Click Synthesis of Hydrophilic Maltose-Functionalized Iron Oxide Magnetic Nanoparticles Based on Dopamine Anchors for Highly Selective Enrichment of Glycopeptides
journal contributionposted on 2015-11-11, 00:00 authored by Changfen Bi, Yingran Zhao, Lijin Shen, Kai Zhang, Xiwen He, Langxing Chen, Yukui Zhang
The development of methods to isolate and enrich low-abundance glycopeptides from biological samples is crucial to glycoproteomics. Herein, we present an easy and one-step surface modification strategy to prepare hydrophilic maltose functionalized Fe3O4 nanoparticles (NPs). First, based on the chelation of the catechol ligand with iron atoms, azido-terminated dopamine (DA) derivative was assembled on the surface of magnetic Fe3O4 nanoparticles by sonication. Second, the hydrophilic maltose-functionalized Fe3O4 (Fe3O4-DA-Maltose) NPs were obtained via copper(I)-catalyzed azide–alkyne cycloaddition (click chemistry). The morphology, structure, and composition of Fe3O4-DA-Maltose NPs were investigated by Fourier transform infrared spectroscopy (FT-IR), transmission electron microscopy (TEM), X-ray powder diffraction (XRD), X-ray photoelectron spectrometer (XPS), and vibrating sample magnetometer (VSM). Meanwhile, hydrophilicity of the obtained NPs was evaluated by water contact angle measurement. The hydrophilic Fe3O4-DA-Maltose NPs were applied in isolation and enrichment of glycopeptides from horseradish peroxidase (HRP), immunoglobulin (IgG) digests. The MALDI-TOF mass spectrometric analysis indicated that the novel NPs exhibited high detection sensitivity in enrichment from HRP digests at concentration as low as 0.05 ng μL–1, a large binding capacity up to 43 mg g–1, and good recovery for glycopeptides enrichment (85–110%). Moreover, the Fe3O4-DA-Maltose NPs were applied to enrich glycopeptides from human renal mesangial cells (HRMC) for identification of N-glycosylation sites. Finally, we identified 115 different N-linked glycopeptides, representing 93 gene products and 124 glycosylation sites in HRMC.
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maltose functionalized Fe 3O nanoparticleswater contact angle measurementmesangial cellssample magnetometerXPShorseradish peroxidaseFe 3O nanoparticlesHRP digestscatechol ligandGlycopeptidesThe developmentXRDSelective Enrichmentnovel NPsiron atoms124 glycosylation sitesglycopeptideClick SynthesisTEMsurface modification strategyFe 3O NPsDopamine AnchorsDAbinding capacityclick chemistry93 gene productsdetection sensitivityenrichmentVSMHRMC