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

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 Fe 3 O 4 MNPs using a sol-gel method to obtain...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:New journal of chemistry 2018-10, Vol.42 (21), p.17331-17338
Hauptverfasser: Bi, Changfen, Zhang, Sitong, Li, Yiliang, He, Xiwen, Chen, Langxing, Zhang, Yukui
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 17338
container_issue 21
container_start_page 17331
container_title New journal of chemistry
container_volume 42
creator Bi, Changfen
Zhang, Sitong
Li, Yiliang
He, Xiwen
Chen, Langxing
Zhang, Yukui
description 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 Fe 3 O 4 MNPs using a sol-gel method to obtain Fe 3 O 4 @SiO 2 . Subsequently, the vinyl groups were grated onto the silica-modified Fe 3 O 4 surface using 3-methacryloyloxypropyltrimethoxysilane. Next, alkynyl groups as the clickable sites were modified on the MNPs to obtain the product Fe 3 O 4 @pPMA via distillation-precipitation polymerization of the vinyl end groups with propargyl methacrylate, ethylene glycol dimethacrylate. Finally, phenylboronic acid was grafted on the surface of Fe 3 O 4 @pPMA via thiol-yne click chemistry. The morphology, structure, and composition of all the synthesized phenylboronic acid functionalized Fe 3 O 4 MNPs (Fe 3 O 4 @pPMA-MPBA) were characterized by transmission electron microscopy (TEM), Fourier transform infrared (FT-IR) spectroscopy, X-ray powder diffraction (XRD), vibrating sample magnetometry (VSM), X-ray photoelectron spectroscopy (XPS) and thermogravimetric analysis (TGA). Three glycoproteins ovalbumin, transferrin, and horseradish peroxidase and two non-glycoproteins lysozyme and horse heart cytochrome are the chosen target proteins and their adsorption performance on Fe 3 O 4 @pPMA-MPBA is investigated. The Fe 3 O 4 @pPMA-MPBA MNPs exhibited outstanding advantages towards glycoproteins including high adsorption capacity, excellent specificity, repeatability and good enrichment recovery. Furthermore, the Fe 3 O 4 @pPMA-MPBA MNPs could efficiently enrich glycoproteins from real egg white samples. This study provides a feasible strategy for the surface functionalization of boronate affinity nanomaterials for the selective isolation and enrichment of glycoproteins. Synthesis of phenylboronic acid functionalized iron oxide nanoparticles for glycoprotein enrichment via distillation-precipitation polymerization combined with thiol-yne click chemistry.
doi_str_mv 10.1039/c8nj01711e
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_C8NJ01711E</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2123861921</sourcerecordid><originalsourceid>FETCH-LOGICAL-c307t-f275e4d11863cc857325aa6390724c32e594fc930115d642c70992f575a4ec453</originalsourceid><addsrcrecordid>eNp9kUtv1TAQhSMEEqWwYV_JFbtKAT-TeEmvyksVbGAdWZNxr28dO7V9q6b_if-I24vKjtXM0flmRprTNG8Zfc-o0B9gCDvKesbwWXPERKdbzTv2vPZMypYq2b1sXuW8o5SxvmNHze_zmGJwQAy4qbX7AMXFYLy7x4m4apF45yYks7kKWCoXTIiLSbX1mMmtM2RyuTjvzcNguyQEt7jyqMgS_TpjcvcHacJEytZF364BCXgH1wS2ONcFaSU2puoiwZAcbGcMhURLrvwKcUmxoAv5dfPCGp_xzd963Pz6dPFz86W9_PH56-bjZQuC9qW1vFcoJ8aGTgAMqhdcGdMJTXsuQXBUWlrQoj5BTZ3k0FOtuVW9MhJBKnHcvDvsrYdv9pjLuIv7VN-SR864GDqmOavU2YGCFHNOaMcludmkdWR0fIhj3Azfvz3GcVHh0wOcMjxx_-Ial8lW5uR_jPgDqKOXIg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2123861921</pqid></control><display><type>article</type><title>Boronic acid-functionalized iron oxide magnetic nanoparticles via distillation-precipitation polymerization and thiol-yne click chemistry for the enrichment of glycoproteins</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Bi, Changfen ; Zhang, Sitong ; Li, Yiliang ; He, Xiwen ; Chen, Langxing ; Zhang, Yukui</creator><creatorcontrib>Bi, Changfen ; Zhang, Sitong ; Li, Yiliang ; He, Xiwen ; Chen, Langxing ; Zhang, Yukui</creatorcontrib><description>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 Fe 3 O 4 MNPs using a sol-gel method to obtain Fe 3 O 4 @SiO 2 . Subsequently, the vinyl groups were grated onto the silica-modified Fe 3 O 4 surface using 3-methacryloyloxypropyltrimethoxysilane. Next, alkynyl groups as the clickable sites were modified on the MNPs to obtain the product Fe 3 O 4 @pPMA via distillation-precipitation polymerization of the vinyl end groups with propargyl methacrylate, ethylene glycol dimethacrylate. Finally, phenylboronic acid was grafted on the surface of Fe 3 O 4 @pPMA via thiol-yne click chemistry. The morphology, structure, and composition of all the synthesized phenylboronic acid functionalized Fe 3 O 4 MNPs (Fe 3 O 4 @pPMA-MPBA) were characterized by transmission electron microscopy (TEM), Fourier transform infrared (FT-IR) spectroscopy, X-ray powder diffraction (XRD), vibrating sample magnetometry (VSM), X-ray photoelectron spectroscopy (XPS) and thermogravimetric analysis (TGA). Three glycoproteins ovalbumin, transferrin, and horseradish peroxidase and two non-glycoproteins lysozyme and horse heart cytochrome are the chosen target proteins and their adsorption performance on Fe 3 O 4 @pPMA-MPBA is investigated. The Fe 3 O 4 @pPMA-MPBA MNPs exhibited outstanding advantages towards glycoproteins including high adsorption capacity, excellent specificity, repeatability and good enrichment recovery. Furthermore, the Fe 3 O 4 @pPMA-MPBA MNPs could efficiently enrich glycoproteins from real egg white samples. This study provides a feasible strategy for the surface functionalization of boronate affinity nanomaterials for the selective isolation and enrichment of glycoproteins. Synthesis of phenylboronic acid functionalized iron oxide nanoparticles for glycoprotein enrichment via distillation-precipitation polymerization combined with thiol-yne click chemistry.</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/c8nj01711e</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Acids ; Adsorption ; Albumen ; Chemical precipitation ; Chemical synthesis ; Cytochromes ; Distillation ; Enrichment ; Ethylene glycol ; Feasibility studies ; Fourier transforms ; Glycoproteins ; Infrared spectroscopy ; Iron oxides ; Lysozyme ; Magnetic measurement ; Morphology ; Nanomaterials ; Nanoparticles ; Organic chemistry ; Ovalbumin ; Peroxidase ; Polymerization ; Proteins ; Silicon dioxide ; Transmission electron microscopy ; X ray photoelectron spectroscopy</subject><ispartof>New journal of chemistry, 2018-10, Vol.42 (21), p.17331-17338</ispartof><rights>Copyright Royal Society of Chemistry 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c307t-f275e4d11863cc857325aa6390724c32e594fc930115d642c70992f575a4ec453</citedby><cites>FETCH-LOGICAL-c307t-f275e4d11863cc857325aa6390724c32e594fc930115d642c70992f575a4ec453</cites><orcidid>0000-0002-8616-9207</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids></links><search><creatorcontrib>Bi, Changfen</creatorcontrib><creatorcontrib>Zhang, Sitong</creatorcontrib><creatorcontrib>Li, Yiliang</creatorcontrib><creatorcontrib>He, Xiwen</creatorcontrib><creatorcontrib>Chen, Langxing</creatorcontrib><creatorcontrib>Zhang, Yukui</creatorcontrib><title>Boronic acid-functionalized iron oxide magnetic nanoparticles via distillation-precipitation polymerization and thiol-yne click chemistry for the enrichment of glycoproteins</title><title>New journal of chemistry</title><description>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 Fe 3 O 4 MNPs using a sol-gel method to obtain Fe 3 O 4 @SiO 2 . Subsequently, the vinyl groups were grated onto the silica-modified Fe 3 O 4 surface using 3-methacryloyloxypropyltrimethoxysilane. Next, alkynyl groups as the clickable sites were modified on the MNPs to obtain the product Fe 3 O 4 @pPMA via distillation-precipitation polymerization of the vinyl end groups with propargyl methacrylate, ethylene glycol dimethacrylate. Finally, phenylboronic acid was grafted on the surface of Fe 3 O 4 @pPMA via thiol-yne click chemistry. The morphology, structure, and composition of all the synthesized phenylboronic acid functionalized Fe 3 O 4 MNPs (Fe 3 O 4 @pPMA-MPBA) were characterized by transmission electron microscopy (TEM), Fourier transform infrared (FT-IR) spectroscopy, X-ray powder diffraction (XRD), vibrating sample magnetometry (VSM), X-ray photoelectron spectroscopy (XPS) and thermogravimetric analysis (TGA). Three glycoproteins ovalbumin, transferrin, and horseradish peroxidase and two non-glycoproteins lysozyme and horse heart cytochrome are the chosen target proteins and their adsorption performance on Fe 3 O 4 @pPMA-MPBA is investigated. The Fe 3 O 4 @pPMA-MPBA MNPs exhibited outstanding advantages towards glycoproteins including high adsorption capacity, excellent specificity, repeatability and good enrichment recovery. Furthermore, the Fe 3 O 4 @pPMA-MPBA MNPs could efficiently enrich glycoproteins from real egg white samples. This study provides a feasible strategy for the surface functionalization of boronate affinity nanomaterials for the selective isolation and enrichment of glycoproteins. Synthesis of phenylboronic acid functionalized iron oxide nanoparticles for glycoprotein enrichment via distillation-precipitation polymerization combined with thiol-yne click chemistry.</description><subject>Acids</subject><subject>Adsorption</subject><subject>Albumen</subject><subject>Chemical precipitation</subject><subject>Chemical synthesis</subject><subject>Cytochromes</subject><subject>Distillation</subject><subject>Enrichment</subject><subject>Ethylene glycol</subject><subject>Feasibility studies</subject><subject>Fourier transforms</subject><subject>Glycoproteins</subject><subject>Infrared spectroscopy</subject><subject>Iron oxides</subject><subject>Lysozyme</subject><subject>Magnetic measurement</subject><subject>Morphology</subject><subject>Nanomaterials</subject><subject>Nanoparticles</subject><subject>Organic chemistry</subject><subject>Ovalbumin</subject><subject>Peroxidase</subject><subject>Polymerization</subject><subject>Proteins</subject><subject>Silicon dioxide</subject><subject>Transmission electron microscopy</subject><subject>X ray photoelectron spectroscopy</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp9kUtv1TAQhSMEEqWwYV_JFbtKAT-TeEmvyksVbGAdWZNxr28dO7V9q6b_if-I24vKjtXM0flmRprTNG8Zfc-o0B9gCDvKesbwWXPERKdbzTv2vPZMypYq2b1sXuW8o5SxvmNHze_zmGJwQAy4qbX7AMXFYLy7x4m4apF45yYks7kKWCoXTIiLSbX1mMmtM2RyuTjvzcNguyQEt7jyqMgS_TpjcvcHacJEytZF364BCXgH1wS2ONcFaSU2puoiwZAcbGcMhURLrvwKcUmxoAv5dfPCGp_xzd963Pz6dPFz86W9_PH56-bjZQuC9qW1vFcoJ8aGTgAMqhdcGdMJTXsuQXBUWlrQoj5BTZ3k0FOtuVW9MhJBKnHcvDvsrYdv9pjLuIv7VN-SR864GDqmOavU2YGCFHNOaMcludmkdWR0fIhj3Azfvz3GcVHh0wOcMjxx_-Ial8lW5uR_jPgDqKOXIg</recordid><startdate>20181022</startdate><enddate>20181022</enddate><creator>Bi, Changfen</creator><creator>Zhang, Sitong</creator><creator>Li, Yiliang</creator><creator>He, Xiwen</creator><creator>Chen, Langxing</creator><creator>Zhang, Yukui</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><orcidid>https://orcid.org/0000-0002-8616-9207</orcidid></search><sort><creationdate>20181022</creationdate><title>Boronic acid-functionalized iron oxide magnetic nanoparticles via distillation-precipitation polymerization and thiol-yne click chemistry for the enrichment of glycoproteins</title><author>Bi, Changfen ; Zhang, Sitong ; Li, Yiliang ; He, Xiwen ; Chen, Langxing ; Zhang, Yukui</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c307t-f275e4d11863cc857325aa6390724c32e594fc930115d642c70992f575a4ec453</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Acids</topic><topic>Adsorption</topic><topic>Albumen</topic><topic>Chemical precipitation</topic><topic>Chemical synthesis</topic><topic>Cytochromes</topic><topic>Distillation</topic><topic>Enrichment</topic><topic>Ethylene glycol</topic><topic>Feasibility studies</topic><topic>Fourier transforms</topic><topic>Glycoproteins</topic><topic>Infrared spectroscopy</topic><topic>Iron oxides</topic><topic>Lysozyme</topic><topic>Magnetic measurement</topic><topic>Morphology</topic><topic>Nanomaterials</topic><topic>Nanoparticles</topic><topic>Organic chemistry</topic><topic>Ovalbumin</topic><topic>Peroxidase</topic><topic>Polymerization</topic><topic>Proteins</topic><topic>Silicon dioxide</topic><topic>Transmission electron microscopy</topic><topic>X ray photoelectron spectroscopy</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bi, Changfen</creatorcontrib><creatorcontrib>Zhang, Sitong</creatorcontrib><creatorcontrib>Li, Yiliang</creatorcontrib><creatorcontrib>He, Xiwen</creatorcontrib><creatorcontrib>Chen, Langxing</creatorcontrib><creatorcontrib>Zhang, Yukui</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Illustrata: Natural Sciences</collection><collection>Materials Research Database</collection><collection>ProQuest Illustrata: Technology Collection</collection><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bi, Changfen</au><au>Zhang, Sitong</au><au>Li, Yiliang</au><au>He, Xiwen</au><au>Chen, Langxing</au><au>Zhang, Yukui</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Boronic acid-functionalized iron oxide magnetic nanoparticles via distillation-precipitation polymerization and thiol-yne click chemistry for the enrichment of glycoproteins</atitle><jtitle>New journal of chemistry</jtitle><date>2018-10-22</date><risdate>2018</risdate><volume>42</volume><issue>21</issue><spage>17331</spage><epage>17338</epage><pages>17331-17338</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><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 Fe 3 O 4 MNPs using a sol-gel method to obtain Fe 3 O 4 @SiO 2 . Subsequently, the vinyl groups were grated onto the silica-modified Fe 3 O 4 surface using 3-methacryloyloxypropyltrimethoxysilane. Next, alkynyl groups as the clickable sites were modified on the MNPs to obtain the product Fe 3 O 4 @pPMA via distillation-precipitation polymerization of the vinyl end groups with propargyl methacrylate, ethylene glycol dimethacrylate. Finally, phenylboronic acid was grafted on the surface of Fe 3 O 4 @pPMA via thiol-yne click chemistry. The morphology, structure, and composition of all the synthesized phenylboronic acid functionalized Fe 3 O 4 MNPs (Fe 3 O 4 @pPMA-MPBA) were characterized by transmission electron microscopy (TEM), Fourier transform infrared (FT-IR) spectroscopy, X-ray powder diffraction (XRD), vibrating sample magnetometry (VSM), X-ray photoelectron spectroscopy (XPS) and thermogravimetric analysis (TGA). Three glycoproteins ovalbumin, transferrin, and horseradish peroxidase and two non-glycoproteins lysozyme and horse heart cytochrome are the chosen target proteins and their adsorption performance on Fe 3 O 4 @pPMA-MPBA is investigated. The Fe 3 O 4 @pPMA-MPBA MNPs exhibited outstanding advantages towards glycoproteins including high adsorption capacity, excellent specificity, repeatability and good enrichment recovery. Furthermore, the Fe 3 O 4 @pPMA-MPBA MNPs could efficiently enrich glycoproteins from real egg white samples. This study provides a feasible strategy for the surface functionalization of boronate affinity nanomaterials for the selective isolation and enrichment of glycoproteins. Synthesis of phenylboronic acid functionalized iron oxide nanoparticles for glycoprotein enrichment via distillation-precipitation polymerization combined with thiol-yne click chemistry.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c8nj01711e</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-8616-9207</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1144-0546
ispartof New journal of chemistry, 2018-10, Vol.42 (21), p.17331-17338
issn 1144-0546
1369-9261
language eng
recordid cdi_crossref_primary_10_1039_C8NJ01711E
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Acids
Adsorption
Albumen
Chemical precipitation
Chemical synthesis
Cytochromes
Distillation
Enrichment
Ethylene glycol
Feasibility studies
Fourier transforms
Glycoproteins
Infrared spectroscopy
Iron oxides
Lysozyme
Magnetic measurement
Morphology
Nanomaterials
Nanoparticles
Organic chemistry
Ovalbumin
Peroxidase
Polymerization
Proteins
Silicon dioxide
Transmission electron microscopy
X ray photoelectron spectroscopy
title Boronic acid-functionalized iron oxide magnetic nanoparticles via distillation-precipitation polymerization and thiol-yne click chemistry for the enrichment of glycoproteins
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-13T03%3A22%3A09IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Boronic%20acid-functionalized%20iron%20oxide%20magnetic%20nanoparticles%20via%20distillation-precipitation%20polymerization%20and%20thiol-yne%20click%20chemistry%20for%20the%20enrichment%20of%20glycoproteins&rft.jtitle=New%20journal%20of%20chemistry&rft.au=Bi,%20Changfen&rft.date=2018-10-22&rft.volume=42&rft.issue=21&rft.spage=17331&rft.epage=17338&rft.pages=17331-17338&rft.issn=1144-0546&rft.eissn=1369-9261&rft_id=info:doi/10.1039/c8nj01711e&rft_dat=%3Cproquest_cross%3E2123861921%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2123861921&rft_id=info:pmid/&rfr_iscdi=true