GB1343703A - Method of chemically coupling biologically active substances to oxirane-containing polymers - Google Patents
Method of chemically coupling biologically active substances to oxirane-containing polymersInfo
- Publication number
- GB1343703A GB1343703A GB2018271A GB2018271A GB1343703A GB 1343703 A GB1343703 A GB 1343703A GB 2018271 A GB2018271 A GB 2018271A GB 2018271 A GB2018271 A GB 2018271A GB 1343703 A GB1343703 A GB 1343703A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trypsin
- polyacrylamide
- amino acid
- agarose
- chemically coupling
- 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
- 230000008878 coupling Effects 0.000 title abstract 3
- 238000010168 coupling process Methods 0.000 title abstract 3
- 238000005859 coupling reaction Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 229920000642 polymer Polymers 0.000 title abstract 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 title 1
- 239000013543 active substance Substances 0.000 title 1
- 229920002401 polyacrylamide Polymers 0.000 abstract 4
- 229920000936 Agarose Polymers 0.000 abstract 3
- 150000001413 amino acids Chemical class 0.000 abstract 3
- 150000004676 glycans Chemical class 0.000 abstract 3
- 229920001282 polysaccharide Polymers 0.000 abstract 3
- 239000005017 polysaccharide Substances 0.000 abstract 3
- 229920002307 Dextran Polymers 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 102000004142 Trypsin Human genes 0.000 abstract 2
- 108090000631 Trypsin Proteins 0.000 abstract 2
- 229940122618 Trypsin inhibitor Drugs 0.000 abstract 2
- 239000001913 cellulose Substances 0.000 abstract 2
- 229920002678 cellulose Polymers 0.000 abstract 2
- 239000012588 trypsin Substances 0.000 abstract 2
- 239000002753 trypsin inhibitor Substances 0.000 abstract 2
- 229920001817 Agar Polymers 0.000 abstract 1
- 102000004506 Blood Proteins Human genes 0.000 abstract 1
- 108010017384 Blood Proteins Proteins 0.000 abstract 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- 230000003213 activating effect Effects 0.000 abstract 1
- 239000008272 agar Substances 0.000 abstract 1
- 230000004071 biological effect Effects 0.000 abstract 1
- 238000010828 elution Methods 0.000 abstract 1
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 abstract 1
- 239000002773 nucleotide Substances 0.000 abstract 1
- 125000003729 nucleotide group Chemical group 0.000 abstract 1
- 125000000466 oxiranyl group Chemical group 0.000 abstract 1
- 108090000765 processed proteins & peptides Proteins 0.000 abstract 1
- 108090000623 proteins and genes Proteins 0.000 abstract 1
- 102000004169 proteins and genes Human genes 0.000 abstract 1
- 238000001179 sorption measurement Methods 0.000 abstract 1
- -1 tosyl ester Chemical class 0.000 abstract 1
Classifications
-
- 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
- C12N9/14—Hydrolases (3)
- C12N9/48—Hydrolases (3) acting on peptide bonds (3.4)
- C12N9/50—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25)
- C12N9/64—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25) derived from animal tissue
- C12N9/6421—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25) derived from animal tissue from mammals
- C12N9/6424—Serine endopeptidases (3.4.21)
- C12N9/6427—Chymotrypsins (3.4.21.1; 3.4.21.2); Trypsin (3.4.21.4)
-
- 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
- C12N11/082—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C12N11/087—Acrylic polymers
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/56—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
- A61K47/58—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. poly[meth]acrylate, polyacrylamide, polystyrene, polyvinylpyrrolidone, polyvinylalcohol or polystyrene sulfonic acid resin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/56—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
- A61K47/61—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule the organic macromolecular compound being a polysaccharide or a derivative thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/81—Protease inhibitors
- C07K14/8107—Endopeptidase (E.C. 3.4.21-99) inhibitors
- C07K14/811—Serine protease (E.C. 3.4.21) inhibitors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K17/00—Carrier-bound or immobilised peptides; Preparation thereof
- C07K17/02—Peptides being immobilised on, or in, an organic carrier
- C07K17/06—Peptides being immobilised on, or in, an organic carrier attached to the carrier via a bridging agent
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
-
- 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
- C12N11/10—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a carbohydrate
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Biochemistry (AREA)
- Biomedical Technology (AREA)
- Microbiology (AREA)
- General Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Biophysics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Mycology (AREA)
- Gastroenterology & Hepatology (AREA)
- Immunology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
1343703 Chemically coupling proteins &c. to polyacrylamide or polysaccharides EXPLOATERINGS AB TBF 19 April 1971 [23 Jan 1970] 20182/71 Headings C3H C3P and C3U A method of chemically coupling an amino acid, peptide, protein, plasma protein or nucleotide to a water-insoluble polysaccharide (agar, cellulose, dextran or cross-linked dextran) or polyacrylamide involves reacting a waterinsoluble hydrophilic oxirane group-containing form of the polysaccharide or polyacrylamide with a solution of the amino acid &c. under conditions which at least partially retain the biological activity of the amino acid &c. in the coupled product. According to the Examples (1) agarose is activated with epichlorohydrin, and soyabean-trypsin-inhibitor or trypsin is coupled to the activated agarose, (2) and (3) the coupled product is used to purify trypsin and soyabean-trypsin-inhibitor, respectively, by adsorption and elution. Examples 4, 5 and 6 are broadly similar except that the polymer is obtained by activating the tosyl ester of cellulose with sodium methylate, agarose with epibromohydrin and cross-linked polyacrylamide with bis-epoxide, respectively.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE7000843A SE394820B (en) | 1970-01-23 | 1970-01-23 | MAKE BULLY COOLANTLY BINDING TO A WATEROLO POLYMER COOLANTLY ACTIVATELY, AS AMINO ACIDS, PEPTIDES, PROTEINS, NUCLEOTIDES AND NUCLEIC ACIDS BY REACTION WITH AN SUCH POLY |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1343703A true GB1343703A (en) | 1974-01-16 |
Family
ID=20257189
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2018271A Expired GB1343703A (en) | 1970-01-23 | 1971-04-19 | Method of chemically coupling biologically active substances to oxirane-containing polymers |
Country Status (7)
Country | Link |
---|---|
JP (1) | JPS5623588B1 (en) |
CA (1) | CA1000687A (en) |
DE (1) | DE2102514B2 (en) |
FR (1) | FR2077297B1 (en) |
GB (1) | GB1343703A (en) |
NL (1) | NL7100902A (en) |
SE (1) | SE394820B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4987234A (en) * | 1988-08-17 | 1991-01-22 | Hoechst Aktiengesellschaft | Process for the preparation of cyclic ureas |
CN111965341A (en) * | 2020-08-10 | 2020-11-20 | 武汉菲恩生物科技有限公司 | Dextran-based HRP-goat anti-mouse IgG labeled antibody and preparation method thereof |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3844892A (en) * | 1972-12-19 | 1974-10-29 | Gulf Research Development Co | Method of immobilizing enzymes |
FR2450263A1 (en) * | 1979-02-28 | 1980-09-26 | Dow Chemical Co | Coupling protein to latex particles having epoxy gps. - for use in immunological analysis esp. pregnancy testing |
DE3344912A1 (en) * | 1983-12-13 | 1985-06-20 | Hoechst Ag, 6230 Frankfurt | CROSSLINKED POLYMERISATES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE |
JPS61191700A (en) * | 1984-12-28 | 1986-08-26 | ジエネツクス・コ−ポレイシヨン | Fixation of biological substance with epoxy-polyalkyleneimine copolymer |
DE3500180A1 (en) * | 1985-01-04 | 1986-07-10 | Ernst Prof. Dr. 7400 Tübingen Bayer | Graft copolymers from crosslinked polymers and polyoxyethylene, process for their preparation and their use |
US4882226A (en) * | 1986-09-23 | 1989-11-21 | Akzo N.V. | Carrier material for use in chromatography or carrying out enzymatic reactions |
US5278303A (en) * | 1992-06-12 | 1994-01-11 | University Of Toronto Innovations Foundation | Polymer-supported solution synthesis of oligosaccharides |
US5616698A (en) * | 1994-01-10 | 1997-04-01 | University Of Toronto Innovations Foundation | Polymer-supported solution synthesis of oligosaccharides |
US9180206B2 (en) * | 2007-05-14 | 2015-11-10 | Empire Technology Development Llc | Pharmaceutical preparation and manufacturing method thereof |
-
1970
- 1970-01-23 SE SE7000843A patent/SE394820B/en unknown
-
1971
- 1971-01-20 DE DE19712102514 patent/DE2102514B2/en not_active Ceased
- 1971-01-21 CA CA103,290A patent/CA1000687A/en not_active Expired
- 1971-01-22 JP JP711941A patent/JPS5623588B1/ja active Pending
- 1971-01-22 NL NL7100902A patent/NL7100902A/xx not_active Application Discontinuation
- 1971-01-22 FR FR7102188A patent/FR2077297B1/fr not_active Expired
- 1971-04-19 GB GB2018271A patent/GB1343703A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4987234A (en) * | 1988-08-17 | 1991-01-22 | Hoechst Aktiengesellschaft | Process for the preparation of cyclic ureas |
CN111965341A (en) * | 2020-08-10 | 2020-11-20 | 武汉菲恩生物科技有限公司 | Dextran-based HRP-goat anti-mouse IgG labeled antibody and preparation method thereof |
CN111965341B (en) * | 2020-08-10 | 2023-04-11 | 武汉菲恩生物科技有限公司 | Dextran-based HRP-goat anti-mouse IgG labeled antibody and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
NL7100902A (en) | 1971-07-27 |
JPS5623588B1 (en) | 1981-06-01 |
SE394820B (en) | 1977-07-11 |
DE2102514B2 (en) | 1977-08-18 |
CA1000687A (en) | 1976-11-30 |
FR2077297B1 (en) | 1976-03-19 |
DE2102514A1 (en) | 1971-07-29 |
FR2077297A1 (en) | 1971-10-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
ES427365A1 (en) | Isolation of coagulation factors from biological material using cross linked sulfated, sulfonated carbohydrates | |
GB1343703A (en) | Method of chemically coupling biologically active substances to oxirane-containing polymers | |
CA1267495C (en) | Purification and activation of proteins from insoluble inclusion bodies | |
EP0871649B1 (en) | Conjugates of a polypeptide and a biocompatible polymer | |
ATE68976T1 (en) | SOLUBILIZATION OF PROTEINS FOR PHARMACEUTICAL COMPOSITIONS. | |
US5372942A (en) | Protease K resistant arginine deiminase, its method of preparation and its use as an anti-neoplastic agent | |
GB2218101A (en) | TNF-alpha inhibitors | |
DE3650135T2 (en) | Protein extraction. | |
US3746622A (en) | Composition and process | |
GB1404507A (en) | Polysaccharide compositions | |
GB1401737A (en) | Anti-coagulant isolation | |
HK1007333A1 (en) | Variants of plasminogen activatos and processes for their production | |
MX174060B (en) | MONOMERIC, ACTIVE GROWTH HORMONE INSULATION | |
SE8601563D0 (en) | MATERIAL MATERIAL, PROCEDURES FOR PREPARING IT AND USING IT | |
IE38539L (en) | Des-lys29-ala30-insulin. | |
ES8702463A1 (en) | Absorbent polymer material and its preparation. | |
Axen et al. | Chemical fixation of proteins to water-insoluble carriers | |
US4510248A (en) | Process for concentrating and purifying human urinary kallikrein | |
US3651231A (en) | Process for preparing lactogenic factor | |
GB1150293A (en) | An Aspergillopeptidase for Use in Therapy and a Process for the Preparation Thereof. | |
ZA845434B (en) | Complexable heterogeneous oligosaccharides and alpha-hydosanes having therapeutical activity,process for their preparation and related pharmaceutical compositions | |
RU94043698A (en) | METHOD OF PREPARING ENZYME DESTABILASE SHOWING FIBRINOLYTIC, THROMBOLYTIC, ENDO- AND EXO-ε (γ-glu)-LYS-ISOPEPTIDASE AND AMIDOLYTIC ACTIVITY | |
GB1407720A (en) | Carrier bound macromolecular compounds | |
SU1454846A1 (en) | Method of producing l-lysin-alpha-oxidase | |
EP0446850A3 (en) | Process for purifying recombinant human beta-interferon |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PE20 | Patent expired after termination of 20 years |