CA1102225A - Stabilized liquid enzyme and coenzyme compositions and method of preparing same - Google Patents
Stabilized liquid enzyme and coenzyme compositions and method of preparing sameInfo
- Publication number
- CA1102225A CA1102225A CA285,845A CA285845A CA1102225A CA 1102225 A CA1102225 A CA 1102225A CA 285845 A CA285845 A CA 285845A CA 1102225 A CA1102225 A CA 1102225A
- Authority
- CA
- Canada
- Prior art keywords
- coenzyme
- composition
- further characterized
- stabilized
- enzyme
- 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.)
- Expired
Links
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- 108090000790 Enzymes Proteins 0.000 title claims abstract description 81
- 239000000203 mixture Substances 0.000 title claims abstract description 56
- 239000007788 liquid Substances 0.000 title claims description 40
- 238000000034 method Methods 0.000 title claims description 34
- 229920000642 polymer Polymers 0.000 claims abstract description 29
- 239000003960 organic solvent Substances 0.000 claims abstract description 26
- -1 azide compound Chemical class 0.000 claims abstract description 23
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- 239000012736 aqueous medium Substances 0.000 claims abstract description 7
- 230000002255 enzymatic effect Effects 0.000 claims abstract description 7
- 239000003381 stabilizer Substances 0.000 claims abstract description 4
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- 238000006243 chemical reaction Methods 0.000 claims description 47
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
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- 238000011105 stabilization Methods 0.000 claims description 17
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- 230000000087 stabilizing effect Effects 0.000 claims description 9
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 238000003797 solvolysis reaction Methods 0.000 claims description 5
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- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 claims description 5
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- 108010029731 6-phosphogluconolactonase Proteins 0.000 claims description 4
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- ZKHQWZAMYRWXGA-KQYNXXCUSA-J ATP(4-) Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-J 0.000 abstract 2
- ZKHQWZAMYRWXGA-UHFFFAOYSA-N Adenosine triphosphate Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C(O)C1O ZKHQWZAMYRWXGA-UHFFFAOYSA-N 0.000 abstract 2
- 230000036425 denaturation Effects 0.000 abstract 1
- 238000004925 denaturation Methods 0.000 abstract 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 55
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 36
- 239000000243 solution Substances 0.000 description 31
- CVSVTCORWBXHQV-UHFFFAOYSA-N creatine Chemical compound NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 18
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- 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 9
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- 239000000047 product Substances 0.000 description 6
- 150000003839 salts Chemical group 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 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 5
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- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 4
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 3
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
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- DRBBFCLWYRJSJZ-UHFFFAOYSA-N N-phosphocreatine Chemical compound OC(=O)CN(C)C(=N)NP(O)(O)=O DRBBFCLWYRJSJZ-UHFFFAOYSA-N 0.000 description 2
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- 229910019142 PO4 Inorganic materials 0.000 description 2
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
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- IHPYMWDTONKSCO-UHFFFAOYSA-N 2,2'-piperazine-1,4-diylbisethanesulfonic acid Chemical compound OS(=O)(=O)CCN1CCN(CCS(O)(=O)=O)CC1 IHPYMWDTONKSCO-UHFFFAOYSA-N 0.000 description 1
- 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 1
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- 102100036475 Alanine aminotransferase 1 Human genes 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
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- VFRROHXSMXFLSN-UHFFFAOYSA-N Glc6P Natural products OP(=O)(O)OCC(O)C(O)C(O)C(O)C=O VFRROHXSMXFLSN-UHFFFAOYSA-N 0.000 description 1
- 101710198413 Hexokinase-8 Proteins 0.000 description 1
- 101000910772 Homo sapiens Coiled-coil domain-containing protein 50 Proteins 0.000 description 1
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- 230000002378 acidificating effect Effects 0.000 description 1
- 229960000643 adenine Drugs 0.000 description 1
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- 229910052783 alkali metal Inorganic materials 0.000 description 1
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- 229910052749 magnesium Inorganic materials 0.000 description 1
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- 230000000813 microbial effect Effects 0.000 description 1
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- 244000005700 microbiome Species 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
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- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/62—Three oxygen atoms, e.g. ascorbic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/96—Stabilising an enzyme by forming an adduct or a composition; Forming enzyme conjugates
-
- 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
- C12Q1/008—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions for determining co-enzymes or co-factors, e.g. NAD, ATP
-
- 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
- C12Q1/48—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving transferase
- C12Q1/50—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving transferase involving creatine phosphokinase
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Immunology (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- Analytical Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Engineering & Computer Science (AREA)
- Biophysics (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Medicinal Chemistry (AREA)
- Urology & Nephrology (AREA)
- Cell Biology (AREA)
- Emergency Medicine (AREA)
- Food Science & Technology (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA372,912A CA1127055A (en) | 1976-09-13 | 1981-03-12 | Stabilized liquid enzyme and coenzyme compositions and method of preparing same |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72256576A | 1976-09-13 | 1976-09-13 | |
| US722,565 | 1976-09-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1102225A true CA1102225A (en) | 1981-06-02 |
Family
ID=24902389
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA285,845A Expired CA1102225A (en) | 1976-09-13 | 1977-08-31 | Stabilized liquid enzyme and coenzyme compositions and method of preparing same |
Country Status (7)
| Country | Link |
|---|---|
| JP (2) | JPS5843078B2 (enrdf_load_stackoverflow) |
| CA (1) | CA1102225A (enrdf_load_stackoverflow) |
| CH (1) | CH631208A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2740957A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2364457A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1570971A (enrdf_load_stackoverflow) |
| SE (1) | SE446742B (enrdf_load_stackoverflow) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1102225A (en) * | 1976-09-13 | 1981-06-02 | Ivan E. Modrovich | Stabilized liquid enzyme and coenzyme compositions and method of preparing same |
| DE2814154A1 (de) * | 1978-04-01 | 1979-10-11 | Behringwerke Ag | Stabilisierte nicotinamid-nucleotide und verfahren zu ihrer herstellung |
| JPS5513008A (en) * | 1978-07-11 | 1980-01-29 | Mitsui Toatsu Chem Inc | Stabilization of aqueous solution of enzyme |
| CA1187388A (en) * | 1978-09-20 | 1985-05-21 | American Monitor Corporation | Stabilization of working reagent solutions containing nadh, nadph, and/or enzymes, and the use of such stabilized reagents in enzymes or substrate assays |
| JPS55138399A (en) * | 1979-04-13 | 1980-10-29 | Dainippon Pharmaceut Co Ltd | Composition for determining beta-d-galactosidase and method thereof |
| JPS5982398A (ja) * | 1982-11-01 | 1984-05-12 | Toyobo Co Ltd | 補酵素の安定化法 |
| JPS62101773A (ja) * | 1985-10-29 | 1987-05-12 | 白木金属工業株式会社 | 電子キ−装置 |
| US5298406A (en) * | 1992-09-14 | 1994-03-29 | E. I. Du Pont De Nemours And Company | Formulation for stabilizing enzymatic activity and immunoreactivity of creatine kinase and creatine kinase isoenzymes |
| DE10313972A1 (de) * | 2003-03-27 | 2004-10-21 | Degussa Ag | Gekoppeltes cofaktorabhängiges enzymatisches Reaktionssystem |
| WO2006038647A1 (ja) * | 2004-10-05 | 2006-04-13 | Asahi Kasei Pharma Corporation | 補酵素の安定化方法およびその組成物 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1084079A (enrdf_load_stackoverflow) * | 1964-11-30 | Beckman Instruments Inc | ||
| DE1673194A1 (de) * | 1965-07-22 | 1970-10-29 | Dresden Arzneimittel | Verfahren und Mittel zur Bestimmung von Transaminase-Aktivitaeten |
| US3296094A (en) * | 1966-05-05 | 1967-01-03 | Baxter Laboratories Inc | Stabilized aqueous enzyme solutions |
| US3557002A (en) * | 1967-11-15 | 1971-01-19 | Procter & Gamble | Stabilized aqueous enzyme preparation |
| US3627688A (en) * | 1968-11-12 | 1971-12-14 | Procter & Gamble | Stabilized aqueous enzyme containing compositions |
| GB1322951A (en) * | 1969-10-29 | 1973-07-11 | Warner Lambert Co | Process and agent for the determination of glucose |
| DE2061984C3 (de) * | 1970-12-16 | 1974-04-11 | Boehringer Mannheim Gmbh, 6800 Mannheim | Reagens zur Bestimmung der Lactat-Dehydrogenase im Farbtest |
| DE2302721C2 (de) * | 1973-01-19 | 1975-01-23 | Boehringer Mannheim Gmbh, 6800 Mannheim | Verfahren zur Bestimmung der Creatinkinase |
| US3920798A (en) * | 1973-05-08 | 1975-11-18 | Union Carbide Corp | Zeolite y synthesis |
| US3962037A (en) * | 1975-01-30 | 1976-06-08 | Miles Laboratories, Inc. | Composition for stabilizing an enzyme-containing reagent |
| NL7603588A (nl) * | 1975-04-21 | 1976-10-25 | Hoffmann La Roche | Gestabiliseerde coenzymoplossing. |
| JPS52111183A (en) * | 1976-03-12 | 1977-09-17 | Hitachi Ltd | Hand rail guiding device |
| FR2344570A1 (fr) * | 1976-03-17 | 1977-10-14 | Modrovich Ivan | Procede de stabilisation d'un coenzyme labile |
| CA1091174A (en) * | 1976-03-17 | 1980-12-09 | Ivan E. Modrovich | Stabilized liquid enzyme |
| CA1102225A (en) * | 1976-09-13 | 1981-06-02 | Ivan E. Modrovich | Stabilized liquid enzyme and coenzyme compositions and method of preparing same |
-
1977
- 1977-08-31 CA CA285,845A patent/CA1102225A/en not_active Expired
- 1977-09-08 GB GB3744577A patent/GB1570971A/en not_active Expired
- 1977-09-09 FR FR7727386A patent/FR2364457A1/fr active Granted
- 1977-09-12 CH CH1111877A patent/CH631208A5/fr not_active IP Right Cessation
- 1977-09-12 DE DE19772740957 patent/DE2740957A1/de active Granted
- 1977-09-13 JP JP52111183A patent/JPS5843078B2/ja not_active Expired
- 1977-10-20 SE SE7711853A patent/SE446742B/sv not_active IP Right Cessation
-
1984
- 1984-09-29 JP JP20545084A patent/JPS60105494A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| SE7711853L (sv) | 1979-04-21 |
| DE2740957C2 (enrdf_load_stackoverflow) | 1987-07-30 |
| JPH0147999B2 (enrdf_load_stackoverflow) | 1989-10-17 |
| GB1570971A (en) | 1980-07-09 |
| JPS5352685A (en) | 1978-05-13 |
| DE2740957A1 (de) | 1978-03-16 |
| JPS60105494A (ja) | 1985-06-10 |
| JPS5843078B2 (ja) | 1983-09-24 |
| FR2364457A1 (fr) | 1978-04-07 |
| FR2364457B1 (enrdf_load_stackoverflow) | 1980-04-25 |
| SE446742B (sv) | 1986-10-06 |
| CH631208A5 (en) | 1982-07-30 |
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| Date | Code | Title | Description |
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| MKEX | Expiry |