Design and Synthesis of Water-Soluble Glycopolymers Bearing Breast Tumor Marker and Enhanced Lipophilicity for Solid-Phase Assays

Abstract

Water-soluble T-antigen containing glycopolymers [Gal beta(1,3)-GalNAc alpha) having a high degree of lipophilicity were synthesized from poly[N-(acryloxy)succinimide] (6-10) by amidation with an amine-ending T-antigen derivative (3) and various amines of increasing alkyl chain length (ammonia and methyl-, ethyl-, and propylamine). The enhanced lipophilicity was demonstrated by a solid-phase microtiter plate assay (ELISA) with mouse monoclonal antibody FAA-J11 (IgG3) and by a core 2-beta(1,6)-N-acetylglucoaminyltransferase using tritium-(3H-) labeled UDP-GlcNAc substrate. The new materials were thus useful in solid-phase high-throughput screening for drug discovery.