CA1116060A - Method and reagent for bioluminiscence - Google Patents
Method and reagent for bioluminiscenceInfo
- Publication number
- CA1116060A CA1116060A CA328,803A CA328803A CA1116060A CA 1116060 A CA1116060 A CA 1116060A CA 328803 A CA328803 A CA 328803A CA 1116060 A CA1116060 A CA 1116060A
- Authority
- CA
- Canada
- Prior art keywords
- reagent
- atp
- luciferin
- luciferase
- concentration
- 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
- 239000003153 chemical reaction reagent Substances 0.000 title claims abstract description 64
- 238000000034 method Methods 0.000 title claims abstract description 27
- 238000006243 chemical reaction Methods 0.000 claims abstract description 60
- IGXWBGJHJZYPQS-SSDOTTSWSA-N D-Luciferin Chemical compound OC(=O)[C@H]1CSC(C=2SC3=CC=C(O)C=C3N=2)=N1 IGXWBGJHJZYPQS-SSDOTTSWSA-N 0.000 claims abstract description 51
- 239000005089 Luciferase Substances 0.000 claims abstract description 47
- 108060001084 Luciferase Proteins 0.000 claims abstract description 46
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 claims abstract description 26
- 235000011180 diphosphates Nutrition 0.000 claims abstract description 26
- 238000005415 bioluminescence Methods 0.000 claims abstract description 16
- 230000029918 bioluminescence Effects 0.000 claims abstract description 16
- 230000008569 process Effects 0.000 claims abstract description 15
- 230000002860 competitive effect Effects 0.000 claims abstract description 12
- 239000003112 inhibitor Substances 0.000 claims abstract description 11
- 229910021645 metal ion Inorganic materials 0.000 claims abstract description 7
- 230000005764 inhibitory process Effects 0.000 claims description 20
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 5
- 238000001155 isoelectric focusing Methods 0.000 claims description 4
- -1 thiol compounds Chemical class 0.000 claims description 4
- 108091003079 Bovine Serum Albumin Proteins 0.000 claims description 3
- 229940098773 bovine serum albumin Drugs 0.000 claims description 3
- RGJOEKWQDUBAIZ-IBOSZNHHSA-N CoASH Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCS)O[C@H]1N1C2=NC=NC(N)=C2N=C1 RGJOEKWQDUBAIZ-IBOSZNHHSA-N 0.000 claims 1
- RGJOEKWQDUBAIZ-UHFFFAOYSA-N coenzime A Natural products OC1C(OP(O)(O)=O)C(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCS)OC1N1C2=NC=NC(N)=C2N=C1 RGJOEKWQDUBAIZ-UHFFFAOYSA-N 0.000 claims 1
- 239000005516 coenzyme A Substances 0.000 claims 1
- 229940093530 coenzyme a Drugs 0.000 claims 1
- KDTSHFARGAKYJN-UHFFFAOYSA-N dephosphocoenzyme A Natural products OC1C(O)C(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCS)OC1N1C2=NC=NC(N)=C2N=C1 KDTSHFARGAKYJN-UHFFFAOYSA-N 0.000 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- ZKHQWZAMYRWXGA-KQYNXXCUSA-N Adenosine triphosphate 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-N 0.000 description 43
- 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 description 43
- 229940048084 pyrophosphate Drugs 0.000 description 21
- 108090000790 Enzymes Proteins 0.000 description 18
- 102000004190 Enzymes Human genes 0.000 description 18
- 238000004458 analytical method Methods 0.000 description 16
- 230000000694 effects Effects 0.000 description 15
- 230000007423 decrease Effects 0.000 description 12
- UDMBCSSLTHHNCD-UHFFFAOYSA-N Coenzym Q(11) Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(O)=O)C(O)C1O UDMBCSSLTHHNCD-UHFFFAOYSA-N 0.000 description 10
- UDMBCSSLTHHNCD-KQYNXXCUSA-N adenosine 5'-monophosphate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O UDMBCSSLTHHNCD-KQYNXXCUSA-N 0.000 description 10
- 229960003190 adenosine monophosphate Drugs 0.000 description 10
- LNQVTSROQXJCDD-UHFFFAOYSA-N adenosine monophosphate Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(CO)C(OP(O)(O)=O)C1O LNQVTSROQXJCDD-UHFFFAOYSA-N 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- LIYGYAHYXQDGEP-UHFFFAOYSA-N firefly oxyluciferin Natural products Oc1csc(n1)-c1nc2ccc(O)cc2s1 LIYGYAHYXQDGEP-UHFFFAOYSA-N 0.000 description 9
- JJVOROULKOMTKG-UHFFFAOYSA-N oxidized Photinus luciferin Chemical compound S1C2=CC(O)=CC=C2N=C1C1=NC(=O)CS1 JJVOROULKOMTKG-UHFFFAOYSA-N 0.000 description 9
- 230000002401 inhibitory effect Effects 0.000 description 8
- 239000000523 sample Substances 0.000 description 7
- 230000035945 sensitivity Effects 0.000 description 6
- BJGNCJDXODQBOB-UHFFFAOYSA-N Fivefly Luciferin Natural products OC(=O)C1CSC(C=2SC3=CC(O)=CC=C3N=2)=N1 BJGNCJDXODQBOB-UHFFFAOYSA-N 0.000 description 5
- 230000000875 corresponding effect Effects 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- CYCGRDQQIOGCKX-UHFFFAOYSA-N Dehydro-luciferin Natural products OC(=O)C1=CSC(C=2SC3=CC(O)=CC=C3N=2)=N1 CYCGRDQQIOGCKX-UHFFFAOYSA-N 0.000 description 4
- DDWFXDSYGUXRAY-UHFFFAOYSA-N Luciferin Natural products CCc1c(C)c(CC2NC(=O)C(=C2C=C)C)[nH]c1Cc3[nH]c4C(=C5/NC(CC(=O)O)C(C)C5CC(=O)O)CC(=O)c4c3C DDWFXDSYGUXRAY-UHFFFAOYSA-N 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 3
- 102000009609 Pyrophosphatases Human genes 0.000 description 3
- 108010009413 Pyrophosphatases Proteins 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000012472 biological sample Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000006957 competitive inhibition Effects 0.000 description 3
- 230000001419 dependent effect Effects 0.000 description 3
- 230000000670 limiting effect Effects 0.000 description 3
- 229910001425 magnesium ion Inorganic materials 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000009738 saturating Methods 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 230000002101 lytic effect Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000036963 noncompetitive effect Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 241000500891 Insecta Species 0.000 description 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241000254064 Photinus pyralis Species 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 229950006790 adenosine phosphate Drugs 0.000 description 1
- 229960001456 adenosine triphosphate Drugs 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000002715 bioenergetic effect Effects 0.000 description 1
- 239000012888 bovine serum Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 230000002844 continuous effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007515 enzymatic degradation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000002523 gelfiltration Methods 0.000 description 1
- 230000005283 ground state Effects 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 1
- 229940069446 magnesium acetate Drugs 0.000 description 1
- 235000011285 magnesium acetate Nutrition 0.000 description 1
- 239000011654 magnesium acetate Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 230000006959 non-competitive inhibition Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000003567 photophosphorylation Effects 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000009751 slip forming Methods 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 230000009466 transformation Effects 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
- C12Q1/66—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving luciferase
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- Physics & Mathematics (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- Biophysics (AREA)
- Analytical Chemistry (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE7806296-5 | 1978-05-31 | ||
| SE7806296A SE428379B (sv) | 1978-05-31 | 1978-05-31 | Bioluminiscens bestemning av atp och reagens herfor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1116060A true CA1116060A (en) | 1982-01-12 |
Family
ID=20335063
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA328,803A Expired CA1116060A (en) | 1978-05-31 | 1979-05-31 | Method and reagent for bioluminiscence |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4246340A (enExample) |
| JP (1) | JPS5513893A (enExample) |
| BE (1) | BE876662A (enExample) |
| CA (1) | CA1116060A (enExample) |
| DE (1) | DE2921975C2 (enExample) |
| FR (1) | FR2427603A1 (enExample) |
| GB (1) | GB2022247B (enExample) |
| NL (1) | NL7904308A (enExample) |
| SE (1) | SE428379B (enExample) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4604364A (en) * | 1974-01-04 | 1986-08-05 | Kosak Kenneth M | Bioluminescent tracer composition and method of use in immunoassays |
| SE432112B (sv) * | 1979-07-12 | 1984-03-19 | Lkb Produkter Ab | Forfarande for bestemning av kreatinkinas i prover innehallande atp |
| US4743561A (en) * | 1985-03-05 | 1988-05-10 | Abbott Laboratories | Luminescent assay with a reagent to alter transmitive properties of assay solution |
| US4704355A (en) * | 1985-03-27 | 1987-11-03 | New Horizons Diagnostics Corporation | Assay utilizing ATP encapsulated within liposome particles |
| US4767699A (en) * | 1985-05-02 | 1988-08-30 | Allied Corporation | Diagnostic reagent, kit and method employing polynucleotide displacement, separation, enzymatic cleavage and adenosine phosphate detection |
| US5128069A (en) * | 1989-03-22 | 1992-07-07 | Nippon Zoki Pharmaceutical Co., Ltd. | Luciferin derivatives |
| US5283180A (en) * | 1990-07-19 | 1994-02-01 | Charm Sciences, Inc. | Bioluminescence method for the determination of pesticides |
| US5283179A (en) * | 1990-09-10 | 1994-02-01 | Promega Corporation | Luciferase assay method |
| AT401526B (de) * | 1993-02-10 | 1996-09-25 | Scheirer Winfried | Reagenzlösung zur stabilisierung der lumineszenz bei der luciferasemessung |
| AU7343794A (en) * | 1993-07-28 | 1995-02-28 | Firezyme Diagnostic Technologies Ltd. | Physiological and isotonic buffer compatible with atp-luciferase bioluminescence reaction |
| US5624813A (en) * | 1994-04-21 | 1997-04-29 | Mahant; Vijay K. | NAD(P)+ /NAD(P)H based chemiluminescent diagnostics |
| JP3409962B2 (ja) * | 1996-03-04 | 2003-05-26 | キッコーマン株式会社 | 生物発光試薬及びその試薬を用いたアデノシンリン酸エステルの定量法並びにその試薬を用いたａｔｐ変換反応系に関与する物質の定量法 |
| US6602677B1 (en) * | 1997-09-19 | 2003-08-05 | Promega Corporation | Thermostable luciferases and methods of production |
| US7090975B2 (en) | 1998-03-13 | 2006-08-15 | Promega Corporation | Pyrophosphorolysis and incorporation of nucleotide method for nucleic acid detection |
| NL1010224C2 (nl) * | 1998-09-30 | 2000-03-31 | Packard Biosciene B V | Werkwijze voor het detecteren van ATP. |
| US6927851B2 (en) | 2000-03-31 | 2005-08-09 | Neogen Corporation | Methods and apparatus to improve the sensitivity and reproducibility of bioluminescent analytical methods |
| US6653147B2 (en) | 2000-03-31 | 2003-11-25 | Neogen Corporation | Apparatus and method for chemiluminescent assays |
| US7118878B1 (en) * | 2000-06-09 | 2006-10-10 | Promega Corporation | Method for increasing luminescence assay sensitivity |
| US20030157643A1 (en) * | 2000-08-24 | 2003-08-21 | Almond Brian D | Synthetic nucleic acids from aquatic species |
| US7879540B1 (en) | 2000-08-24 | 2011-02-01 | Promega Corporation | Synthetic nucleic acid molecule compositions and methods of preparation |
| GB0030727D0 (en) * | 2000-12-15 | 2001-01-31 | Lumitech Uk Ltd | Methods and kits for detecting kinase activity |
| WO2002055742A2 (en) * | 2001-01-09 | 2002-07-18 | Novartis Ag | Rapid method for screening compounds for in vivo activity |
| US7083911B2 (en) * | 2001-02-16 | 2006-08-01 | Promega Corporation | Method for detection of ATP |
| EP1592805A1 (en) * | 2003-02-12 | 2005-11-09 | Promega Corporation | Methods and kits for dual enzymatic assays whereby light is quenched from luminescent reactions |
| CA2572608A1 (en) * | 2004-07-02 | 2006-08-17 | Promega Corporation | Microbial atp extraction and detection system |
| WO2006013837A1 (ja) * | 2004-08-05 | 2006-02-09 | Toyo B-Net Co., Ltd. | ルシフェラーゼ発光方法および発光試薬 |
| US7728118B2 (en) | 2004-09-17 | 2010-06-01 | Promega Corporation | Synthetic nucleic acid molecule compositions and methods of preparation |
| US20060234323A1 (en) * | 2005-04-18 | 2006-10-19 | Cali James J | Luminescent ATP detection with extended linearity |
| ITRM20050252A1 (it) * | 2005-05-23 | 2006-11-24 | Aequotech S R L | Proteine chimeriche per la misurazione delle concentrazioni di atp nello spazio pericellulare e metodo di screening relativo. |
| US20100129840A1 (en) * | 2006-10-13 | 2010-05-27 | Charm Scineces, Inc | Method and Apparatus for Reducing Luminescent Test Result Interferences |
| WO2008118445A1 (en) * | 2007-03-26 | 2008-10-02 | Promega Corporation | Methods to quench light from optical reactions |
| JP2016509835A (ja) | 2013-02-22 | 2016-04-04 | プロメガ コーポレイションＰｒｏｍｅｇａ Ｃｏｒｐｏｒａｔｉｏｎ | ルシフェラーゼ及びヌクレオシドホスフェートの発光検出のための安定化された配合物 |
| CN111089859A (zh) * | 2018-10-23 | 2020-05-01 | 北京中医药大学 | 新型三磷酸腺苷生物发光测定方法及其用途 |
| JP7417117B2 (ja) * | 2021-06-21 | 2024-01-18 | 東亜ディーケーケー株式会社 | 発光分析装置及び発光分析装置の感度調整方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3933592A (en) * | 1965-02-17 | 1976-01-20 | Hazleton Laboratories, Incorporated | Method of detecting living microorganisms |
| US3423290A (en) * | 1966-08-03 | 1969-01-21 | Nasa | Lyophilized reaction mixtures |
| US3616253A (en) * | 1967-05-01 | 1971-10-26 | Du Pont | Method for determining bacterial populations |
| US3575811A (en) * | 1968-10-23 | 1971-04-20 | Hazleton Lab Inc | Method for the detection of cancer |
| US3575812A (en) * | 1968-11-07 | 1971-04-20 | Hazleton Lab Inc | Method for the detection of virus |
| US3929586A (en) * | 1973-05-07 | 1975-12-30 | Organic Chemicals Company Inc | Process for treatment of organic solvent-containing waste sludges |
| US4001088A (en) * | 1974-08-02 | 1977-01-04 | Antonik Alan S | Method for the determination of creatine phosphokinase enzyme |
| US4080265A (en) * | 1974-08-02 | 1978-03-21 | Antonik Alan S | Method for the determination of creative phosphokinase enzyme |
| GB2001434A (en) * | 1977-07-19 | 1979-01-31 | Tarkkanen V | Measurement of somatic cells in milk |
-
1978
- 1978-05-31 SE SE7806296A patent/SE428379B/sv not_active IP Right Cessation
-
1979
- 1979-05-24 GB GB7918087A patent/GB2022247B/en not_active Expired
- 1979-05-28 JP JP6668779A patent/JPS5513893A/ja active Pending
- 1979-05-30 FR FR7913819A patent/FR2427603A1/fr active Granted
- 1979-05-30 US US06/043,835 patent/US4246340A/en not_active Expired - Lifetime
- 1979-05-30 BE BE0/195486A patent/BE876662A/xx not_active IP Right Cessation
- 1979-05-30 DE DE2921975A patent/DE2921975C2/de not_active Expired
- 1979-05-31 NL NL7904308A patent/NL7904308A/xx not_active Application Discontinuation
- 1979-05-31 CA CA328,803A patent/CA1116060A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2427603B1 (enExample) | 1984-01-20 |
| GB2022247A (en) | 1979-12-12 |
| SE428379B (sv) | 1983-06-27 |
| NL7904308A (nl) | 1979-12-04 |
| US4246340A (en) | 1981-01-20 |
| FR2427603A1 (fr) | 1979-12-28 |
| DE2921975A1 (de) | 1979-12-06 |
| BE876662A (fr) | 1979-09-17 |
| DE2921975C2 (de) | 1983-12-08 |
| JPS5513893A (en) | 1980-01-31 |
| SE7806296L (sv) | 1979-12-01 |
| GB2022247B (en) | 1982-12-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |