * | 2001-07-19 | 2005-08-17 | シャープ株式会社 | 液体供給装置 |
US7163616B2 (en) * | 2001-09-14 | 2007-01-16 | Bayer Corporation | Reagents and methods for detecting analytes, and devices comprising reagents for detecting analytes |
CA2529657C (en) * | 2003-06-20 | 2011-04-12 | F. Hoffmann-La Roche Ag | Test strip with slot vent opening |
WO2005040407A1 (en) | 2003-10-24 | 2005-05-06 | Bayer Healthcare Llc | Enzymatic electrochemical biosensor |
KR100698961B1 (ko) * | 2005-02-04 | 2007-03-26 | 주식회사 아이센스 | 전기화학적 바이오센서 |
WO2006096619A2 (en) * | 2005-03-04 | 2006-09-14 | Bayer Healthcare Llc | Stabilizing the activity of pqq-dependent glucose dehydrogenase in electrochemical biosensors |
US20070117171A1 (en) * | 2005-09-13 | 2007-05-24 | Greta Wegner | Method of manufacturing a diagnostic test strip |
EP2988127B1 (en) * | 2006-02-27 | 2017-07-05 | Sumitomo Electric Industries, Ltd. | Measuring instrument for biosensor chip |
US7678250B2 (en) * | 2008-01-22 | 2010-03-16 | Home Diagnostics, Inc. | Reagent compositions for use in electrochemical detection |
-
2008
- 2008-01-22 US US12/017,496 patent/US7678250B2/en active Active
-
2009
- 2009-01-16 AU AU2009206598A patent/AU2009206598B2/en active Active
- 2009-01-16 CN CN200980105729.2A patent/CN101970680B/zh active Active
- 2009-01-16 WO PCT/US2009/031190 patent/WO2009094297A2/en active Application Filing
- 2009-01-16 JP JP2010543265A patent/JP5453314B2/ja active Active
- 2009-01-16 MX MX2010007971A patent/MX2010007971A/es active IP Right Grant
- 2009-01-16 BR BRPI0906419A patent/BRPI0906419B1/pt active IP Right Grant
- 2009-01-16 EP EP09704016A patent/EP2245174B1/en active Active
- 2009-01-19 TW TW098101891A patent/TWI441922B/zh active
-
2010
- 2010-03-15 US US12/724,280 patent/US8062490B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
AU2009206598A1 (en) | 2009-07-30 |
BRPI0906419A2 (pt) | 2015-07-14 |
US20100227355A1 (en) | 2010-09-09 |
MX2010007971A (es) | 2010-11-05 |
TW200934875A (en) | 2009-08-16 |
US7678250B2 (en) | 2010-03-16 |
WO2009094297A3 (en) | 2009-09-17 |
EP2245174A2 (en) | 2010-11-03 |
CN101970680A (zh) | 2011-02-09 |
BRPI0906419B1 (pt) | 2018-07-17 |
TWI441922B (zh) | 2014-06-21 |
WO2009094297A2 (en) | 2009-07-30 |
JP2011510301A (ja) | 2011-03-31 |
EP2245174B1 (en) | 2012-11-21 |
US8062490B2 (en) | 2011-11-22 |
CN101970680B (zh) | 2014-08-20 |
US20090186372A1 (en) | 2009-07-23 |
AU2009206598B2 (en) | 2014-04-03 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5453314B2 (ja) | 電気化学的検出に用いる改良型試薬組成物 | |
EP1398386B1 (en) | Mediator stabilized reagent compositions and methods for their use in electrochemical analyte detection assays | |
KR101503072B1 (ko) | 게이트형 전류 측정법 | |
US8317988B2 (en) | Concentration determination in a diffusion barrier layer | |
US9410917B2 (en) | Method of using a biosensor | |
KR100729307B1 (ko) | 글루코스 탈수소효소를 이용한 글루코스 농도 측정방법 및글루코스 센서 | |
US8871069B2 (en) | Low total salt reagent compositions and systems for biosensors | |
JP5753758B2 (ja) | オキシダーゼを用いた測定方法 | |
JP2006017720A (ja) | レドックス試薬システム用酵素の特性決定方法、電気化学セルおよびこれを備えるシステム | |
US20220112536A1 (en) | Oxygen-insensitive electrochemical biosensor and methods of use thereof | |
AU2012268873B2 (en) | Improved reagent compositions for use in electrochemical detection | |
JP7449691B2 (ja) | 電気化学測定用の試薬組成物及びその用途 | |
AU2016202064B2 (en) | Concentration determination in a diffusion barrier layer |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20120111 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20120807 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20121107 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20121114 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20121205 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20130402 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20130625 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20130702 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20130802 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20131105 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20131119 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20131217 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20140106 |
|
R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 Ref document number: 5453314 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
S533 | Written request for registration of change of name |
Free format text: JAPANESE INTERMEDIATE CODE: R313533 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |