US3871964A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Water-insoluble peptide materials
Assignee: Bayer AG
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Filing: 1973-03-27
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Granted: 1975-03-18
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Expires: 1993-03-27
Abstract
Abstract Polypeptide materials such as enzymes are rendered waterinsoluble by bonding to a cross-linked copolymer produced by copolymerizing of (A) about 0.1 to 30 wt. % of at least one Alpha , Beta -monoolefinically unsaturated dicarboxylic acid anhydride having about 4 to 9 carbon atoms; (B) about 35 to 90 wt % of at least one di-and/or poly(meth)acrylate of a dial and/or polyol; and (C) about 5 to 60 wt % of at least one hydrophilic monomer.
Inventors
- 👤 Fritz Huper
- 👤 Erich Rauenbusch
- 👤 Gunter Schmidt-Kastner
- 👤 Bruno Bomer
- 👤 Herbert Bartl
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 14:23
CPC Classifications
C; C07; C07K; C07K17/00; C07K17/02; C08; C08F; C08F8/00; C12; C12N; C12N11/00; C12N11/02; C12N11/08; C12N11/082; C08F20/00; C08F20/02; C08F20/10; C08F20/20; C12N11/087
Claims Analysis
Total Claims: 34
Claim 1
Independent Claim
82 words
A WATER-INSOLUBLE PREPARATION COMPRISING DN ENZYME OR POLYPEPTIDE ENZYME INHIBITOR BOUND TO A CROSSLINKED COPOLYMER COMPRISING THE FOLLOWING COPOLYMERIZED UNITS: A. ABOUT 0.1 TO 30 WT.% OF AT LEAST ONE A,B-MONOOLEFINICALY UNSATURATED DICARBOXYLIC ACID ANHYDRIDE HAVING 4 TO 9 CARBON ATOMS; B. ABOUT 35 TO 90 WT.% OF AT LEAST ONE DI- AND/OR POLY(METH) ACYLAE OF A DIOL AND/OR A POLYOL; AND C. ABOUT 5 TO 60 WT.% OF AT LEAST ONE HYDROPHILIC MONOMER CONTAINING A CARBOXYL, AMINOCRBONYL, SULFO OR SULFAMYOL GROUP.
Claim 2
Dependent Claim
82 words
A WATER-INSOLUBLE PREPARATION COMPRISING DN ENZYME OR POLYPEPTIDE ENZYME INHIBITOR BOUND TO A CROSSLINKED COPOLYMER COMPRISING THE FOLLOWING COPOLYMERIZED UNITS: A. ABOUT 0.1 TO 30 WT.% OF AT LEAST ONE A,B-MONOOLEFINICALY UNSATURATED DICARBOXYLIC ACID ANHYDRIDE HAVING 4 TO 9 CARBON ATOMS; B. ABOUT 35 TO 90 WT.% OF AT LEAST ONE DI- AND/OR POLY(METH) ACYLAE OF A DIOL AND/OR A POLYOL; AND C. ABOUT 5 TO 60 WT.% OF AT LEAST ONE HYDROPHILIC MONOMER CONTAINING A CARBOXYL, AMINOCRBONYL, SULFO OR SULFAMYOL GROUP.
Claim 3
Dependent Claim
40 words
A preparation according to claim 1 in which the copolymer also comprises copolymerized units derived from 0.01 to 30 wt.%, based on the total monomer units of the copolymer, of a crosslinking agent having at least 2 non-conjugated double bonds.
Claim 4
Dependent Claim
14 words
A preparation according to claim 2 comprising 2 to 20 wt.% of units A.
Claim 5
Dependent Claim
18 words
A preparation according to claim 3 in which the copolymer contains 50 to 80 wt.% of units B.
Claim 6
Dependent Claim
18 words
A preparation according to claim 4 in which the copolymer contains 10 to 50 wt.% of units C.
Claim 7
Dependent Claim
117 words
A preparation according to claim 1 in which the copolymerized units. (A) of the copolymer are derived from at least one anhydride selected from maleic, itaconic and citraconic anhydrides, and the copolymerized units (B) of the copolymer are residues of at least one acrylate selected from di-(meth) acrylates of diols having 2 to 4 carbon atoms, dimethacrylates of reaction products of 1 mol of diols having 2 to 4 carbon atoms with 1 to 10 mols of at least one alkylene oxide with 2 to 4 carbon atoms, and trimethylolpropane trimethacrylate, and the copolymerized units of component (C) of the copolymer are derived from at least one hydrophilic monomer containing a carboxyl, aminocarbonyl, sulfo or sulfamoyl group.
Claim 8
Dependent Claim
67 words
A preparation according to claim 6 in which the copolymerized units. (A) of the copolymer are of maleic anhydride, the copolymerized residues (B) of the copolymer are selected from residues of ethylene glycol, diethylene glycol, triethylene glycol, and tetraethylene glycol dimethacrylates, trimethylolpropane trimethacrylates and mixtures thereof, and the copolymerized residues (C) are selected from residues of methacrylic acid, acrylic acid, methacrylamide, N-methoxymethylacrylamide, N-methoxymethylmethacrylamide, N-vinylpyrrolidone, and mixtures thereof.
Claim 9
Dependent Claim
13 words
A preparation according to claim 1 in which the enzyme is penicillin acylase.
Claim 10
Dependent Claim
12 words
A preparation according to claim 1 in which the enzyme is urease.
Claim 11
Dependent Claim
12 words
A preparation according to claim 1 in which the enzyme is trypsin.
Claim 12
Dependent Claim
12 words
A preparation according to claim 1 in which the enzyme is elastase.
Claim 13
Dependent Claim
24 words
A preparation according to claim 1 in which the enzyme is penicillinacylase and the copolymer comprises tetraethylene glycol dimethacrylate, methacrylic acid, and maleic anhydride.
Claim 14
Dependent Claim
25 words
A preparation according to claim 1 in which the enzyme is trypsin and the copolymer comprises tetraethylene glycol dimethacrylate and methacrylic acid and maleic anhydride.
Claim 15
Dependent Claim
25 words
A preparation according to claim 1 in which the enzyme is elastase and the copolymer comprises tetraethylene glycol dimethacrylate and methacrylic acid and maleic anhydride.
Claim 16
Dependent Claim
24 words
A preparation according to claim 1 in which the enzyme is urease and the copolymer comprises tetraethylene glycol dimethacrylate, methacrylic acid and maleic anhydride.
Claim 17
Dependent Claim
25 words
A preparation according to claim 1 in which the enzyme is penicillin acylase and the copolymer comprises ethylene glycol dimethacrylate, methacrylic acid and maleic anhydride.
Claim 18
Dependent Claim
25 words
A preparation according to claim 1 in which the enzyme is penicillin acylase and the copolymer comprises tetraethylene glycol dimethacrylate, acrylic acid and maleic anhydride.
Claim 19
Dependent Claim
24 words
A preparation according to claim 1 in which the enzyme is penicillin acylase and the copolymer comprises tetraethylene glycol dimethacrylate, N-vinylpyrrolidone and maleic anhydride.
Claim 20
Dependent Claim
24 words
A preparation according to claim 1 in which the enzyme is penicillin acylase and the copolymer comprises tetraethylene glycol dimethacrylate, methacrylamide and maleic anhydride.
Claim 21
Dependent Claim
24 words
A preparation according to claim 1 in which the enzyme is penicillin acylase and the copolymer comprises tetraethylene glycol dimethacrylate, N-methoxymethylmethacrylamide and maleic anhydride.
Claim 22
Dependent Claim
153 words
A process for the production of a water-insoluble preparation comprising an enzyme or polypeptide enzyme inhibitor bound to a crosslinked copolymer comprising reacting the following amounts by weight of copolymerizable monomers: A. about 0.1 to 30% of at least one Alpha , Beta -monoolefinically unsaturated dicarboxylic acid anhydride having 4 to 9 carbon atoms; B. about 35 to 90 weight percent of at least one di- and/or poly(meth)acrylate of a diol and/or a polyol; and C. about 5 to 60 weight percent of at least one hydrophilic monomer containing a carboxyl, aminocarbonyl, sulfo or sulfamoyl group; whereby copolymerization is conducted by precipitation or bead copolymerization in a liquid medium inert to anhydride groups at a temperature of about 20* to 200*C. in the presence of a free radical initiator and the copolymer thus produced is reacted in aqueous suspension with a solution of the enzyme or enzyme inhibitor to yield the said preparation.
Claim 23
Dependent Claim
153 words
A process for the production of a water-insoluble preparation comprising an enzyme or polypeptide enzyme inhibitor bound to a crosslinked copolymer comprising reacting the following amounts by weight of copolymerizable monomers: A. about 0.1 to 30% of at least one Alpha , Beta -monoolefinically unsaturated dicarboxylic acid anhydride having 4 to 9 carbon atoms; B. about 35 to 90 weight percent of at least one di- and/or poly(meth)acrylate of a diol and/or a polyol; and C. about 5 to 60 weight percent of at least one hydrophilic monomer containing a carboxyl, aminocarbonyl, sulfo or sulfamoyl group; whereby copolymerization is conducted by precipitation or bead copolymerization in a liquid medium inert to anhydride groups at a temperature of about 20* to 200*C. in the presence of a free radical initiator and the copolymer thus produced is reacted in aqueous suspension with a solution of the enzyme or enzyme inhibitor to yield the said preparation.
Claim 24
Dependent Claim
99 words
A process according to claim 21 in which the component (A) of the copolymer comprises at least one anHydride selected from maleic, itaconic and citraconic anhydrides, component (B) of the copolymer comprises at least one acrylate selected from di-(meth)acrylates of diols having 2 to 4 carbon atoms, dimethacrylates of reaction products of 1 mol of diols having 2 to 4 carbon atoms with 1 to 10 mols of at least one alkylene oxide with 2 to 4 carbon atoms, and trimethylolpropane trimethacrylate, and component (C) is at least one hydrophilic monomer containing a carboxyl, aminocarbonyl, sulfo and sulfamoyl group.
Claim 25
Dependent Claim
45 words
A preparation according to claim 22 in which component (A) is maleic anhydride, component (B) is ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol dimethacrylates, trimethylolpropane trimethacrylates or mixtures thereof, and component (C) is methacrylic acid, acrylic acid, methacrylamide, N-methoxymethylacrylamide, N-methoxymethylmethacrylamide, N-vinylpyrrolidone, or mixtures thereof.
Claim 26
Dependent Claim
43 words
A process according to claim 22 in which the copolymerization is carried out by precipitation polymerization in an organic solvent, the organic solvent being present in a proportion of 5 to 20 parts by weight of solvent per part of monomer by weight.
Claim 27
Dependent Claim
64 words
A process according to claim 24 in which the copolymerization is carried out by suspension polymerization in an organic medium, the monomers and initiator being dissolved in an organic solvent which is immiscible with paraffins and inert towards anhydride groups, and dispersed in a continuous phase comprising a paraffinic hydrocarbon, the volume ratio of continuous phase to disperse phase being between 2:1 and 5:1.
Claim 28
Dependent Claim
14 words
A process according to claim 25 wherein an enzyme is bound to the copolymer.
Claim 29
Dependent Claim
21 words
A process according to claim 26 wherein the copolymer is reacted with an aqueous penicillinacylase solution at pH 5.7 to 6.8.
Claim 30
Dependent Claim
94 words
A process for carrying out an enzyme-catalyzed conversion of a substrate comprising contacting a water-insoluble preparation comprising an enzyme bound to a crosslinked copolymer, the copolymer comprising the following copolymerized residues: A. about 0.1 to 30 wt.% of at least one Alpha , Beta -monoolefinically unsaturated dicarboxylic acid anhydride having 4 to 9 carbon atoms; B. about 35 to 90 wt.% of at least one di-and/or poly(meth)acrylate of a diol and/or a polyol; and C. about 5 to 60 wt.% of at least one hydrophilic monomer containing a carboxyl, aminocarbonyl, sulfo or sulfamoyl group.
Claim 31
Dependent Claim
94 words
A process for carrying out an enzyme-catalyzed conversion of a substrate comprising contacting a water-insoluble preparation comprising an enzyme bound to a crosslinked copolymer, the copolymer comprising the following copolymerized residues: A. about 0.1 to 30 wt.% of at least one Alpha , Beta -monoolefinically unsaturated dicarboxylic acid anhydride having 4 to 9 carbon atoms; B. about 35 to 90 wt.% of at least one di-and/or poly(meth)acrylate of a diol and/or a polyol; and C. about 5 to 60 wt.% of at least one hydrophilic monomer containing a carboxyl, aminocarbonyl, sulfo or sulfamoyl group.
Claim 32
Dependent Claim
14 words
A process according to claim 28 in which the said conversion is hydrolytic splitting.
Claim 33
Dependent Claim
31 words
A process according to claim 29 in which the substrate is a penicillin, the enzyme is penicillinacylase, and the conversion is a hydrolytic splitting of the penicillin to give 6-aminopenicillanic acid.
Claim 34
Dependent Claim
32 words
A process according to claim 30 in which the penicillin is in the form of an aqueous solution containing 75,000 to 150,000 IU/ml of penicillin and having a pH of about 7.8.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-03-17 | 1978-09-16 | 1979-03-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-03-17 | 1982-09-16 | 1983-03-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-03-17 | 1986-09-16 | 1987-03-18 | $7700.00 | Window Closed / Lapsed |