CH634347A5 - Process for the immobilisation of biologically active substances and product - Google Patents
Process for the immobilisation of biologically active substances and product Download PDFInfo
- Publication number
- CH634347A5 CH634347A5 CH720076A CH720076A CH634347A5 CH 634347 A5 CH634347 A5 CH 634347A5 CH 720076 A CH720076 A CH 720076A CH 720076 A CH720076 A CH 720076A CH 634347 A5 CH634347 A5 CH 634347A5
- Authority
- CH
- Switzerland
- Prior art keywords
- mixture
- prepolymer
- polyurethane
- enzyme
- coenzyme
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 62
- 239000013543 active substance Substances 0.000 title description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 90
- 239000000203 mixture Substances 0.000 claims description 78
- 239000012620 biological material Substances 0.000 claims description 73
- 102000004190 Enzymes Human genes 0.000 claims description 60
- 108090000790 Enzymes Proteins 0.000 claims description 60
- 239000007788 liquid Substances 0.000 claims description 60
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims description 58
- 239000005515 coenzyme Substances 0.000 claims description 56
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 56
- 239000006260 foam Substances 0.000 claims description 40
- 239000003795 chemical substances by application Substances 0.000 claims description 21
- 239000002904 solvent Substances 0.000 claims description 21
- 239000000463 material Substances 0.000 claims description 19
- 108090000623 proteins and genes Proteins 0.000 claims description 18
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 17
- 101710088194 Dehydrogenase Proteins 0.000 claims description 16
- 239000011149 active material Substances 0.000 claims description 16
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 16
- 102000004169 proteins and genes Human genes 0.000 claims description 16
- 102000003992 Peroxidases Human genes 0.000 claims description 14
- 229950006238 nadide Drugs 0.000 claims description 13
- 108040007629 peroxidase activity proteins Proteins 0.000 claims description 12
- 239000000126 substance Substances 0.000 claims description 12
- 229960000723 ampicillin Drugs 0.000 claims description 10
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 claims description 10
- 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 claims description 10
- FVTCRASFADXXNN-UHFFFAOYSA-N flavin mononucleotide Natural products OP(=O)(O)OCC(O)C(O)C(O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O FVTCRASFADXXNN-UHFFFAOYSA-N 0.000 claims description 10
- 239000011768 flavin mononucleotide Substances 0.000 claims description 10
- 229940013640 flavin mononucleotide Drugs 0.000 claims description 10
- 235000019231 riboflavin-5'-phosphate Nutrition 0.000 claims description 10
- 239000003242 anti bacterial agent Substances 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 230000015572 biosynthetic process Effects 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 7
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 7
- 102000007698 Alcohol dehydrogenase Human genes 0.000 claims description 6
- 108010021809 Alcohol dehydrogenase Proteins 0.000 claims description 6
- 102000004316 Oxidoreductases Human genes 0.000 claims description 6
- 108090000854 Oxidoreductases Proteins 0.000 claims description 6
- 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 claims description 6
- 229930027945 nicotinamide-adenine dinucleotide Natural products 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 5
- 239000012798 spherical particle Substances 0.000 claims description 5
- 229960002363 thiamine pyrophosphate Drugs 0.000 claims description 5
- 235000008170 thiamine pyrophosphate Nutrition 0.000 claims description 5
- 239000011678 thiamine pyrophosphate Substances 0.000 claims description 5
- YXVCLPJQTZXJLH-UHFFFAOYSA-N thiamine(1+) diphosphate chloride Chemical compound [Cl-].CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N YXVCLPJQTZXJLH-UHFFFAOYSA-N 0.000 claims description 5
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 4
- 108010001478 Bacitracin Proteins 0.000 claims description 4
- 108090000364 Ligases Proteins 0.000 claims description 4
- 102000003960 Ligases Human genes 0.000 claims description 4
- 108060001084 Luciferase Proteins 0.000 claims description 4
- 239000005089 Luciferase Substances 0.000 claims description 4
- QIAFMBKCNZACKA-UHFFFAOYSA-N N-benzoylglycine Chemical compound OC(=O)CNC(=O)C1=CC=CC=C1 QIAFMBKCNZACKA-UHFFFAOYSA-N 0.000 claims description 4
- 229930193140 Neomycin Natural products 0.000 claims description 4
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 4
- 229960003071 bacitracin Drugs 0.000 claims description 4
- 229930184125 bacitracin Natural products 0.000 claims description 4
- CLKOFPXJLQSYAH-ABRJDSQDSA-N bacitracin A Chemical compound C1SC([C@@H](N)[C@@H](C)CC)=N[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]1C(=O)N[C@H](CCCN)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2N=CNC=2)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)NCCCC1 CLKOFPXJLQSYAH-ABRJDSQDSA-N 0.000 claims description 4
- 230000003100 immobilizing effect Effects 0.000 claims description 4
- 239000001630 malic acid Substances 0.000 claims description 4
- 235000011090 malic acid Nutrition 0.000 claims description 4
- 229960004927 neomycin Drugs 0.000 claims description 4
- 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 claims description 3
- 108091023020 Aldehyde Oxidase Proteins 0.000 claims description 3
- 108010078777 Colistin Proteins 0.000 claims description 3
- 102100030497 Cytochrome c Human genes 0.000 claims description 3
- 108010075031 Cytochromes c Proteins 0.000 claims description 3
- 108010063907 Glutathione Reductase Proteins 0.000 claims description 3
- 102100036442 Glutathione reductase, mitochondrial Human genes 0.000 claims description 3
- 108010004237 Glycine oxidase Proteins 0.000 claims description 3
- 108090000913 Nitrate Reductases Proteins 0.000 claims description 3
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims description 3
- 102000014701 Transketolase Human genes 0.000 claims description 3
- 108010043652 Transketolase Proteins 0.000 claims description 3
- 102100033220 Xanthine oxidase Human genes 0.000 claims description 3
- 108010093894 Xanthine oxidase Proteins 0.000 claims description 3
- 229940088710 antibiotic agent Drugs 0.000 claims description 3
- 229960003346 colistin Drugs 0.000 claims description 3
- 125000000291 glutamic acid group Chemical group N[C@@H](CCC(O)=O)C(=O)* 0.000 claims description 3
- 108010062584 glycollate oxidase Proteins 0.000 claims description 3
- JORAUNFTUVJTNG-BSTBCYLQSA-N n-[(2s)-4-amino-1-[[(2s,3r)-1-[[(2s)-4-amino-1-oxo-1-[[(3s,6s,9s,12s,15r,18s,21s)-6,9,18-tris(2-aminoethyl)-3-[(1r)-1-hydroxyethyl]-12,15-bis(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclotricos-21-yl]amino]butan-2-yl]amino]-3-h Chemical compound CC(C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@H]([C@@H](C)O)CN[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CCN)NC1=O.CCC(C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@H]([C@@H](C)O)CN[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CCN)NC1=O JORAUNFTUVJTNG-BSTBCYLQSA-N 0.000 claims description 3
- XDJYMJULXQKGMM-UHFFFAOYSA-N polymyxin E1 Natural products CCC(C)CCCCC(=O)NC(CCN)C(=O)NC(C(C)O)C(=O)NC(CCN)C(=O)NC1CCNC(=O)C(C(C)O)NC(=O)C(CCN)NC(=O)C(CCN)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CCN)NC1=O XDJYMJULXQKGMM-UHFFFAOYSA-N 0.000 claims description 3
- KNIWPHSUTGNZST-UHFFFAOYSA-N polymyxin E2 Natural products CC(C)CCCCC(=O)NC(CCN)C(=O)NC(C(C)O)C(=O)NC(CCN)C(=O)NC1CCNC(=O)C(C(C)O)NC(=O)C(CCN)NC(=O)C(CCN)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CCN)NC1=O KNIWPHSUTGNZST-UHFFFAOYSA-N 0.000 claims description 3
- 239000001384 succinic acid Substances 0.000 claims description 3
- 108010029731 6-phosphogluconolactonase Proteins 0.000 claims description 2
- 102100031126 6-phosphogluconolactonase Human genes 0.000 claims description 2
- 108010003989 D-amino-acid oxidase Proteins 0.000 claims description 2
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- 108010018962 Glucosephosphate Dehydrogenase Proteins 0.000 claims description 2
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- 102000004459 Nitroreductase Human genes 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
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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 claims 2
- XJLXINKUBYWONI-NNYOXOHSSA-N NADP 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](OP(O)(O)=O)[C@@H](O3)N3C4=NC=NC(N)=C4N=C3)O)O2)O)=C1 XJLXINKUBYWONI-NNYOXOHSSA-N 0.000 claims 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims 2
- 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 claims 2
- 102100036826 Aldehyde oxidase Human genes 0.000 claims 1
- ODBLHEXUDAPZAU-ZAFYKAAXSA-N D-threo-isocitric acid Chemical compound OC(=O)[C@H](O)[C@@H](C(O)=O)CC(O)=O ODBLHEXUDAPZAU-ZAFYKAAXSA-N 0.000 claims 1
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- ODBLHEXUDAPZAU-UHFFFAOYSA-N threo-D-isocitric acid Natural products OC(=O)C(O)C(C(O)=O)CC(O)=O ODBLHEXUDAPZAU-UHFFFAOYSA-N 0.000 claims 1
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- UVZICZIVKIMRNE-UHFFFAOYSA-N thiodiacetic acid Chemical compound OC(=O)CSCC(O)=O UVZICZIVKIMRNE-UHFFFAOYSA-N 0.000 description 1
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- 150000004992 toluidines Chemical class 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K11/00—Fructose
-
- 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/098—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer formed in the presence of the enzymes or microbial cells
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K39/395—Antibodies; Immunoglobulins; Immune serum, e.g. antilymphocytic serum
- A61K39/44—Antibodies bound to carriers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6415—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63 having nitrogen
- C08G18/6446—Proteins and derivatives thereof
-
- 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/089—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C12N11/093—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P1/00—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K1/00—Glucose; Glucose-containing syrups
- C13K1/06—Glucose; Glucose-containing syrups obtained by saccharification of starch or raw materials containing starch
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Mycology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Immunology (AREA)
- Pharmacology & Pharmacy (AREA)
- Polymers & Plastics (AREA)
- Polyurethanes Or Polyureas (AREA)
- Materials For Medical Uses (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58567475A | 1975-06-10 | 1975-06-10 | |
| US64402575A | 1975-12-24 | 1975-12-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH634347A5 true CH634347A5 (en) | 1983-01-31 |
Family
ID=27079466
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH720076A CH634347A5 (en) | 1975-06-10 | 1976-06-08 | Process for the immobilisation of biologically active substances and product |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS51148089A (enrdf_load_stackoverflow) |
| AT (1) | AT349628B (enrdf_load_stackoverflow) |
| CA (1) | CA1088008A (enrdf_load_stackoverflow) |
| CH (1) | CH634347A5 (enrdf_load_stackoverflow) |
| DE (2) | DE2625544C2 (enrdf_load_stackoverflow) |
| FR (2) | FR2314196B2 (enrdf_load_stackoverflow) |
| GB (2) | GB1517813A (enrdf_load_stackoverflow) |
| MX (1) | MX3442E (enrdf_load_stackoverflow) |
| NL (1) | NL7606211A (enrdf_load_stackoverflow) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4226935A (en) * | 1978-08-07 | 1980-10-07 | W. R. Grace & Co. | Enzymatic diagnostic composition |
| DE2920525A1 (de) * | 1979-05-21 | 1980-12-04 | Bayer Ag | Verfahren zur herstellung von polyadditionsprodukten aus isocyanaten und denaturierten biomassen sowie deren verwendung als reaktiver fuellstoff und als pflanzennaehrstoffe und verfahren zur herstellung von platten oder formteilen unter verwendung der polyadditionsprodukte |
| DE2920527A1 (de) | 1979-05-21 | 1981-02-05 | Bayer Ag | Verfahren zur herstellung von polyurethankunststoffen |
| DE2929872C2 (de) * | 1979-07-24 | 1985-10-31 | Joachim Prof. Dr. Klein | Verfahren zur Herstellung von hydrophilen, gelförmig oder geschäumten Biokatalysatoren mit hoher Beladung an enzymatisch aktiver Substanz |
| DE3222912A1 (de) * | 1982-06-18 | 1983-12-22 | Basf Ag, 6700 Ludwigshafen | Unloeslicher biokatalysator |
| US5049358A (en) * | 1988-09-30 | 1991-09-17 | Miles Inc. | Composition and test device for assaying for proteins |
| CA2001557A1 (en) * | 1988-12-19 | 1990-06-19 | Timothy M. Coryn | Test method and device for total protein assay |
| WO2001051689A1 (en) * | 2000-01-11 | 2001-07-19 | Nanogen Recognomics Gmbh | Biomolecules having multiple attachment moieties for binding to a substrate surface |
| US9828597B2 (en) | 2006-11-22 | 2017-11-28 | Toyota Motor Engineering & Manufacturing North America, Inc. | Biofunctional materials |
| AU2009300187B2 (en) | 2008-09-30 | 2015-01-15 | Fresenius Medical Care Holdings, Inc. | Covalently immobilized enzyme and method to make the same |
| US8796009B2 (en) | 2010-06-21 | 2014-08-05 | Toyota Motor Engineering & Manufacturing North America, Inc. | Clearcoat containing thermolysin-like protease from Bacillus stearothermophilus for cleaning of insect body stains |
| US11015149B2 (en) | 2010-06-21 | 2021-05-25 | Toyota Motor Corporation | Methods of facilitating removal of a fingerprint |
| US10988714B2 (en) | 2010-06-21 | 2021-04-27 | Regents Of The University Of Minnesota | Methods of facilitating removal of a fingerprint from a substrate or a coating |
| US9388370B2 (en) | 2010-06-21 | 2016-07-12 | Toyota Motor Engineering & Manufacturing North America, Inc. | Thermolysin-like protease for cleaning insect body stains |
| US9121016B2 (en) | 2011-09-09 | 2015-09-01 | Toyota Motor Engineering & Manufacturing North America, Inc. | Coatings containing polymer modified enzyme for stable self-cleaning of organic stains |
| EP2541250A1 (en) * | 2011-06-30 | 2013-01-02 | Koninklijke Philips Electronics N.V. | Molecular architecture on magnetic particles for affinity assays with low non-specific binding |
| US20180080929A1 (en) * | 2015-03-24 | 2018-03-22 | National University Corporation Nagoya University | Analytical device |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1227855B (de) * | 1960-07-12 | 1966-11-03 | Ichthyol Ges | Verfahren zur Herstellung von Enzymkoerpern fuer die Durchfuehrung enzymatischer Reaktionen |
| DE1959169A1 (de) * | 1968-11-25 | 1970-06-04 | Nat Res Dev | Unloesliches enzymatisch reaktives Material |
| US3705084A (en) * | 1970-03-18 | 1972-12-05 | Monsanto Co | Macroporous enzyme reactor |
| US3672955A (en) * | 1970-05-20 | 1972-06-27 | Us Agriculture | Preparation of an insoluble active enzyme |
| DE2413137A1 (de) * | 1974-03-19 | 1975-10-16 | Boehringer Mannheim Gmbh | Enzymatisch aktiver schaumstoff und verfahren zu seiner herstellung |
| BE833191A (fr) * | 1975-09-01 | 1976-03-08 | Catalyseur pour une reaction biochimique et procede pour le preparer |
-
1976
- 1976-06-05 DE DE2625544A patent/DE2625544C2/de not_active Expired
- 1976-06-05 DE DE19762625471 patent/DE2625471A1/de active Granted
- 1976-06-08 CA CA254,273A patent/CA1088008A/en not_active Expired
- 1976-06-08 CH CH720076A patent/CH634347A5/de not_active IP Right Cessation
- 1976-06-09 FR FR7617451A patent/FR2314196B2/fr not_active Expired
- 1976-06-09 NL NL7606211A patent/NL7606211A/xx not_active Application Discontinuation
- 1976-06-09 AT AT420476A patent/AT349628B/de not_active IP Right Cessation
- 1976-06-09 FR FR7617452A patent/FR2314195B1/fr not_active Expired
- 1976-06-09 GB GB23937/76A patent/GB1517813A/en not_active Expired
- 1976-06-09 GB GB23919/76A patent/GB1518746A/en not_active Expired
- 1976-06-09 JP JP51066624A patent/JPS51148089A/ja active Pending
- 1976-06-09 MX MX100388U patent/MX3442E/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL7606211A (nl) | 1976-12-14 |
| GB1518746A (en) | 1978-07-26 |
| FR2314195A1 (fr) | 1977-01-07 |
| ATA420476A (de) | 1978-09-15 |
| MX3442E (es) | 1980-11-25 |
| DE2625471A1 (de) | 1976-12-23 |
| DE2625544C2 (de) | 1986-09-11 |
| DE2625544A1 (de) | 1976-12-23 |
| AT349628B (de) | 1979-04-10 |
| CA1088008A (en) | 1980-10-21 |
| FR2314195B1 (fr) | 1981-10-09 |
| DE2625471C2 (enrdf_load_stackoverflow) | 1990-03-01 |
| FR2314196B2 (fr) | 1981-10-09 |
| FR2314196A2 (fr) | 1977-01-07 |
| JPS51148089A (en) | 1976-12-18 |
| GB1517813A (en) | 1978-07-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PFA | Name/firm changed |
Owner name: W. R. GRACE & CO.-CONN. (A CONNECTICUT CORP.) |
|
| PL | Patent ceased | ||
| PL | Patent ceased |