Abstract

The fabrication of molecularly imprinted nanoparticles (MIP-NPs) specific for myoglobin by using thiol-ene photopolymerization in miniemulsion was described. Allyl derivatives of phenylalanine as a functional monomer was synthesized and copolymerized with acrylic monomers via miniemulsion polymerization to produce NIP-NPs with approximately 74 nm number average particle diameter. FTIR and ¹H-NMR analysis confirmed the synthesis of functional monomer. MIP-NPs were prepared in the existence of myoglobin as a template protein. Morphological investigations exhibited that the particle size of the MIP-NPs, increased compared to the corresponding NIPs and the mean particle diameter by number was measured as 141 nm with narrow distribution. NIP-NPs that were polymerized without myoglobin were found to have less affinity to the target protein. In addition, the rebinding ability of MIP-NPs was much bigger than that of the corresponding NIPs. ELISA results showed that MIPs interact particularly with the myoglobin and show little affinity for BSA in competitive binding experiments.

• Highlights

• Allyl N,N-diallyl phenylalaninate was synthesized as a functional monomer.

• Imprinted nanoparticles were prepared by using thiol-ene photopolymerization in miniemulsion.

• The nanoparticles were 141 nm with narrow size distribution.

• The imprinted nanoparticles showed selectivity toward myoglobin.

摘要

描述了通过在细乳液中使用硫醇-烯光聚合制备肌红蛋白特异性分子印迹纳米粒子 (MIP-NPs)。合成苯丙氨酸的烯丙基衍生物作为功能单体，并通过细乳液聚合与丙烯酸单体共聚，制备数均粒径约为 74 nm 的 NIP-NP。FTIR 和¹H-NMR分析证实了功能单体的合成。MIP-NPs 在肌红蛋白作为模板蛋白的存在下制备。形态学研究表明，与相应的 NIPs 相比，MIP-NPs 的粒径增加，平均粒径为 141 nm，分布较窄。发现在没有肌红蛋白的情况下聚合的 NIP-NPs 对目标蛋白的亲和力较低。此外，MIP-NPs 的再结合能力远大于相应的 NIPs。ELISA 结果表明，MIPs 特别与肌红蛋白相互作用，在竞争性结合实验中对 BSA 几乎没有亲和力。

• 强调

• N,N-二烯丙苯丙酸烯丙酯作为功能单体被合成。

• 通过在细乳液中使用硫醇-烯光聚合制备印迹纳米颗粒。

• 纳米颗粒为 141 nm，具有窄的尺寸分布。

• 印记的纳米粒子显示出对肌红蛋白的选择性。