Isonitrile derivatives of macromolecules containing hydroxyl groups
AssigneeRamot - Tel-Aviv University
InventorsLeon Goldstein, Amihay Freeman, Mordechai Sokolovsky
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Abstract
The present invention relates to novel isocyano derivatives of linear or cross-linked, natural or synthetic macromolecules, the derivatives being of the general formula P--O--Q--NC, wherein P is the macromolecular backbone, the oxygen atom is part of the hydroxy group, Q is a group --(CH.sub.2).sub.n --wherein n is an integer of at least 3 carbon atoms, and up to about 20 carbon atoms, or Q is an aralkyl group, to a process for preparing such derivatives and to a process of linking to same biologically active proteins and to the products thus obtained.
Claims11
An isocyano derivative of a linear or cross-linked polymer bearing a plurality of hydroxyl groups, said derivative having the general formula
- P--O--Q--N.tbd.C
- wherein P designates a polymeric backbone selected from the group consisting of cellulose, starch, linear dextran, cross-linked dextran, linear agarose, cross-linked agarose, polyvinyl alcohol and N-2-hydroxyethyl derivatives of a polyacrylamide, the oxygen atom is part of the hydroxy group, Q is a group --(CH.sub.2).sub.n -- wherein n is an integer of 3 to 20, said isocyano derivative containing from 9 to 100 micro-moles (.mu.-mole) isonitrile groups per gram of said isocyano derivative.
A process for producing isocyano-substituted polyhydroxy linear or cross-linked polymer which comprises treating a polymer having hydroxy-groups with a strong base in a nonaqueous polar solvent so as to ionize the hydroxy-groups, reacting the ionized product with a compound of the formula X--Q--NC, wherein X is a good leaving group, Q is a --(CH.sub.2).sub.n -- group wherein n is an integer of 3 or more or an aralkyl moiety, resulting in a product of the formula P--O--Q--NC wherein P is the polymeric backbone, said polymeric backbone being selected from the group consisting of cellulose, starch, linear dextran, cross-linked dextran, linear agarose, cross-linked agarose, polyvinyl alcohol and N-2-hydroxyethyl derivatives of a polyacrylamide.
Dependencies are inferred from the claim text.