Preparation of tri(ethylene glycol) grafted core‐shell type polymer support for solid‐phase peptide synthesis

Abstract

A core-shell type polymer support for solid-phase peptide synthesis has been developed for high coupling efficiency of peptides and versatile applications such as on-bead bioassays. Although various kinds of polymer supports have been developed, they have their own drawbacks including poor accessibility of reagents and incompatibility in aqueous solution. In this paper, we prepared hydrophilic tri(ethylene glycol) (TEG) grafted core-shell type polymer supports (TEG SURE) for efficient solid-phase peptide synthesis and on-bead bioassays. TEG SURE was prepared by grafting TEG derivative on the surface of AM PS resin via biphasic diffusion control method and subsequent acetylation of amine groups which are located at the core region of AM PS resin. The performance of TEG SURE was evaluated by synthesizing several peptides. Three points can be highlighted: (1) easy control of loading level of TEG, (2) improved efficiency of peptide synthesis compared with the conventional resins, and (3) applicability of on-bead bioassays.

Microfluidic Generation of Amino-Functionalized Hydrogel Microbeads Capable of On-Bead Bioassay

“…Compared with commercially available PEG-based microbeads, such as PEGA resin [23,24], TentaGel XV resin [25,26], and ChemMatrix resin [27,28], PEG-amine hydrogel microbeads did not swell relatively with various solvents because of the high degree of crosslink [4,5]. However, our PEG-amine microbeads did not need a high swelling ratio because most of the active functional groups were exposed at the shell region [22,29]. Since amino groups of PEG-amine microbeads are located at the shell of the beads, the accessibility of the reagents are already ensured to react with the amino groups without diffusion into the core region [29,30,31].…”

“…However, our PEG-amine microbeads did not need a high swelling ratio because most of the active functional groups were exposed at the shell region [22,29]. Since amino groups of PEG-amine microbeads are located at the shell of the beads, the accessibility of the reagents are already ensured to react with the amino groups without diffusion into the core region [29,30,31].…”

“…We could observe that the microbeads immobilized with a cell binding peptide enabled cell binding on microbeads without nonspecific adsorption. These results showed that the binding assays on the PEG-amine microbeads are feasible [29,32,33].…”