Detection of ligand binding to glycopolymers using saturation transfer difference NMR

Abstract

We report the use of saturation transfer difference (STD) NMR spectroscopy to observe the interaction of various phenylboronic acids (PBAs) with synthetic glycopolymers presenting galactose and glucose. After optimizing experimental parameters to maximize spin diffusion within the glycopolymers, STD NMR experiments were successfully used to detect binding of PBAs to the polymers. Amplification factor build-up curves in conjunction with differential epitope mapping experiments were used to generate an epitope map for the bound boronic acids. STD NMR was also used to detect the interaction between indole and a galactosylated glycopolymer, providing an indole-based view of this CH–π interaction, a common binding motif in carbohydrate recognition.