Preparation of Core-Shell-Type Poly(ethylene glycol)-Grafted Polystyrene Resins and Their Characteristics in Solid-Phase Peptide Synthesis

• Published in: Macromolecular chemistry and physics Vol. 203; no. 15; pp. 2211 - 2217
• Main Authors: Cho, Jin Ku, Park, Byeong-Deog, Park, Kyeong Bae, Lee, Yoon-Sik
• Format: Journal Article
• Language: English
• Published: Germany WILEY-VCH Verlag 01.11.2002; WILEY‐VCH Verlag; Wiley
• Subjects: Applied sciences; Chemistry; Copolymerization; core-shell polymers; enzymatic cleavage; Exact sciences and technology; macromonomers; Organic chemistry; Organic polymers; Peptides; Physical Sciences; Physicochemistry of polymers; Polymer Science; Preparation, kinetics, thermodynamics, mechanism and catalysts; Preparations and properties; Science & Technology; solid-phase peptide synthesis; solid-phase peptide synthesis; OXIDE) MACROMONOMER; ORGANIC-CHEMISTRY; DESIGN; DISPERSION POLYMERIZATION; SYSTEMS; enzymatic cleavage; STYRENE; macromonomers; POLYETHYLENE-GLYCOL; core-shell polymers; LINKED POLYMERIC SUPPORTS; Solvent effect; Benzene(divinyl) copolymer; Swelling; Experimental study; Suspension copolymerization; Macromer; Crosslinked copolymer; Ethylene oxide polymer; Peptide synthesis; Spherical particle; Solid phase; Reaction support; Radical copolymerization; Styrene copolymer
• ISSN: 1022-1352; 1521-3935
• DOI: 10.1002/1521-3935(200211)203:15<2211::AID-MACP2211>3.0.CO;2-X

By suspension polymerization using styrene, divinylbenzene, and synthetic poly(ethylene glycol) (PEG) macromonomers, we have prepared core–shell‐type resins that have a highly crosslinked polystyrene core and a PEG shell. The PEG macromonomer, which has a vinyl group and an amino group at each terminal, plays a role as a stabilizer in the suspension polymerization system. All the resins were of the bead type with a diameter of 38–150 μm. The loading capacities of the amino groups were 0.1–0.2 mmol · (g resin)−1 and the thickness of the PEG shell 2–4 μm, which was verified by cross‐sectioned views of the fluorescamine‐coupled beads. During coupling of amino acids in solid‐phase peptide synthesis, the resin showed better yields than TentaGel resin, especially during the first coupling step. In the enzymatic cleavage reaction, the resin‐bound peptides were shaved about 5–10 times more than TentaGel resin. SEM micrograph of CutiCore resin (×200).