Process for covalent coupling for the production of conjugates, and products hereby obtained
OwnerOlle Larminventor
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OwnerOlle Larminventor
Estimating the term…
A process to produce by covalent binding conjugates of a substance containing a 2-amino-2-deoxyglycopyranosyl residue the NH.sub.2 -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 substrate to degradation by diazotation to form a substance fragment having a free terminal aldehyde 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 an 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.
A process to produce by covalent binding conjugates of a substance containing a 2-amino-2-deoxy-glycopyranosyl unit the NH.sub.2 -function of which in its most stable conformation is equatorially oriented, and a substrate containing a primary amino group, comprising degrading said substance by diazotation to form a substance fragment having a free terminal aldehyde group, reacting said fragment through its aldehyde group with the amino group of the substrate to form a Schiff's base, and reducing the base to a secondary amine.
A conjugate comprising a substrate and, attached thereto, an oligo or polysaccharide, said saccharide having as a terminal unit a 1-deoxy-2,5-anhydrohexitol entity, said entity being covalently bound in the 1-position thereof to an amino group associated with the substrate.
A method of attaching a substance containing a 2-amino-2-deoxyglycopyranosyl unit, the NH.sub.2 -function of which in its most stable conformation is equatorially oriented, to a substrate containing a primary amino group, wherein said substance is selected from the group consisting of heparin, deacetylated dermatan sulfate, chitosan, deacetylated hyaluronic acid, and biologically active derivatives thereof, comprising degrading said substance by diazotation to form a substance fragment having a free terminal aldehyde group, reacting said fragment through its aldehyde group with the amino group of the substrate to form a Schiff's base, and reducing the base to a secondary amine.
Dependencies are inferred from the claim text.