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Glycan-decorated HPMA copolymers as high-affinity lectin ligands

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Abstract

Novel conjugates of N-(2-hydroxypropyl) methacrylamide (HPMA) copolymers tethered with chitooligosaccharidic epitopes of varying lengths were shown to be potent ligands of a model lectin, wheat germ agglutinin (WGA). The azide-functionalized oligosaccharidic epitopes were prepared by the action of Tyr470Asn mutant β-N-acetylhexosaminidase from Talaromyces flavus in a single reaction step and were conjugated to HPMA copolymer precursors in a defined pattern and density through Cu+-catalyzed azide–alkyne cycloaddition. The soluble, biocompatible, and structurally flexible synthetic glycopolymers were studied for their binding to WGA in a competitive enzyme-linked lectin assay (ELLA), and the kinetics of interaction were analyzed by surface plasmon resonance (SPR). To the best of our knowledge, this study presents the first HPMA copolymers derivatized with long oligosaccharides that demonstrate high affinity to a lectin target. The binding affinities in the low nanomolar and subnanomolar ranges place the prepared glycopolymers among the best WGA ligands reported to date. This study demonstrates the targeting potential of these glycopolymers for therapeutically relevant lectins.

Graphical abstract: Glycan-decorated HPMA copolymers as high-affinity lectin ligands

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Publication details

The article was received on 16 Feb 2017, accepted on 20 Mar 2017 and first published on 21 Mar 2017


Article type: Paper
DOI: 10.1039/C7PY00271H
Citation: Polym. Chem., 2017, Advance Article
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    Glycan-decorated HPMA copolymers as high-affinity lectin ligands

    P. Bojarová, P. Chytil, B. Mikulová, L. Bumba, R. Konefał, H. Pelantová, J. Krejzová, K. Slámová, L. Petrásková, L. Kotrchová, J. Cvačka, T. Etrych and V. Křen, Polym. Chem., 2017, Advance Article , DOI: 10.1039/C7PY00271H

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