Polystyrene resins cross-linked with di- or tri(ethylene glycol) dimethacrylates as supports for solid-phase peptide synthesis

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• 作者：Yu Wang ; Genghui Zhang ; Husheng Yan ; Yunge Fan ; Zuoqing Shi ; Yanling Lu ; Qiang Sun ; Wenhua Jiang ; Yanhui Zheng ; Suwei Li and Zhanjiang Liu
• 关键词：Solid-phase peptide synthesis ; Di(ethylene glycol) dimethacrylate ; Tri(ethylene glycol) dimethacrylate ; Solid support
• 刊名：Tetrahedron
• 出版年：2006
• 出版时间：15 May 2006
• 年：2006
• 卷：62
• 期：20
• 页码：4948-4953
• 全文大小：309 K

文摘

Polystyrene resins cross-linked with di(ethylene glycol) dimethacrylate (DEGDMA) and tri(ethylene glycol) dimethacrylate (TEGDMA), DEGDMA–PS and TEGDMA–PS, were synthesized by suspension copolymerization. Four functionalized resins, chloromethyl resin, 4-hydroxymethylphenoxymethyl resin (Wang resin), 4-methylbenzhydrylamine resin (MBHA resin) and 2-chlorotrityl chloride resin, were prepared from DEGDMA–PS and TEGDMA–PS. DEGDMA–PS and TEGDMA–PS showed high reactivity in the functionalization reactions in comparison with Merrifield resin (polystyrene cross-linked with divinylbenzene, DVB–PS). DEGDMA–PS–Wang resin and TEGDMA–PS–Wang resin were used as the solid-phase support for the synthesis of a difficult sequence, the fragment of acyl carrier protein 65–74. The yields of the crude peptide synthesized using DEGDMA–PS–Wang resin, TEGDMA–PS–Wang resin and DVB–PS–Wang resin were 92.3 % , 91.6 % and 78.8 % , respectively. The purities of the crude peptides were 85.7 % , 88.1 % and 73.3 % , respectively.