IL43582A - Carrier-bound protein and nucleic acid macromolecular compounds and processes for the preparation thereof - Google Patents
Carrier-bound protein and nucleic acid macromolecular compounds and processes for the preparation thereofInfo
- Publication number
- IL43582A IL43582A IL43582A IL4358273A IL43582A IL 43582 A IL43582 A IL 43582A IL 43582 A IL43582 A IL 43582A IL 4358273 A IL4358273 A IL 4358273A IL 43582 A IL43582 A IL 43582A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- process according
- carrier
- bound
- molecular sieve
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 12
- 229920002521 macromolecule Polymers 0.000 title claims 9
- 102000039446 nucleic acids Human genes 0.000 title claims 3
- 108020004707 nucleic acids Proteins 0.000 title claims 3
- 150000007523 nucleic acids Chemical class 0.000 title claims 3
- 102000004169 proteins and genes Human genes 0.000 title claims 3
- 108090000623 proteins and genes Proteins 0.000 title claims 3
- 150000001875 compounds Chemical class 0.000 claims 9
- 239000002808 molecular sieve Substances 0.000 claims 6
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims 6
- 239000000463 material Substances 0.000 claims 5
- 229940126062 Compound A Drugs 0.000 claims 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 4
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 4
- 230000008878 coupling Effects 0.000 claims 3
- 238000010168 coupling process Methods 0.000 claims 3
- 238000005859 coupling reaction Methods 0.000 claims 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 3
- 229920002307 Dextran Polymers 0.000 claims 2
- 239000001530 fumaric acid Substances 0.000 claims 2
- 229920002401 polyacrylamide Polymers 0.000 claims 2
- -1 2,3-epoxypropyl diester Chemical class 0.000 claims 1
- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical group CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 claims 1
- 229920001817 Agar Polymers 0.000 claims 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 102000004190 Enzymes Human genes 0.000 claims 1
- 108090000790 Enzymes Proteins 0.000 claims 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 1
- RPQRDASANLAFCM-YFKPBYRVSA-N [(2s)-oxiran-2-yl]methyl prop-2-enoate Chemical compound C=CC(=O)OC[C@@H]1CO1 RPQRDASANLAFCM-YFKPBYRVSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 230000010933 acylation Effects 0.000 claims 1
- 238000005917 acylation reaction Methods 0.000 claims 1
- 239000008272 agar Substances 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 claims 1
- 150000008064 anhydrides Chemical group 0.000 claims 1
- 150000001540 azides Chemical class 0.000 claims 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical group C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 1
- 238000004132 cross linking Methods 0.000 claims 1
- PYRZPBDTPRQYKG-UHFFFAOYSA-N cyclopentene-1-carboxylic acid Chemical compound OC(=O)C1=CCCC1 PYRZPBDTPRQYKG-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 239000005556 hormone Substances 0.000 claims 1
- 229940088597 hormone Drugs 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000011976 maleic acid Substances 0.000 claims 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
Classifications
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- 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
-
- 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)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- Wood Science & Technology (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Molecular Biology (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Medicinal Preparation (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Polymerisation Methods In General (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Claims (15)
1. A process for the preparation of a carrier bound macro- ^ molecular compound wherein a macromolecular compound A selected from the group consisting of protein and nucleic acids Js first reacted with a compound B which contains at least one function capable of coupling with the macromolecular compound A and at least one further function capable of polymerisation, whereafter there is added a molecular sieve material in unswollen state, the degree of cross-linking of which excludes the macrombleoular compound A, and the polymerisable group of the coupled product AB is polymerised in the molecular sieve material.
2. A process according to claim 1, wherein the macromolecular compound A is an enzyme, an antibody or a hormone.
3. A process according to claim 1 wherein a compound B is used which, as couplable function, carries an alkylation or acylation group and, as polymerisable function, carries a carbon-carbon or carbon-oxygen double bond.
4. A process according to claim 3, wherein the couplable function in compound B is an oxirane, ethyleneimine, halide, azide or anhydride group.
5. A process according to claim 1, wherei the compound B used has the general formulai- Rl * n * C^ CB in which is a mono- or polyunsaturated aliphatic hydrocarbon radical, which optionally contains at least one oxo group adjacent to a double bond, and ¾2 ie a hydrogen atom or a lower alkyl radical.
6. A process according to claim 1, wherein the compound B used is aoryloyl chloride, allyl bromide, maleic anhydride, 43582/2 malelc acid aside, l-allyloxy-3- (N-ethyleneimine)-propan-2-ol, acrylic acid 2,3-epoxypropyl ester, maleic acid 2, 3-epoxypropyl monoester, fumaric acid epoxy- (2,3-epoxy-propyl ester), fumaric acid epoxy- (2,3-epoxypropyl diester) or l-allyloxy-2,3-epoxybutane.
7. Λ process according to claim 1, wherein the molecular sieve material used is a cross-linked dextran, a cross-linked polyacrylamide or a cross-linked agar-.
8. A process according to alaim 1, wherein the molecular sieve material is added in an amount which aannot be completely swollen by the polymerisable solution of the coupling product AB*
9. A process according to claim 1, wherein the polymerisation of the coupling product AB is carried out in the presence of a further copolymerisable and/or polymerisation-promoting monomer.
10. Carrier-bound macromolecular compounds, comprising maoromolecular compounds A selected from the group consisting of protein and nucleic acids which are covalently bound to a polymeric body B based on acrylic or methaor lic acid amides or esters which penetrates a molecular sieve body.
11. Carrier-bound compounds according to claim 10, wherein the macromolecular compounds are ensymatioally active.
12. Carrier-bound compounds according to any of the preceding claims, wherein the molecular sieve material is a cross-linked dextran, agar or polyacrylamide.
13. Carrier-bound macromolecular compounds according to claim 10, substantially as hereinbefore described and exemplified.
14. A process according to claim 1 for the preparation of carrier-bound macromolecular compounds, substantially as hereinbefore described and exemplified.
15. Carrier-bound macromolecular compounds according to claim 10 whenever prepared by the process according to ad< of claims t
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2260184A DE2260184C3 (en) | 1972-12-08 | 1972-12-08 | Process for the production of a carrier-fixed macromolecular compound |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL43582A0 IL43582A0 (en) | 1974-03-14 |
| IL43582A true IL43582A (en) | 1976-12-31 |
Family
ID=5863934
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL43582A IL43582A (en) | 1972-12-08 | 1973-11-06 | Carrier-bound protein and nucleic acid macromolecular compounds and processes for the preparation thereof |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS4999181A (en) |
| BE (1) | BE807713A (en) |
| CA (1) | CA1017692A (en) |
| CH (1) | CH606066A5 (en) |
| DE (1) | DE2260184C3 (en) |
| FR (1) | FR2209774B1 (en) |
| GB (1) | GB1407720A (en) |
| HU (1) | HU169832B (en) |
| IL (1) | IL43582A (en) |
| IT (1) | IT1048144B (en) |
| NL (1) | NL172969C (en) |
| SE (1) | SE420611B (en) |
| SU (1) | SU526294A3 (en) |
| ZA (1) | ZA739320B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2426988C2 (en) * | 1974-06-04 | 1985-02-14 | Boehringer Mannheim Gmbh, 6800 Mannheim | Method for carrier binding of biologically active proteins |
| DE2633259C3 (en) * | 1975-07-23 | 1984-11-15 | Japan Atomic Energy Research Institute, Tokio/Tokyo | Method for immobilizing enzymes or enzyme-containing cells |
| US4210722A (en) * | 1977-11-14 | 1980-07-01 | Minnesota Mining And Manufacturing Company | Protein immobilizer |
| DE3130924A1 (en) * | 1981-08-05 | 1983-02-17 | Röhm GmbH, 6100 Darmstadt | SURFACE-BASED SYSTEMS FOR FIXING SUBSTRATES CONTAINING NUCLEOPHILE GROUPS |
| US4530963A (en) * | 1982-08-20 | 1985-07-23 | Devoe-Holbein International, N.V. | Insoluble chelating compositions |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH564031A5 (en) * | 1968-03-29 | 1975-07-15 | Anvar |
-
1972
- 1972-12-08 DE DE2260184A patent/DE2260184C3/en not_active Expired
-
1973
- 1973-10-18 IT IT7330273A patent/IT1048144B/en active
- 1973-10-23 CA CA183,975A patent/CA1017692A/en not_active Expired
- 1973-10-30 NL NLAANVRAGE7314868,A patent/NL172969C/en not_active IP Right Cessation
- 1973-11-06 IL IL43582A patent/IL43582A/en unknown
- 1973-11-23 BE BE138085A patent/BE807713A/en not_active IP Right Cessation
- 1973-11-26 FR FR7341987A patent/FR2209774B1/fr not_active Expired
- 1973-12-04 GB GB5602573A patent/GB1407720A/en not_active Expired
- 1973-12-07 SE SE7316575A patent/SE420611B/en unknown
- 1973-12-07 SU SU1980687A patent/SU526294A3/en active
- 1973-12-07 CH CH1721373A patent/CH606066A5/xx not_active IP Right Cessation
- 1973-12-07 ZA ZA739320A patent/ZA739320B/en unknown
- 1973-12-07 HU HUBO1473A patent/HU169832B/hu unknown
- 1973-12-08 JP JP48137278A patent/JPS4999181A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB1407720A (en) | 1975-09-24 |
| FR2209774B1 (en) | 1977-08-05 |
| SE420611B (en) | 1981-10-19 |
| BE807713A (en) | 1974-05-24 |
| JPS4999181A (en) | 1974-09-19 |
| DE2260184B2 (en) | 1981-01-22 |
| NL172969C (en) | 1983-11-16 |
| NL172969B (en) | 1983-06-16 |
| DE2260184A1 (en) | 1974-07-11 |
| HU169832B (en) | 1977-02-28 |
| SU526294A3 (en) | 1976-08-25 |
| NL7314868A (en) | 1974-06-11 |
| CA1017692A (en) | 1977-09-20 |
| ZA739320B (en) | 1974-11-27 |
| DE2260184C3 (en) | 1981-10-08 |
| IT1048144B (en) | 1980-11-20 |
| CH606066A5 (en) | 1978-10-13 |
| IL43582A0 (en) | 1974-03-14 |
| FR2209774A1 (en) | 1974-07-05 |
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