Title

Synthesis and Characterization of Oriented Glyco-Capturing Macroligand

Document Type

Article

Publication Date

9-24-2010

Publication Title

Chembiochem

Abstract

An oriented glyco-capturing macroligand was synthesized by site-specific immobilization of an O-cyanate chain-end-functionalized boronic acid containing polymer (boropolymer) onto an amine surface. The O-cyanate chain-end-functionalized boropolymer was synthesized by arylamine-initiated cyanoxyl-mediated free-radical polymerization in a one-pot fashion. The chain-end O-cyanate was confirmed by 13C NMR spectroscopy. The specific carbohydrate-binding capacity of the boropolymer was evaluated by an alizarin red S assay. Oriented and covalent immobilization of the O-cyanate chain-end-functionalized boropolymer onto the amine-modified solid surfaces and its specific glyco-capturing capacity were confirmed by the quartz crystal microbalance (QCM) and atomic force microscopy (AFM) techniques. The oriented multivalent glyco-capturing ligand can be used for efficient carbohydrate and glycoconjugate purification and identification, and thus is expected to constitute a core strategy of glycomics and glycoproteomics and carbohydrate-sensing applications.

Comments

This work was supported by grants from Ohio Research Scholars Program and Cleveland State University Faculty Research Devel- opment Grant (X.-L.S.). X.Z. would like to thank the partial support by NIH EB000672.

DOI

10.1002/cbic.201000318

Volume

11

Issue

14