JPWO2021198533A5 - - Google Patents
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- Publication number
- JPWO2021198533A5 JPWO2021198533A5 JP2022559636A JP2022559636A JPWO2021198533A5 JP WO2021198533 A5 JPWO2021198533 A5 JP WO2021198533A5 JP 2022559636 A JP2022559636 A JP 2022559636A JP 2022559636 A JP2022559636 A JP 2022559636A JP WO2021198533 A5 JPWO2021198533 A5 JP WO2021198533A5
- Authority
- JP
- Japan
- Prior art keywords
- electrochemical cell
- solution
- sample
- quinone
- electrode
- 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
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- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims 18
- 238000000034 method Methods 0.000 claims 11
- 239000007793 ph indicator Substances 0.000 claims 8
- 150000004059 quinone derivatives Chemical class 0.000 claims 8
- 239000003153 chemical reaction reagent Substances 0.000 claims 4
- 230000003321 amplification Effects 0.000 claims 3
- 238000003199 nucleic acid amplification method Methods 0.000 claims 3
- 102000039446 nucleic acids Human genes 0.000 claims 3
- 108020004707 nucleic acids Proteins 0.000 claims 3
- 150000007523 nucleic acids Chemical class 0.000 claims 3
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 claims 2
- MGUKYHHAGPFJMC-UHFFFAOYSA-N 4-[3-(4-hydroxy-2,5-dimethylphenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]-2,5-dimethylphenol Chemical compound C1=C(O)C(C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C(=CC(O)=C(C)C=2)C)=C1C MGUKYHHAGPFJMC-UHFFFAOYSA-N 0.000 claims 2
- OLQIKGSZDTXODA-UHFFFAOYSA-N 4-[3-(4-hydroxy-2-methylphenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]-3-methylphenol Chemical compound CC1=CC(O)=CC=C1C1(C=2C(=CC(O)=CC=2)C)C2=CC=CC=C2S(=O)(=O)O1 OLQIKGSZDTXODA-UHFFFAOYSA-N 0.000 claims 2
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 claims 2
- OBRMNDMBJQTZHV-UHFFFAOYSA-N cresol red Chemical compound C1=C(O)C(C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C=C(C)C(O)=CC=2)=C1 OBRMNDMBJQTZHV-UHFFFAOYSA-N 0.000 claims 2
- YQGOJNYOYNNSMM-UHFFFAOYSA-N eosin Chemical compound [Na+].OC(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C21 YQGOJNYOYNNSMM-UHFFFAOYSA-N 0.000 claims 2
- 150000002500 ions Chemical class 0.000 claims 2
- -1 litmus Chemical compound 0.000 claims 2
- 238000005259 measurement Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 claims 2
- 102000040430 polynucleotide Human genes 0.000 claims 2
- 108091033319 polynucleotide Proteins 0.000 claims 2
- 239000002157 polynucleotide Substances 0.000 claims 2
- PRZSXZWFJHEZBJ-UHFFFAOYSA-N thymol blue Chemical compound C1=C(O)C(C(C)C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C(=CC(O)=C(C(C)C)C=2)C)=C1C PRZSXZWFJHEZBJ-UHFFFAOYSA-N 0.000 claims 2
- WOAHJDHKFWSLKE-UHFFFAOYSA-N 1,2-benzoquinone Chemical compound O=C1C=CC=CC1=O WOAHJDHKFWSLKE-UHFFFAOYSA-N 0.000 claims 1
- 229940005561 1,4-benzoquinone Drugs 0.000 claims 1
- UFBJCMHMOXMLKC-UHFFFAOYSA-N 2,4-dinitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O UFBJCMHMOXMLKC-UHFFFAOYSA-N 0.000 claims 1
- UWEZBKLLMKVIPI-UHFFFAOYSA-N 2,5-dinitrophenol Chemical compound OC1=CC([N+]([O-])=O)=CC=C1[N+]([O-])=O UWEZBKLLMKVIPI-UHFFFAOYSA-N 0.000 claims 1
- MRDOFVRMTNWMDA-UHFFFAOYSA-N 2-bromo-4-[3-(3-bromo-4-hydroxy-2,5-dimethylphenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]-3,6-dimethylphenol Chemical compound BrC1=C(O)C(C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C(=C(Br)C(O)=C(C)C=2)C)=C1C MRDOFVRMTNWMDA-UHFFFAOYSA-N 0.000 claims 1
- OYCLSQDXZMROJK-UHFFFAOYSA-N 2-bromo-4-[3-(3-bromo-4-hydroxyphenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]phenol Chemical compound C1=C(Br)C(O)=CC=C1C1(C=2C=C(Br)C(O)=CC=2)C2=CC=CC=C2S(=O)(=O)O1 OYCLSQDXZMROJK-UHFFFAOYSA-N 0.000 claims 1
- MDGFKZKMIQQRPU-UHFFFAOYSA-N 2-bromo-4-[3-(3-bromo-5-chloro-4-hydroxyphenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]-6-chlorophenol Chemical compound C1=C(Br)C(O)=C(Cl)C=C1C1(C=2C=C(Br)C(O)=C(Cl)C=2)C2=CC=CC=C2S(=O)(=O)O1 MDGFKZKMIQQRPU-UHFFFAOYSA-N 0.000 claims 1
- OALHHIHQOFIMEF-UHFFFAOYSA-N 3',6'-dihydroxy-2',4',5',7'-tetraiodo-3h-spiro[2-benzofuran-1,9'-xanthene]-3-one Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 OALHHIHQOFIMEF-UHFFFAOYSA-N 0.000 claims 1
- RTZZCYNQPHTPPL-UHFFFAOYSA-N 3-nitrophenol Chemical compound OC1=CC=CC([N+]([O-])=O)=C1 RTZZCYNQPHTPPL-UHFFFAOYSA-N 0.000 claims 1
- JCYPECIVGRXBMO-UHFFFAOYSA-N 4-(dimethylamino)azobenzene Chemical compound C1=CC(N(C)C)=CC=C1N=NC1=CC=CC=C1 JCYPECIVGRXBMO-UHFFFAOYSA-N 0.000 claims 1
- ZPLCXHWYPWVJDL-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)methyl]-1,3-oxazolidin-2-one Chemical compound C1=CC(O)=CC=C1CC1NC(=O)OC1 ZPLCXHWYPWVJDL-UHFFFAOYSA-N 0.000 claims 1
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 claims 1
- RZVHIXYEVGDQDX-UHFFFAOYSA-N 9,10-anthraquinone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 claims 1
- 229940076442 9,10-anthraquinone Drugs 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- FRPHFZCDPYBUAU-UHFFFAOYSA-N Bromocresolgreen Chemical compound CC1=C(Br)C(O)=C(Br)C=C1C1(C=2C(=C(Br)C(O)=C(Br)C=2)C)C2=CC=CC=C2S(=O)(=O)O1 FRPHFZCDPYBUAU-UHFFFAOYSA-N 0.000 claims 1
- BELBBZDIHDAJOR-UHFFFAOYSA-N Phenolsulfonephthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2S(=O)(=O)O1 BELBBZDIHDAJOR-UHFFFAOYSA-N 0.000 claims 1
- LDKDGDIWEUUXSH-UHFFFAOYSA-N Thymophthalein Chemical compound C1=C(O)C(C(C)C)=CC(C2(C3=CC=CC=C3C(=O)O2)C=2C(=CC(O)=C(C(C)C)C=2)C)=C1C LDKDGDIWEUUXSH-UHFFFAOYSA-N 0.000 claims 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 1
- CBMCZKMIOZYAHS-NSCUHMNNSA-N [(e)-prop-1-enyl]boronic acid Chemical compound C\C=C\B(O)O CBMCZKMIOZYAHS-NSCUHMNNSA-N 0.000 claims 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims 1
- 239000008280 blood Substances 0.000 claims 1
- 210000004369 blood Anatomy 0.000 claims 1
- 229960001506 brilliant green Drugs 0.000 claims 1
- HXCILVUBKWANLN-UHFFFAOYSA-N brilliant green cation Chemical compound C1=CC(N(CC)CC)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](CC)CC)C=C1 HXCILVUBKWANLN-UHFFFAOYSA-N 0.000 claims 1
- UDSAIICHUKSCKT-UHFFFAOYSA-N bromophenol blue Chemical compound C1=C(Br)C(O)=C(Br)C=C1C1(C=2C=C(Br)C(O)=C(Br)C=2)C2=CC=CC=C2S(=O)(=O)O1 UDSAIICHUKSCKT-UHFFFAOYSA-N 0.000 claims 1
- WWAABJGNHFGXSJ-UHFFFAOYSA-N chlorophenol red Chemical compound C1=C(Cl)C(O)=CC=C1C1(C=2C=C(Cl)C(O)=CC=2)C2=CC=CC=C2S(=O)(=O)O1 WWAABJGNHFGXSJ-UHFFFAOYSA-N 0.000 claims 1
- IQFVPQOLBLOTPF-HKXUKFGYSA-L congo red Chemical compound [Na+].[Na+].C1=CC=CC2=C(N)C(/N=N/C3=CC=C(C=C3)C3=CC=C(C=C3)/N=N/C3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)N)=CC(S([O-])(=O)=O)=C21 IQFVPQOLBLOTPF-HKXUKFGYSA-L 0.000 claims 1
- 239000013078 crystal Substances 0.000 claims 1
- ZXJXZNDDNMQXFV-UHFFFAOYSA-M crystal violet Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1[C+](C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 ZXJXZNDDNMQXFV-UHFFFAOYSA-M 0.000 claims 1
- XJRPTMORGOIMMI-UHFFFAOYSA-N ethyl 2-amino-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate Chemical compound CCOC(=O)C=1SC(N)=NC=1C(F)(F)F XJRPTMORGOIMMI-UHFFFAOYSA-N 0.000 claims 1
- 229960003988 indigo carmine Drugs 0.000 claims 1
- KHLVKKOJDHCJMG-QDBORUFSSA-L indigo carmine Chemical compound [Na+].[Na+].N/1C2=CC=C(S([O-])(=O)=O)C=C2C(=O)C\1=C1/NC2=CC=C(S(=O)(=O)[O-])C=C2C1=O KHLVKKOJDHCJMG-QDBORUFSSA-L 0.000 claims 1
- 235000012738 indigotine Nutrition 0.000 claims 1
- 239000004179 indigotine Substances 0.000 claims 1
- 230000001926 lymphatic effect Effects 0.000 claims 1
- 229940002712 malachite green oxalate Drugs 0.000 claims 1
- 239000012528 membrane Substances 0.000 claims 1
- DWCZIOOZPIDHAB-UHFFFAOYSA-L methyl green Chemical compound [Cl-].[Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)[N+](C)(C)C)=C1C=CC(=[N+](C)C)C=C1 DWCZIOOZPIDHAB-UHFFFAOYSA-L 0.000 claims 1
- 229940012189 methyl orange Drugs 0.000 claims 1
- STZCRXQWRGQSJD-GEEYTBSJSA-M methyl orange Chemical compound [Na+].C1=CC(N(C)C)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 STZCRXQWRGQSJD-GEEYTBSJSA-M 0.000 claims 1
- CEQFOVLGLXCDCX-WUKNDPDISA-N methyl red Chemical compound C1=CC(N(C)C)=CC=C1\N=N\C1=CC=CC=C1C(O)=O CEQFOVLGLXCDCX-WUKNDPDISA-N 0.000 claims 1
- 238000012544 monitoring process Methods 0.000 claims 1
- HQHBAGKIEAOSNM-UHFFFAOYSA-N naphtholphthalein Chemical compound C1=CC=C2C(C3(C4=CC=CC=C4C(=O)O3)C3=CC=C(C4=CC=CC=C43)O)=CC=C(O)C2=C1 HQHBAGKIEAOSNM-UHFFFAOYSA-N 0.000 claims 1
- PGSADBUBUOPOJS-UHFFFAOYSA-N neutral red Chemical compound Cl.C1=C(C)C(N)=CC2=NC3=CC(N(C)C)=CC=C3N=C21 PGSADBUBUOPOJS-UHFFFAOYSA-N 0.000 claims 1
- 229960003531 phenolsulfonphthalein Drugs 0.000 claims 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 claims 1
- 210000002966 serum Anatomy 0.000 claims 1
- ZHFPEICFUVWJIS-UHFFFAOYSA-M sodium 2-hydroxy-5-[(3-nitrophenyl)diazenyl]benzoate Chemical compound [Na+].Oc1ccc(cc1C([O-])=O)N=Nc1cccc(c1)[N+]([O-])=O ZHFPEICFUVWJIS-UHFFFAOYSA-M 0.000 claims 1
- TYVJJYHBZVERDC-UHFFFAOYSA-N sodium 8-hydroxy-7-[(4-nitrophenyl)diazenyl]naphthalene-1,6-disulfonic acid Chemical compound C1=CC2=CC(=C(C(=C2C(=C1)S(=O)(=O)O)O)N=NC3=CC=C(C=C3)[N+](=O)[O-])S(=O)(=O)O.[Na+] TYVJJYHBZVERDC-UHFFFAOYSA-N 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 239000010936 titanium Substances 0.000 claims 1
- 210000002700 urine Anatomy 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP20168019.6 | 2020-04-03 | ||
| EP20168019 | 2020-04-03 | ||
| EP20197572.9 | 2020-09-22 | ||
| EP20197572 | 2020-09-22 | ||
| PCT/EP2021/058946 WO2021198533A1 (en) | 2020-04-03 | 2021-04-06 | A method of measuring the ph of a sample |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2023520419A JP2023520419A (ja) | 2023-05-17 |
| JPWO2021198533A5 true JPWO2021198533A5 (pt) | 2024-04-18 |
Family
ID=75339765
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022559636A Pending JP2023520419A (ja) | 2020-04-03 | 2021-04-06 | サンプルのｐＨを測定する方法 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US20230074766A1 (pt) |
| EP (1) | EP3987059B1 (pt) |
| JP (1) | JP2023520419A (pt) |
| KR (1) | KR20220161286A (pt) |
| CN (1) | CN115362265A (pt) |
| AU (1) | AU2021249488A1 (pt) |
| BR (1) | BR112022017446A2 (pt) |
| CA (1) | CA3168685C (pt) |
| DK (1) | DK3987059T3 (pt) |
| ES (1) | ES2928304T3 (pt) |
| IL (1) | IL296011B2 (pt) |
| MX (1) | MX2022012139A (pt) |
| WO (1) | WO2021198533A1 (pt) |
| ZA (1) | ZA202208804B (pt) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TR202017556A2 (tr) * | 2020-11-03 | 2022-05-23 | Istanbul Medipol Ueniversitesi | I?zotermal ampli?fi?kasyon yo?ntemi?yle covid-19 tanisinda kullanima uygun o?zgu?n reaksi?yon karis?imi |
| ES2932875A1 (es) * | 2021-07-20 | 2023-01-27 | Univ Oviedo | Método para la detección de un material genético en una muestra y dispositivo para llevarlo a cabo |
| WO2024064704A1 (en) * | 2022-09-19 | 2024-03-28 | Rt Microdx Inc. | Pathogen testing device and method |
| CN117147662B (zh) * | 2023-08-02 | 2024-03-08 | 中南林业科技大学 | 一种大肠杆菌活性的电化学检测方法 |
| CN116908244B (zh) * | 2023-09-13 | 2023-12-22 | 四川省林业和草原调查规划院 | 一种林业生态保护用采样装置 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4820399A (en) * | 1984-08-31 | 1989-04-11 | Shimadzu Corporation | Enzyme electrodes |
| JP2004141158A (ja) * | 2002-10-01 | 2004-05-20 | Matsushita Electric Ind Co Ltd | プライマーの伸長反応検出方法、塩基種判別方法、塩基種判別装置、ピロリン酸の検出装置、核酸の検出方法および試料溶液導入チップ |
| US20160077015A1 (en) * | 2011-09-25 | 2016-03-17 | Theranos, Inc. | Systems and methods for multi-analysis |
| US10012664B2 (en) * | 2011-09-25 | 2018-07-03 | Theranos Ip Company, Llc | Systems and methods for fluid and component handling |
| GB2501769A (en) * | 2012-05-04 | 2013-11-06 | Schlumberger Holdings | Electrochemical sensor for pH measurement |
| US9034606B2 (en) | 2012-08-23 | 2015-05-19 | New England Biolabs, Inc. | Detection of an amplification reaction product using pH-sensitive dyes |
| CN104232615A (zh) * | 2013-06-09 | 2014-12-24 | 中国科学院上海应用物理研究所 | 基于电化学-dna反应控制芯片的酸碱法扩增dna片段技术 |
| US10011549B2 (en) * | 2015-07-06 | 2018-07-03 | Robert Bosch Gmbh | Electrochemically active agents for pH modulation in biological buffers |
| WO2017155858A1 (en) * | 2016-03-07 | 2017-09-14 | Insilixa, Inc. | Nucleic acid sequence identification using solid-phase cyclic single base extension |
| US11162133B2 (en) | 2016-06-03 | 2021-11-02 | New England Biolabs, Inc. | Detection of an amplification product using pH-sensitive dye |
-
2021
- 2021-04-06 JP JP2022559636A patent/JP2023520419A/ja active Pending
- 2021-04-06 KR KR1020227031138A patent/KR20220161286A/ko active Search and Examination
- 2021-04-06 AU AU2021249488A patent/AU2021249488A1/en active Pending
- 2021-04-06 EP EP21715927.6A patent/EP3987059B1/en active Active
- 2021-04-06 WO PCT/EP2021/058946 patent/WO2021198533A1/en active Search and Examination
- 2021-04-06 ES ES21715927T patent/ES2928304T3/es active Active
- 2021-04-06 CA CA3168685A patent/CA3168685C/en active Active
- 2021-04-06 CN CN202180026611.1A patent/CN115362265A/zh active Pending
- 2021-04-06 MX MX2022012139A patent/MX2022012139A/es unknown
- 2021-04-06 DK DK21715927.6T patent/DK3987059T3/da active
- 2021-04-06 BR BR112022017446A patent/BR112022017446A2/pt unknown
-
2022
- 2022-08-05 ZA ZA2022/08804A patent/ZA202208804B/en unknown
- 2022-08-29 IL IL296011A patent/IL296011B2/en unknown
- 2022-09-21 US US17/949,554 patent/US20230074766A1/en active Pending
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