Synthesis of Glycopolymers for Microarray Applications via Ligation of Reducing Sugars to a Poly(acryloyl hydrazide) Scaffold

摘要: In this paper, we report on a general synthetic strategy for the assembly of glycopolymers that capitalizes intrinsic reactivity reducing glycans toward hydrazides to form stable cyclic N-glycosides. We developed poly(acryloyl hydrazide) (PAH) scaffold which conjugated variety ranging in structure from simple mono- and disaccharides considerably more complex human milk blood oligosaccharides. The conjugation proceeds under mild conditions with excellent ligation efficiencies stereoselective manner, providing pendant accommodated mostly their β-glycosidic form. Utilizing biotin-terminated PAH prepared via RAFT polymerization, quickly assembled panel microarrayed streptavidin-coated glass. then demonstrated these microarrays, glycopolymer ligands bind lectins according structures glycans. Importantly, containing biologic...