CA2068804C - Electrolytic cell and process for the labeling of proteins and peptides - Google Patents
Electrolytic cell and process for the labeling of proteins and peptides Download PDFInfo
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- CA2068804C CA2068804C CA002068804A CA2068804A CA2068804C CA 2068804 C CA2068804 C CA 2068804C CA 002068804 A CA002068804 A CA 002068804A CA 2068804 A CA2068804 A CA 2068804A CA 2068804 C CA2068804 C CA 2068804C
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- working electrode
- accordance
- cell
- half cell
- electrolytic cell
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- 238000002372 labelling Methods 0.000 title claims abstract description 37
- 102000004169 proteins and genes Human genes 0.000 title claims abstract description 31
- 108090000623 proteins and genes Proteins 0.000 title claims abstract description 31
- 108090000765 processed proteins & peptides Proteins 0.000 title claims abstract description 23
- 102000004196 processed proteins & peptides Human genes 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims description 47
- 230000008569 process Effects 0.000 title claims description 31
- 230000002285 radioactive effect Effects 0.000 claims abstract description 17
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- 239000000463 material Substances 0.000 claims description 24
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- 239000010931 gold Substances 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 17
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- 239000002184 metal Substances 0.000 claims description 17
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 16
- 229910052737 gold Inorganic materials 0.000 claims description 15
- 239000003011 anion exchange membrane Substances 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 13
- 238000005341 cation exchange Methods 0.000 claims description 11
- 238000000163 radioactive labelling Methods 0.000 claims description 11
- 150000004820 halides Chemical class 0.000 claims description 6
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- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 4
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- 210000004027 cell Anatomy 0.000 description 126
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 43
- 238000005868 electrolysis reaction Methods 0.000 description 28
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 21
- 230000026045 iodination Effects 0.000 description 18
- 238000006192 iodination reaction Methods 0.000 description 18
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 18
- 239000000243 solution Substances 0.000 description 18
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
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- HETCEOQFVDFGSY-UHFFFAOYSA-N Isopropenyl acetate Chemical compound CC(=C)OC(C)=O HETCEOQFVDFGSY-UHFFFAOYSA-N 0.000 description 3
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- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
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- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
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- 239000002901 radioactive waste Substances 0.000 description 2
- 229910052702 rhenium Inorganic materials 0.000 description 2
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000009738 saturating Methods 0.000 description 2
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- 239000004332 silver Substances 0.000 description 2
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 2
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 2
- 229940001584 sodium metabisulfite Drugs 0.000 description 2
- 235000010262 sodium metabisulphite Nutrition 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
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- GKLVYJBZJHMRIY-UHFFFAOYSA-N technetium atom Chemical compound [Tc] GKLVYJBZJHMRIY-UHFFFAOYSA-N 0.000 description 2
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/08—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
- A61K51/10—Antibodies or immunoglobulins; Fragments thereof, the carrier being an antibody, an immunoglobulin or a fragment thereof, e.g. a camelised human single domain antibody or the Fc fragment of an antibody
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/12—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by a special physical form, e.g. emulsion, microcapsules, liposomes, characterized by a special physical form, e.g. emulsions, dispersions, microcapsules
- A61K51/1282—Devices used in vivo and carrying the radioactive therapeutic or diagnostic agent, therapeutic or in vivo diagnostic kits, stents
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B9/00—Cells or assemblies of cells; Constructional parts of cells; Assemblies of constructional parts, e.g. electrode-diaphragm assemblies; Process-related cell features
- C25B9/17—Cells comprising dimensionally-stable non-movable electrodes; Assemblies of constructional parts thereof
- C25B9/19—Cells comprising dimensionally-stable non-movable electrodes; Assemblies of constructional parts thereof with diaphragms
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/531—Production of immunochemical test materials
- G01N33/532—Production of labelled immunochemicals
- G01N33/534—Production of labelled immunochemicals with radioactive label
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2123/00—Preparations for testing in vivo
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Immunology (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Veterinary Medicine (AREA)
- Hematology (AREA)
- Public Health (AREA)
- Molecular Biology (AREA)
- Urology & Nephrology (AREA)
- Biomedical Technology (AREA)
- Epidemiology (AREA)
- Food Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Heart & Thoracic Surgery (AREA)
- Electrochemistry (AREA)
- Dispersion Chemistry (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Microbiology (AREA)
- Cell Biology (AREA)
- Biotechnology (AREA)
- Peptides Or Proteins (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US701,438 | 1991-05-15 | ||
| US07/701,438 US5230783A (en) | 1991-05-15 | 1991-05-15 | Electrolytic cell and process for the labeling of proteins and peptides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2068804A1 CA2068804A1 (en) | 1992-11-16 |
| CA2068804C true CA2068804C (en) | 2002-07-16 |
Family
ID=24817377
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002068804A Expired - Fee Related CA2068804C (en) | 1991-05-15 | 1992-05-15 | Electrolytic cell and process for the labeling of proteins and peptides |
Country Status (23)
| Country | Link |
|---|---|
| US (2) | US5230783A (OSRAM) |
| EP (1) | EP0514187B1 (OSRAM) |
| JP (1) | JP2612145B2 (OSRAM) |
| KR (1) | KR0164876B1 (OSRAM) |
| CN (1) | CN1036866C (OSRAM) |
| AT (1) | ATE171483T1 (OSRAM) |
| AU (1) | AU650337B2 (OSRAM) |
| CA (1) | CA2068804C (OSRAM) |
| DE (1) | DE69227065T2 (OSRAM) |
| DK (1) | DK0514187T3 (OSRAM) |
| ES (1) | ES2120990T3 (OSRAM) |
| FI (1) | FI108371B (OSRAM) |
| HU (1) | HU216300B (OSRAM) |
| IE (1) | IE921540A1 (OSRAM) |
| IL (1) | IL101893A (OSRAM) |
| MX (1) | MX9202260A (OSRAM) |
| NO (1) | NO309497B1 (OSRAM) |
| SA (1) | SA92130072B1 (OSRAM) |
| SG (1) | SG45300A1 (OSRAM) |
| TW (1) | TW225560B (OSRAM) |
| UA (1) | UA27771C2 (OSRAM) |
| WO (1) | WO1992021019A1 (OSRAM) |
| ZA (1) | ZA923559B (OSRAM) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5590264A (en) * | 1991-04-10 | 1996-12-31 | International Business Machines Corporation | Method and apparatus for graphic association of user dialog displays with primary applications in a data processing system |
| GB9226840D0 (en) * | 1992-12-23 | 1993-02-17 | Unilever Plc | Improvements in or relating to electrochemical reactions |
| US6482309B1 (en) | 1999-10-20 | 2002-11-19 | Oxibio, Inc. | Electrolytic generation of nascent iodine as a method of treatment and for the prevention of infections associated with medical implant devices |
| CN109055968B (zh) * | 2018-07-12 | 2020-07-24 | 芜湖职业技术学院 | 有机电合成电解装置 |
| JP7166531B2 (ja) * | 2018-12-21 | 2022-11-08 | 国立大学法人東京工業大学 | 電気化学的手法を用いたハロゲン化物の製造方法 |
| DE102020122324A1 (de) | 2020-08-26 | 2022-03-03 | Gottfried Wilhelm Leibniz Universität Hannover, Körperschaft des öffentlichen Rechts | Elektrolysezelle, Elektrolysetestsystem und Teststand zum Testen von dichtungsfreien Elektrolysezellen und/oder Elektrolysetestsystemen |
| AU2023230610A1 (en) * | 2022-03-08 | 2024-09-19 | Osaka University | Method for producing radiolabeled aryl compound by electrolytic oxidation reaction |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US341490A (en) * | 1886-05-11 | billings | ||
| DE1187308B (de) * | 1961-10-25 | 1965-02-18 | Licentia Gmbh | Anordnung zur Entregung von Synchronmaschinen |
| US3441490A (en) * | 1964-11-13 | 1969-04-29 | Jungner Instrument Ab | Coulometric titration apparatus |
| US3784453A (en) * | 1970-12-16 | 1974-01-08 | H Dworkin | Process and apparatus for making radioactive labeled protein material |
| BE795902A (fr) * | 1972-02-25 | 1973-08-23 | Rhone Poulenc Sa | Procede de preparation du diiodo-3,5 hydroxy-4benzonitrile et de l'iodo-3 hydroxy-4 nitro-5benzonitrile |
| SU535271A1 (ru) * | 1974-10-22 | 1976-11-15 | Предприятие П/Я В-8046 | Способ получени иодбензола |
| SU517222A1 (ru) * | 1974-10-25 | 1977-06-25 | Институт Биофизики Министерства Здравохранения Ссср | Способ получени препарата бенгальска роза, меченного радиоизотопами йода |
| SU597744A2 (ru) * | 1976-01-09 | 1978-03-15 | Химико-Металлургический Институт Академии Наук Казахской Сср | Электрод с активным слоем |
| SU601925A1 (ru) * | 1976-04-19 | 1979-07-15 | Институт биофизики АН СССР | Способ получени пептидов, меченных изотопами йода |
| US4126034A (en) * | 1978-01-30 | 1978-11-21 | Rheem Manufacturing Company | Method and apparatus for container pressure testing |
| HU179001B (en) * | 1978-05-29 | 1982-08-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing 5-halo-6,9alpha-oxido-prostaglandin derivatives |
| US4184937A (en) * | 1978-12-26 | 1980-01-22 | Catalyst Research Corporation | Electrochemical cell for the detection of chlorine |
| GB2081307A (en) * | 1980-07-08 | 1982-02-17 | Engelhard Min & Chem | Use of electrocatalytic anodes in photolysis |
| US4464236A (en) * | 1982-05-10 | 1984-08-07 | The Dow Chemical Company | Selective electrochemical oxidation of organic compounds |
| DE3234665A1 (de) * | 1982-09-18 | 1984-03-22 | Hoechst Ag | Verfahren zur markierung von organselektiven substanzen aus blutbestandteilen mit technetium-99m |
| DE3313655C2 (de) * | 1983-03-02 | 1995-03-23 | Euro Celtique Sa | Pharmazeutisches Jodophor-Präparat |
| EP0135638B1 (fr) * | 1983-06-16 | 1986-11-12 | Rhone-Poulenc Sante | Procédé électrochimique de préparation de sulfoxydes de dérivés de thioformamides utiles comme médicaments |
| AU569918B2 (en) * | 1983-10-13 | 1988-02-25 | Ici Australia Operations Proprietary Limited | Redox potential or ph electrode |
| US4859305A (en) * | 1984-08-30 | 1989-08-22 | Mine Safety Appliances Company | Electrochemical cell |
| JPS61106786A (ja) * | 1984-10-30 | 1986-05-24 | Asahi Chem Ind Co Ltd | ｐ−ヨ−ドアニリンの製造方法 |
| JPS61257490A (ja) * | 1985-05-09 | 1986-11-14 | Asahi Chem Ind Co Ltd | 芳香族ジアミンの製造方法 |
| US4666570A (en) * | 1984-10-30 | 1987-05-19 | Asahi Kasei Kogyo Kabushiki Kaisha | Process for producing aromatic compound with functional groups |
| US4644237A (en) * | 1985-10-17 | 1987-02-17 | International Business Machines Corp. | Collision avoidance system |
| JPH01257490A (ja) * | 1988-04-08 | 1989-10-13 | Shiro Nagai | コバルトフリーコリノイドの製造法 |
| GB8817421D0 (en) * | 1988-07-21 | 1988-08-24 | Medisense Inc | Bioelectrochemical electrodes |
-
1991
- 1991-05-15 US US07/701,438 patent/US5230783A/en not_active Expired - Lifetime
-
1992
- 1992-05-12 KR KR1019930703450A patent/KR0164876B1/ko not_active Expired - Fee Related
- 1992-05-12 UA UA93004034A patent/UA27771C2/uk unknown
- 1992-05-12 JP JP5500138A patent/JP2612145B2/ja not_active Expired - Fee Related
- 1992-05-12 WO PCT/US1992/003943 patent/WO1992021019A1/en not_active Ceased
- 1992-05-12 HU HU9302925A patent/HU216300B/hu not_active IP Right Cessation
- 1992-05-14 MX MX9202260A patent/MX9202260A/es unknown
- 1992-05-15 SG SG1996003062A patent/SG45300A1/en unknown
- 1992-05-15 CN CN92104560A patent/CN1036866C/zh not_active Expired - Lifetime
- 1992-05-15 DK DK92304395T patent/DK0514187T3/da active
- 1992-05-15 ES ES92304395T patent/ES2120990T3/es not_active Expired - Lifetime
- 1992-05-15 EP EP92304395A patent/EP0514187B1/en not_active Expired - Lifetime
- 1992-05-15 TW TW081103818A patent/TW225560B/zh active
- 1992-05-15 AU AU16335/92A patent/AU650337B2/en not_active Ceased
- 1992-05-15 IL IL10189392A patent/IL101893A/en not_active IP Right Cessation
- 1992-05-15 CA CA002068804A patent/CA2068804C/en not_active Expired - Fee Related
- 1992-05-15 AT AT92304395T patent/ATE171483T1/de not_active IP Right Cessation
- 1992-05-15 ZA ZA923559A patent/ZA923559B/xx unknown
- 1992-05-15 DE DE69227065T patent/DE69227065T2/de not_active Expired - Lifetime
- 1992-07-01 IE IE154092A patent/IE921540A1/en not_active IP Right Cessation
- 1992-08-19 SA SA92130072A patent/SA92130072B1/ar unknown
-
1993
- 1993-01-26 US US08/008,954 patent/US5246561A/en not_active Expired - Lifetime
- 1993-10-14 NO NO933704A patent/NO309497B1/no unknown
- 1993-11-12 FI FI935023A patent/FI108371B/fi not_active IP Right Cessation
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| EEER | Examination request | ||
| MKLA | Lapsed |