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Boronic acid-functionalized iron oxide magnetic nanoparticles via distillation-precipitation polymerization and thiol-yne click chemistry for the enrichment of glycoproteins

Abstract

In this work, a novel strategy is developed for the fabrication of phenylboronic acid functionalized iron oxide magnetic nanoparticles (MNPs) via distillation-precipitation polymerization and thiol-yne click chemistry. Firstly, silica was coated on the Fe3O4 MNPs using a sol–gel method to obtain Fe3O4@SiO2. Subsequently, the vinyl groups were grated onto silica-modified Fe3O4 surface by 3-methacryloyloxypropyltrimethoxysilane. The next, alkynyl groups as the clickable sites were modified on the MNPs to obtain product Fe3O4@pPMA via distillation-precipitation polymerization of vinyl end groups with propargyl methacrylate, ethylene glycol dimethacrylate. Finally, phenylboronic acid was grafted on the surface of Fe3O4@pPMA via thiol-yne click chemistry. The morphology, structure, and composition of all the synthesized phenylboronic acid functionalized Fe3O4 MNPs (Fe3O4@pPMA-MPBA) were characterized by transmission electron microscopy (TEM), Fourier transform infrared (FT-IR) spectroscopy, X-ray powder diffraction (XRD), vibrating sample magnetometer (VSM), X-ray photoelectron spectrometer (XPS) and thermogravimetric analysis (TGA). Three glycoproteins ovalbumin, transferrin, horseradish peroxidase and two non-glycoproteins lysozyme, horse heart cytochrome are chosen target proteins and their adsorption performance on the Fe3O4@pPMA-MPBA is investigated. The Fe3O4@pPMA-MPBA MNPs exhibited outstanding advantages towards glycoproteins including high adsorption capacity, excellent specificity, repeatability and good enrichment recovery. Furthermore, the Fe3O4@pPMA-MPBA MNPs could efficiently enrich glycoproteins from real egg white samples. This study provided a feasible strategy for surface functionalization of boronate affinity nanomaterials for the selective isolation and enrichment of glycoproteins.

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Publication details

The article was received on 09 Apr 2018, accepted on 12 Sep 2018 and first published on 15 Sep 2018


Article type: Paper
DOI: 10.1039/C8NJ01711E
Citation: New J. Chem., 2018, Accepted Manuscript
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    Boronic acid-functionalized iron oxide magnetic nanoparticles via distillation-precipitation polymerization and thiol-yne click chemistry for the enrichment of glycoproteins

    C. Bi, S. Zhang, Y. Li, X. He, L. Chen and Y. Zhang, New J. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8NJ01711E

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