One step synthesis of monodisperse thiol-ene clickable polymer microspheres and application on biological functionalization

One step synthesis of monodisperse thiol-ene clickable polymer microspheres and application on biological functionalization
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单分散硫醇烯可点击聚合物微球的一步合成及其生物功能化应用

DOI:
10.1016/j.eurpolymj.2018.11.018
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发表时间:
2019
影响因子:
6
通讯作者:
Zeng Zhaohua
Zeng Zhaohua
中科院分区:
化学2区
文献类型:
--
作者:
Huang Yongping;Yuan Jiayu;Tang Jianhua;Yang Jianwen;Zeng Zhaohua

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将可点击基团引入聚合物微球上可以使微球通过点击反应轻松地功能化。在本报告中,我们使用含环己基的大分子RAFT试剂作为稳定剂,通过一步RAFT辅助分散光聚合合成了表面具有可点击双键的单分散PMMA微球。这种大分子RAFT试剂命名为P(THPAA-b-AA)-TTC,是通过含环己基单体(THPAA,由顺式1,2,3,6-四氢邻苯二甲酸与丙烯酸2-羟乙酯酯化获得)和丙烯酸通过RAFT介导的嵌段共聚合成的。通过1H NMR和碘量法对所得微球进行分析表明,随着聚合原料中P(THPAA-b-AA)-TTC含量的增加,微球上碳双键的含量增加。然后,我们使用硫醇化生物素与微球上的环己烯双键进行光点击反应,从而将生物素单元附着到微球上。研究发现生物素化PMMA微球通过生物素与链霉亲和素的特异性吸附,能够有效固定异硫氰酸荧光素链霉亲和素(FITC-SAv),从而在共聚焦显微镜下表现出清晰的荧光。该研究为制备表面功能化微球提供了一种便捷可行的方法,在生物及其他领域具有巨大的应用潜力。
Introducing clickable groups onto polymer microspheres allows the microspheres to be facilely functionalized via a click reaction. In this report, we have synthesized monodisperse PMMA microspheres with clickable double bonds on the surface by one-step RAFT-assisted dispersion photopolymerization using a cyclohexyl-containing macro-RAFT agent as a stabilizer. This macro-RAFT agent, named P(THPAA-b-AA)-TTC, was synthesized by RAFT-mediated block copolymerization of a cyclohexyl-containing monomer (THPAA, obtained by esterification of cis-1,2,3,6-tetrahydrophthalic with 2-hydroxyethyl acrylate) and acrylic acid. The obtained microspheres were analyzed by1H NMR and Iodometric method, indicating that the content of carbon double bonds on the microspheres increased with increasing the amount of P(THPAA-b-AA)-TTC in the polymerization feed. We then used a thiolated biotin to perform the photo-click reaction with the cyclohexene double bond on the microspheres, thereby attaching the biotin unit onto the microspheres. The biotinylated PMMA microspheres were found to be able to effectively immobilize fluorescein isothiocyanate streptavidin (FITC-SAv) via the specific adsorption of biotin to streptavidin, and thus exhibited clear fluorescence under confocal microscope. This study provides a convenient and feasible way to prepare surface-functionalized microspheres, which has great potential in biological applications as well as other fields.
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影响因子: 4.5
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发表时间: 2014-04-01
期刊: NANO LETTERS
影响因子: 10.8
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发表时间: 2017
期刊: ACS Macro Letters
影响因子: 5.8
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