Patent EP0086186A1 successfully refreshed from Google Patents.
EP0086186A1
Expired / Lapsed
EP
⏱️ 0.0 years remaining
A process for covalent coupling for the production of conjugates, and products hereby obtained
Assignee: Individual
•
Filing: 1983-02-08
•
Granted: —
•
Expires: 2003-02-08
Abstract
Abstract A process to produce by covalent binding conjugates of a substance containing a 2-amino-2-deoxy-glycopyranosyl residue the NH<sub>Z</sub>-function of which in its most stable conformation is equatorially oriented, and a substrate containing a primary amino group. This is 'done by subjecting the substance to degradation by diazotation to form a substance fragment having a free terminal aidehydo group, said fragment through its aldehydo group being reacted with the amino group of the substrate to form a Schiffs base which is then by reduction converted to a secondary amine.The substance is preferably selected from oligo and polysaccharides containing glucosamine or galactose amine units. The substrate is suitably selected from surface-aminated plastic objects, aminated gels and proteins.The conjugate described consists of a 1-deoxy-2,5-anhydrohexitol unit which constitutes terminal unit in an oligo or polysaccharide and which in 1-position is covalently bound to an amino group associated with a substrate.
Inventors
- 👤 Olle Larm
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-23 21:10
CPC Classifications
C; C08; C08B; C08B37/00; C08B37/006; C08B37/0063; C08B37/0075; A; A61; A61L; A61L33/00; A61L33/0005; A61L33/0011; A61L33/0029; A61L33/06; A61L33/08; A61P; A61P7/00; A61P7/02; B; B01; B01J; B01J20/00; B01J20/30; B01J20/3085; B01J20/32; B01J20/3202; B01J20/3206; B01J20/3208; B01J20/321; B01J20/3212; B01J20/3214; B01J20/3217; B01J20/3231; B01J20/3242; B01J20/3268; B01J20/3272; B01J20/3274; B01J20/3289; C08B37/0006; C08B37/0024; C08B37/0027; B01J2220/00; B01J2220/50; B01J2220/58; B01J2220/64
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
88 words
A process to produce by covalent binding conjugates of a substance containing a 2-amino-2-deoxy- glycopyranosyl unit the NHp-function of which in its most stable conformation is equatorially oriented, and a substrate containing a primary amino group, characterized thereby that said substance is subjected to degradation by diazotation to form a substance fragment having a free terminal aldehyde group, said fragment through its aldehyde group being reacted with the amino group of the substrate to form a Schiffs base which is then by reduction converted to a secondary amine.
Claim 2
Dependent Claim
88 words
A process to produce by covalent binding conjugates of a substance containing a 2-amino-2-deoxy- glycopyranosyl unit the NHp-function of which in its most stable conformation is equatorially oriented, and a substrate containing a primary amino group, characterized thereby that said substance is subjected to degradation by diazotation to form a substance fragment having a free terminal aldehyde group, said fragment through its aldehyde group being reacted with the amino group of the substrate to form a Schiffs base which is then by reduction converted to a secondary amine.
Claim 3
Dependent Claim
32 words
A process according to claim 1, characterized by performing the diazotation in aqueous solution with an agent having the ability of forming NO+ - ions, for example sodium nitrite or butyl nitrite.
Claim 4
Dependent Claim
26 words
A process according to claim 1 or 2, characterized by performing the reaction of aldehydo and amino groups in an organic solvent or an aqueous solution.
Claim 5
Dependent Claim
20 words
A process according to any of the preceding claims, characterized by performing the reduction of the Schiffs base with cyanoborohydride.
Claim 6
Dependent Claim
25 words
A process according to any of the preceding claims, characterized thereby that said substance is selected from oligo or polysaccharides containing glucosamine or galactosamine residues.
Claim 7
Dependent Claim
32 words
A process according to claim 5, characterized thereby that said substance is selected from heparin and heparin derivatives, at least partially deacetylated dermatan sulfate, chitosan and at least partially deacetylated hyaluronic acid.
Claim 8
Dependent Claim
24 words
A process according to any of the preceding claims, characterized thereby that the substrate is selected from surface-aminated plastic objects, aminated gels and proteins.
Claim 9
Dependent Claim
17 words
A process according to any of the preceding claims, characterized thereby that said substance possesses biological activity.
Claim 10
Dependent Claim
31 words
Conjugate consisting of an 1-deoxy-2,5-an- hydrohexitol unit which constitutes terminal unit in an oligo or polysaccharide and which in 1-position is covalently bound to an amino group associated with a substrate.
Claim 11
Dependent Claim
31 words
Conjugate consisting of an 1-deoxy-2,5-an- hydrohexitol unit which constitutes terminal unit in an oligo or polysaccharide and which in 1-position is covalently bound to an amino group associated with a substrate.
Claim 12
Dependent Claim
15 words
Conjugate according to claim 9, characterized thereby that the hexitol entity is a mannitol unit.
Claim 13
Dependent Claim
13 words
Conjugate according to claim 10,.characterized thereby that the polysaccharide is derived from heparin.
Claim 14
Dependent Claim
15 words
Conjugate according to claim 11, characterized thereby that the polysaccharide is derived from hyaluronic acid.
Claim 15
Dependent Claim
14 words
Conjugate according to claim 10, characterized thereby that the polysaccharide is derived from chitoean.
Claim 16
Dependent Claim
15 words
Conjugate according to claim 9, characterized thereby that the hexitol entity is a talitol entity.
Claim 17
Dependent Claim
15 words
Conjugate according to claim 14, characterized thereby that the polysaccharide is derived from dermatan sulfate.
Claim 18
Dependent Claim
20 words
Conjugate according to any of claims 9-15, characterized thereby that the substrate is selected from plastic objects, gels and proteins.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
Maintenance schedule is calculated for granted US utility patents.