Collect. Czech. Chem. Commun. 1989, 54, 1640-1647

Synthesis of poly[N5-(2-hydroxyethyl)-L-glutamines] with modified side chain

Jindřich Pytela, František Rypáček, Marie Metalová and Jaroslav Drobník

Institute of Macromolecular Chemistry, Czechoslovak Academy of Sciences, 162 06 Prague 6


The procedure for synthesis of water-soluble polymers on the basis of poly[N5-(2-hydroxyethyl)-L-glutamine] was developed. It allows binding of various groups of interest (reactive spacers, biologically active compounds, tracers etc.) to these polymers using side chains modifications. A multi-step procedure involves partial debenzylation of poly(γ-benzyl-L-glutamate), conversion of resulting carboxyl groups to reactive succinimido ester groups, which in turn are aminolyzed by the compound of interest. The final step of the synthesis, viz., aminolysis of residual benzyl ester groups with 2-aminoethanol, leads to water-soluble modified poly[N5-(2-hydroxyethyl)-L-glutamines].