화학공학소재연구정보센터
Macromolecules, Vol.51, No.15, 5608-5619, 2018
Sequence-Controlled High Molecular Weight Glyco(oligoamide)-PEG Multiblock Copolymers as Ligands and Inhibitors in Lectin Binding
A synthesis toward sequence-controlled multi block glycopolymers, presenting a mannopyranoside (Man) glyco(oligoamide) block followed by a poly(ethylene glycol) (PEG) ((M) over bar (n) of 6 kDa) block, is shown. Therefore, monodisperse and sequence-defined glyco(oligoamide) macro-monomers derived from solid phase synthesis (SPS) are polymerized with dithiol-functionalized PEG via thiol-ene coupling (TEC) in a step-growth fashion. For the polymerization, a novel building block introducing a norbornene moiety is developed which is used for end-functionalization of the glyco(oligoamide) macromonomers. As a highly reactive alkene moiety in photoinduced TEC, this gives access to (X) over bar (n) of up to 45. A total of 12 glyco(oligoamide)-PEG multiblock copolymers with maximum (M) over bar (n) of 200 kDa are obtained and subjected to a series of purification steps decreasing overall dispersity. In different binding studies toward model lectin Concanavalin A, despite their high number of Man ligands, we see rather weak binding of glycopolymers that we attribute to the introduction of higher molecular weight PEG blocks.