title: Click Synthesis of Hydrophilic Maltose-Functionalized Iron Oxide Magnetic Nanoparticles Based on Dopamine Anchors for Highly Selective Enrichment of Glycopeptides.
abstract: 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.
authors.affiliation: Research Center for Analytical Sciences, College of Chemistry, Tianjin Key Laboratory of Biosensing and Molecular Recognition, State Key Laboratory of Medicinal Chemical Biology, Nankai University , Tianjin 300071, China.|Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300071, China.
authors.forename: Changfen
authors.initials: C
authors.lastname: Bi
authors.affiliation: Research Center for Analytical Sciences, College of Chemistry, Tianjin Key Laboratory of Biosensing and Molecular Recognition, State Key Laboratory of Medicinal Chemical Biology, Nankai University , Tianjin 300071, China.|Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300071, China.
authors.forename: Yingran
authors.initials: Y
authors.lastname: Zhao
authors.affiliation: Department of Biochemistry and Molecular Biology &Tianjin Key Laboratory of Medical Epigenetics, Tianjin Medical University , Tianjin, 300070, China.
authors.forename: Lijin
authors.initials: L
authors.lastname: Shen
authors.affiliation: Department of Biochemistry and Molecular Biology &Tianjin Key Laboratory of Medical Epigenetics, Tianjin Medical University , Tianjin, 300070, China.
authors.forename: Kai
authors.initials: K
authors.lastname: Zhang
authors.affiliation: Research Center for Analytical Sciences, College of Chemistry, Tianjin Key Laboratory of Biosensing and Molecular Recognition, State Key Laboratory of Medicinal Chemical Biology, Nankai University , Tianjin 300071, China.|Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300071, China.
authors.forename: Xiwen
authors.initials: X
authors.lastname: He
authors.affiliation: Research Center for Analytical Sciences, College of Chemistry, Tianjin Key Laboratory of Biosensing and Molecular Recognition, State Key Laboratory of Medicinal Chemical Biology, Nankai University , Tianjin 300071, China.|Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300071, China.
authors.forename: Langxing
authors.initials: L
authors.lastname: Chen
authors.affiliation: Research Center for Analytical Sciences, College of Chemistry, Tianjin Key Laboratory of Biosensing and Molecular Recognition, State Key Laboratory of Medicinal Chemical Biology, Nankai University , Tianjin 300071, China.|Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300071, China.|Dalian Institute of Chemical Physics, Chinese Academy of Sciences , Dalian 116011, China.
authors.forename: Yukui
authors.initials: Y
authors.lastname: Zhang
mesh_terms: D002396:Catechols / Q000737:chemistry; D057930:Click Chemistry / Q000379:methods*; D004298:Dopamine / Q000737:chemistry*; D005290:Ferric Compounds / Q000737:chemistry*; D006020:Glycopeptides / Q000737:chemistry*; D006031:Glycosylation; D006735:Horseradish Peroxidase / Q000737:chemistry; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D007074:Immunoglobulin G / Q000737:chemistry; D007668:Kidney / Q000473:pathology; D008024:Ligands; D008280:Magnetics; D058185:Magnetite Nanoparticles / Q000737:chemistry; D008320:Maltose / Q000737:chemistry*; D050527:Mesangial Cells / Q000473:pathology; D046529:Microscopy, Electron, Transmission; D056951:Photoelectron Spectroscopy; D013010:Sonication; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D017550:Spectroscopy, Fourier Transform Infrared; D014732:Vibration; D014867:Water / Q000737:chemistry; D014961:X-Ray Diffraction
chemical_list: D002396:Catechols; D005290:Ferric Compounds; D006020:Glycopeptides; D007074:Immunoglobulin G; D008024:Ligands; D058185:Magnetite Nanoparticles; D014867:Water; C000499:ferric oxide; D008320:Maltose; D006735:Horseradish Peroxidase; D004298:Dopamine
keywords: Fe3O4 nanoparticles; copper(I)-catalyzed azide−alkyne cycloaddition (CuAAC); dopamine; enrichment; glycopeptides; maltose