US4415665A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Method of covalently binding biologically active organic substances to polymeric substances
Assignee: Pfizer Health AB
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Filing: 1981-12-01
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Granted: 1983-11-15
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Expires: 2001-12-01
Abstract
Abstract The invention relates to a method of coupling organic ligands to a polymeric carrier. The organic ligand contains at least one primary or secondary amino group, at least one thiol group and/or at least one aromatic hydroxy group, and the polymeric carrier contains at least one hydroxy group. According to the invention the coupling is performed by forming a reactive derivative of the polymeric carrier by treatment with a sulfonyl halogenid, and reacting the formed reactive derivative with the organic ligand, which is thereby bonded directly to a carbon atom in the polymeric carrier. The polymeric carrier can, for example, be a possibly cross-linked polysaccharide, and the organic ligand is preferably a biological material such as a protein. The coupling product can, for example, be used for immunologic determinations, for affinity chromatography, etc. The coupling method can be performed under mild conditions not damaging sensitive organic ligands.
Inventors
- 👤 Klaus H. Mosbach
- 👤 Kurt G. I. Nilsson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 12:21
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; A; A61; A61K; A61K47/00; A61K47/50; A61K47/51; A61K47/68; A61K47/6889; B; B01; B01J; B01J20/00; B01J20/22; B01J20/26; B01J20/262; B01J20/265; B01J20/267; B01J20/28; B01J20/28014; B01J20/28047; B01J20/281; B01J20/286; B01J20/291; B01J20/30; B01J20/3071; B01J20/3092; B01J20/32; B01J20/3202; B01J20/3204; B01J20/3206; B01J20/3208; B01J20/3212; B01J20/3214; B01J20/3217; B01J20/3219; B01J20/3231; B01J20/3242; B01J20/3244; B01J20/3246; B01J20/3248; B01J20/3251; B01J20/3253; B01J20/3268; B01J20/3272; B01J20/3274; B01J20/34; B01J20/3425; B01J20/345; B01J20/3475; C; C12; C12N; C12N11/00; C12N11/02; C12N11/10; C12N11/12; G01N33/543; G01N33/544; G01N33/548; B01J2220/00; B01J2220/50; B01J2220/54; B01J2220/58
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
135 words
A method of covalently binding (a) a biologically active organic substance that contains at least one substituent selected from the group consisting of primary and secondary amino groups, thiol groups, and aromatic hydroxy groups directly to a (b) polymeric substance (PM) containing at least one hydroxy group, comprising the steps of: (1) first forming a reactive derivative PM-O-SO 2 -R by reacting (i) an organic sulfonyl halogenide of the formula Hal-SO 2 -R, with (ii) a polymeric substance (PM) containing at least one hydroxy group, wherein R is an organic group and Hal is halogen, and wherein said at least one reacting hydroxy group is bonded to carbon atoms in the polymeric substance (PM), and then (2) reacting said reactive derivative PM-O-SO 2 -R directly with the biologically organic substance as set forth in (a).
Claim 2
Independent Claim
135 words
A method of covalently binding (a) a biologically active organic substance that contains at least one substituent selected from the group consisting of primary and secondary amino groups, thiol groups, and aromatic hydroxy groups directly to a (b) polymeric substance (PM) containing at least one hydroxy group, comprising the steps of: (1) first forming a reactive derivative PM-O-SO 2 -R by reacting (i) an organic sulfonyl halogenide of the formula Hal-SO 2 -R, with (ii) a polymeric substance (PM) containing at least one hydroxy group, wherein R is an organic group and Hal is halogen, and wherein said at least one reacting hydroxy group is bonded to carbon atoms in the polymeric substance (PM), and then (2) reacting said reactive derivative PM-O-SO 2 -R directly with the biologically organic substance as set forth in (a).
Claim 3
Dependent Claim
18 words
A method according to claim 1 wherein said polymeric substance (PM) is a polysaccharide or a derivative thereof.
Claim 4
Dependent Claim
13 words
A method according to claim 1 wherein said polymeric substance (PM) is cross-linked.
Claim 5
Dependent Claim
20 words
A method according to claim 1 wherein said biologically active organic substance of (a) exhibits biospecific affinity to another substance.
Claim 6
Dependent Claim
20 words
A method according to claim 1 wherein said biologically active organic substance of (a) is a polypeptide or a protein.
Claim 7
Dependent Claim
27 words
A method according to claim 1 wherein said biologically active organic substance (a) is selected from the group consisting of enzymes, antibodies, antigens, nucleotides, polynucleotides and haptens.
Claim 8
Dependent Claim
16 words
A method according to claim 1 wherein said polymeric substance is polysaccharide or polysaccharide containing materials.
Claim 9
Dependent Claim
15 words
A method according to claim 1 wherein said polymeric substance is agarose or cross-linked agarose.
Claim 10
Dependent Claim
15 words
A method according to claim 1 wherein said polymeric substance is dextran or cross-linked dextran.
Claim 11
Dependent Claim
12 words
A method according to claim 1 wherein said polymeric substance is cellulose.
Claim 12
Dependent Claim
21 words
A method according to claim 1 wherein said polymeric substance is silica particles containing at least one hydroxy group bonded thereto.
Claim 13
Dependent Claim
22 words
A method according to claim 1 wherein said sulfonyl halogenide is selected from the group consisting of p-toluensulfonyl chloride and 2,2,2-trifluoroethane sulfonylchloride.
Claim 14
Dependent Claim
30 words
A method according to claim 1 wherein said biologically organic substance is selected from the group consisting of alcohol dehydrogenase, trypsin, protein A from Staphylococcus aureus and N 6 -(6-aminohexyl)-adenosine-5'-monophosphate.
References Cited (Backward Citations)
US3969287A
Cited
US3959079A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1986-11-14 | 1987-05-16 | 1987-11-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-11-14 | 1991-05-16 | 1991-11-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-11-14 | 1995-05-16 | 1995-11-15 | $7700.00 | Window Closed / Lapsed |