Biotin α-End-Functionalized Gradient Glycopolymers Synthesized by RAFT Copolymerization
Biotinylated gradient glycopolymers have been synthesized via RAFT copolymerization of an acrylamide derivative of galactose with N‐acryloylmorpholine in the presence of a biotin CTA. The polymerization was controlled with a linear increase in molecular weights up to 80% conversion. Copolymer chains...
Gespeichert in:
| Veröffentlicht in: | Macromolecular rapid communications. 2008-03, Vol.29 (6), p.511-519 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 519 |
|---|---|
| container_issue | 6 |
| container_start_page | 511 |
| container_title | Macromolecular rapid communications. |
| container_volume | 29 |
| creator | Gody, Guillaume Boullanger, Paul Ladavière, Catherine Charreyre, Marie-Thérèse Delair, Thierry |
| description | Biotinylated gradient glycopolymers have been synthesized via RAFT copolymerization of an acrylamide derivative of galactose with N‐acryloylmorpholine in the presence of a biotin CTA. The polymerization was controlled with a linear increase in molecular weights up to 80% conversion. Copolymer chains have a gradient microstructure with an increasing proportion of galactose units towards the ω chain end. The presence of the biotin ligand at the α end of the chains was confirmed by 1H NMR and MALDI‐ToF MS. This strategy based on the use of a biotin‐CTA instead of a post‐polymerization labelling of the chains resulted in a high percentage of α‐functionalized chains (92–95%). Such α‐end‐functionalized glycopolymer chains may interact with streptavidin‐modified surfaces. |
| doi_str_mv | 10.1002/marc.200700768 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_hal_p</sourceid><recordid>TN_cdi_hal_primary_oai_HAL_hal_00373945v1</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>32239698</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4228-bdece758bb9f307a8839e09616cde553295a87fda25f028fe97fa8173eb629183</originalsourceid><addsrcrecordid>eNqFkNFu0zAUhiMEEmNwy3VuQOIi5fi4ie3Lrlo7RAdSGYw7y3FONIObdHYKZG_Fi_BMJGRU3CFZsmV__3fkP0meM5gxAHy9M8HOEEAMq5APkhOWI8u4QvFwOANixjgvHidPYvwCAHIOeJJ8PnNt55r018_svKmy1aGxnWsb490dVek6mMpR06Vr39t23_p-RyGmH_qmu6H4Byn7dLtYXaXLv8_uzoyGp8mj2vhIz-730-Tj6vxqeZFt3q_fLBebzM4RZVZWZEnksixVzUEYKbkiUAUrbEV5zlHlRoq6MpjXgLImJWojmeBUFqiY5KfJq8l7Y7zeBze00OvWOH2x2OjxDoALrub5NzawLyd2H9rbA8VO71y05L1pqD1EzRG5KtQonU2gDW2MgeqjmYEey9Zj2fpY9hB4cW820RpfB9NYF48pBKbmw68GTk3cd-ep_49VXy62y39nZFPWxY5-HLMmfNWF4CLX1-_WGt9efuLXcqvP-G9SUKAk</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>32239698</pqid></control><display><type>article</type><title>Biotin α-End-Functionalized Gradient Glycopolymers Synthesized by RAFT Copolymerization</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Gody, Guillaume ; Boullanger, Paul ; Ladavière, Catherine ; Charreyre, Marie-Thérèse ; Delair, Thierry</creator><creatorcontrib>Gody, Guillaume ; Boullanger, Paul ; Ladavière, Catherine ; Charreyre, Marie-Thérèse ; Delair, Thierry</creatorcontrib><description>Biotinylated gradient glycopolymers have been synthesized via RAFT copolymerization of an acrylamide derivative of galactose with N‐acryloylmorpholine in the presence of a biotin CTA. The polymerization was controlled with a linear increase in molecular weights up to 80% conversion. Copolymer chains have a gradient microstructure with an increasing proportion of galactose units towards the ω chain end. The presence of the biotin ligand at the α end of the chains was confirmed by 1H NMR and MALDI‐ToF MS. This strategy based on the use of a biotin‐CTA instead of a post‐polymerization labelling of the chains resulted in a high percentage of α‐functionalized chains (92–95%). Such α‐end‐functionalized glycopolymer chains may interact with streptavidin‐modified surfaces.</description><identifier>ISSN: 1022-1336</identifier><identifier>EISSN: 1521-3927</identifier><identifier>DOI: 10.1002/marc.200700768</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Applied sciences ; biotin ; Chemical Sciences ; Copolymerization ; Exact sciences and technology ; glycopolymer ; matrix-assisted laser desorption/ionization mass spectrometry (MALDI MS) ; Organic polymers ; Physicochemistry of polymers ; Polymers ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; reversible addition fragmentation chain transfer (RAFT)</subject><ispartof>Macromolecular rapid communications., 2008-03, Vol.29 (6), p.511-519</ispartof><rights>Copyright © 2008 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2008 INIST-CNRS</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4228-bdece758bb9f307a8839e09616cde553295a87fda25f028fe97fa8173eb629183</citedby><cites>FETCH-LOGICAL-c4228-bdece758bb9f307a8839e09616cde553295a87fda25f028fe97fa8173eb629183</cites><orcidid>0000-0002-1303-0888 ; 0000-0003-0983-4557 ; 0000-0002-6039-7471</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmarc.200700768$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmarc.200700768$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>230,314,776,780,881,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20194096$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00373945$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Gody, Guillaume</creatorcontrib><creatorcontrib>Boullanger, Paul</creatorcontrib><creatorcontrib>Ladavière, Catherine</creatorcontrib><creatorcontrib>Charreyre, Marie-Thérèse</creatorcontrib><creatorcontrib>Delair, Thierry</creatorcontrib><title>Biotin α-End-Functionalized Gradient Glycopolymers Synthesized by RAFT Copolymerization</title><title>Macromolecular rapid communications.</title><addtitle>Macromol. Rapid Commun</addtitle><description>Biotinylated gradient glycopolymers have been synthesized via RAFT copolymerization of an acrylamide derivative of galactose with N‐acryloylmorpholine in the presence of a biotin CTA. The polymerization was controlled with a linear increase in molecular weights up to 80% conversion. Copolymer chains have a gradient microstructure with an increasing proportion of galactose units towards the ω chain end. The presence of the biotin ligand at the α end of the chains was confirmed by 1H NMR and MALDI‐ToF MS. This strategy based on the use of a biotin‐CTA instead of a post‐polymerization labelling of the chains resulted in a high percentage of α‐functionalized chains (92–95%). Such α‐end‐functionalized glycopolymer chains may interact with streptavidin‐modified surfaces.</description><subject>Applied sciences</subject><subject>biotin</subject><subject>Chemical Sciences</subject><subject>Copolymerization</subject><subject>Exact sciences and technology</subject><subject>glycopolymer</subject><subject>matrix-assisted laser desorption/ionization mass spectrometry (MALDI MS)</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>Polymers</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>reversible addition fragmentation chain transfer (RAFT)</subject><issn>1022-1336</issn><issn>1521-3927</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><recordid>eNqFkNFu0zAUhiMEEmNwy3VuQOIi5fi4ie3Lrlo7RAdSGYw7y3FONIObdHYKZG_Fi_BMJGRU3CFZsmV__3fkP0meM5gxAHy9M8HOEEAMq5APkhOWI8u4QvFwOANixjgvHidPYvwCAHIOeJJ8PnNt55r018_svKmy1aGxnWsb490dVek6mMpR06Vr39t23_p-RyGmH_qmu6H4Byn7dLtYXaXLv8_uzoyGp8mj2vhIz-730-Tj6vxqeZFt3q_fLBebzM4RZVZWZEnksixVzUEYKbkiUAUrbEV5zlHlRoq6MpjXgLImJWojmeBUFqiY5KfJq8l7Y7zeBze00OvWOH2x2OjxDoALrub5NzawLyd2H9rbA8VO71y05L1pqD1EzRG5KtQonU2gDW2MgeqjmYEey9Zj2fpY9hB4cW820RpfB9NYF48pBKbmw68GTk3cd-ep_49VXy62y39nZFPWxY5-HLMmfNWF4CLX1-_WGt9efuLXcqvP-G9SUKAk</recordid><startdate>20080319</startdate><enddate>20080319</enddate><creator>Gody, Guillaume</creator><creator>Boullanger, Paul</creator><creator>Ladavière, Catherine</creator><creator>Charreyre, Marie-Thérèse</creator><creator>Delair, Thierry</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley</general><general>Wiley-VCH Verlag</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-1303-0888</orcidid><orcidid>https://orcid.org/0000-0003-0983-4557</orcidid><orcidid>https://orcid.org/0000-0002-6039-7471</orcidid></search><sort><creationdate>20080319</creationdate><title>Biotin α-End-Functionalized Gradient Glycopolymers Synthesized by RAFT Copolymerization</title><author>Gody, Guillaume ; Boullanger, Paul ; Ladavière, Catherine ; Charreyre, Marie-Thérèse ; Delair, Thierry</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4228-bdece758bb9f307a8839e09616cde553295a87fda25f028fe97fa8173eb629183</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Applied sciences</topic><topic>biotin</topic><topic>Chemical Sciences</topic><topic>Copolymerization</topic><topic>Exact sciences and technology</topic><topic>glycopolymer</topic><topic>matrix-assisted laser desorption/ionization mass spectrometry (MALDI MS)</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>Polymers</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>reversible addition fragmentation chain transfer (RAFT)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gody, Guillaume</creatorcontrib><creatorcontrib>Boullanger, Paul</creatorcontrib><creatorcontrib>Ladavière, Catherine</creatorcontrib><creatorcontrib>Charreyre, Marie-Thérèse</creatorcontrib><creatorcontrib>Delair, Thierry</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Macromolecular rapid communications.</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gody, Guillaume</au><au>Boullanger, Paul</au><au>Ladavière, Catherine</au><au>Charreyre, Marie-Thérèse</au><au>Delair, Thierry</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Biotin α-End-Functionalized Gradient Glycopolymers Synthesized by RAFT Copolymerization</atitle><jtitle>Macromolecular rapid communications.</jtitle><addtitle>Macromol. Rapid Commun</addtitle><date>2008-03-19</date><risdate>2008</risdate><volume>29</volume><issue>6</issue><spage>511</spage><epage>519</epage><pages>511-519</pages><issn>1022-1336</issn><eissn>1521-3927</eissn><abstract>Biotinylated gradient glycopolymers have been synthesized via RAFT copolymerization of an acrylamide derivative of galactose with N‐acryloylmorpholine in the presence of a biotin CTA. The polymerization was controlled with a linear increase in molecular weights up to 80% conversion. Copolymer chains have a gradient microstructure with an increasing proportion of galactose units towards the ω chain end. The presence of the biotin ligand at the α end of the chains was confirmed by 1H NMR and MALDI‐ToF MS. This strategy based on the use of a biotin‐CTA instead of a post‐polymerization labelling of the chains resulted in a high percentage of α‐functionalized chains (92–95%). Such α‐end‐functionalized glycopolymer chains may interact with streptavidin‐modified surfaces.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/marc.200700768</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-1303-0888</orcidid><orcidid>https://orcid.org/0000-0003-0983-4557</orcidid><orcidid>https://orcid.org/0000-0002-6039-7471</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1022-1336 |
| ispartof | Macromolecular rapid communications., 2008-03, Vol.29 (6), p.511-519 |
| issn | 1022-1336 1521-3927 |
| language | eng |
| recordid | cdi_hal_primary_oai_HAL_hal_00373945v1 |
| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Applied sciences biotin Chemical Sciences Copolymerization Exact sciences and technology glycopolymer matrix-assisted laser desorption/ionization mass spectrometry (MALDI MS) Organic polymers Physicochemistry of polymers Polymers Preparation, kinetics, thermodynamics, mechanism and catalysts reversible addition fragmentation chain transfer (RAFT) |
| title | Biotin α-End-Functionalized Gradient Glycopolymers Synthesized by RAFT Copolymerization |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-15T18%3A45%3A25IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_hal_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Biotin%20%CE%B1-End-Functionalized%20Gradient%20Glycopolymers%20Synthesized%20by%20RAFT%20Copolymerization&rft.jtitle=Macromolecular%20rapid%20communications.&rft.au=Gody,%20Guillaume&rft.date=2008-03-19&rft.volume=29&rft.issue=6&rft.spage=511&rft.epage=519&rft.pages=511-519&rft.issn=1022-1336&rft.eissn=1521-3927&rft_id=info:doi/10.1002/marc.200700768&rft_dat=%3Cproquest_hal_p%3E32239698%3C/proquest_hal_p%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=32239698&rft_id=info:pmid/&rfr_iscdi=true |