Synthesis of Biocompatible, Stimuli-Responsive, Physical Gels Based on ABA Triblock Copolymers
ABA triblock copolymers [A = 2-(diisopropylamino)ethyl methacrylate), DPA or 2-(diethylamino)ethyl methacrylate), DEA; B = 2-methacryloyloxyethyl phosphorylcholine, MPC] prepared using atom transfer radical polymerization dissolve in acidic solution but form biocompatible free-standing gels at aroun...
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Veröffentlicht in: | Biomacromolecules 2003-07, Vol.4 (4), p.864-868 |
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creator | Ma, Yinghua Tang, Yiqing Billingham, Norman C Armes, Steven P Lewis, Andrew L |
description | ABA triblock copolymers [A = 2-(diisopropylamino)ethyl methacrylate), DPA or 2-(diethylamino)ethyl methacrylate), DEA; B = 2-methacryloyloxyethyl phosphorylcholine, MPC] prepared using atom transfer radical polymerization dissolve in acidic solution but form biocompatible free-standing gels at around neutral pH in moderately concentrated aqueous solution (above approximately 10 w/v % copolymer). Proton NMR studies indicate that physical gelation occurs because the deprotonated outer DPA (or DEA) blocks become hydrophobic, which leads to attractive interactions between the chains: addition of acid leads to immediate dissolution of the micellar gel. Release studies using dipyridamole as a model hydrophobic drug indicate that sustained release profiles can be obtained from these gels under physiologically relevant conditions. More concentrated DPA−MPC−DPA gels give slower release profiles, as expected. At lower pH, fast, triggered release can also be achieved, because gel dissolution occurs under these conditions. Furthermore, the nature of the outer block also plays a role; the more hydrophobic DPA−MPC−DPA triblock gels are formed at lower copolymer concentrations and retain the drug longer than the DEA−MPC−DEA triblock gels. |
doi_str_mv | 10.1021/bm034118u |
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Proton NMR studies indicate that physical gelation occurs because the deprotonated outer DPA (or DEA) blocks become hydrophobic, which leads to attractive interactions between the chains: addition of acid leads to immediate dissolution of the micellar gel. Release studies using dipyridamole as a model hydrophobic drug indicate that sustained release profiles can be obtained from these gels under physiologically relevant conditions. More concentrated DPA−MPC−DPA gels give slower release profiles, as expected. At lower pH, fast, triggered release can also be achieved, because gel dissolution occurs under these conditions. Furthermore, the nature of the outer block also plays a role; the more hydrophobic DPA−MPC−DPA triblock gels are formed at lower copolymer concentrations and retain the drug longer than the DEA−MPC−DEA triblock gels.</description><identifier>ISSN: 1525-7797</identifier><identifier>EISSN: 1526-4602</identifier><identifier>DOI: 10.1021/bm034118u</identifier><identifier>PMID: 12857066</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Applied sciences ; Biocompatible Materials - chemical synthesis ; Biocompatible Materials - chemistry ; Exact sciences and technology ; Gels - chemical synthesis ; Gels - chemistry ; Methacrylates - chemistry ; Micelles ; Molecular Structure ; Organic polymers ; Phosphorylcholine - analogs & derivatives ; Phosphorylcholine - chemistry ; Physicochemistry of polymers ; Polymers - chemical synthesis ; Polymers - chemistry ; Polymers with particular properties ; Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><ispartof>Biomacromolecules, 2003-07, Vol.4 (4), p.864-868</ispartof><rights>Copyright © 2003 American Chemical Society</rights><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a438t-1d50ca49700b5256d417b888514655fe18d72fb7597093675e146b54282d940f3</citedby><cites>FETCH-LOGICAL-a438t-1d50ca49700b5256d417b888514655fe18d72fb7597093675e146b54282d940f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/bm034118u$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/bm034118u$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15002516$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12857066$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ma, Yinghua</creatorcontrib><creatorcontrib>Tang, Yiqing</creatorcontrib><creatorcontrib>Billingham, Norman C</creatorcontrib><creatorcontrib>Armes, Steven P</creatorcontrib><creatorcontrib>Lewis, Andrew L</creatorcontrib><title>Synthesis of Biocompatible, Stimuli-Responsive, Physical Gels Based on ABA Triblock Copolymers</title><title>Biomacromolecules</title><addtitle>Biomacromolecules</addtitle><description>ABA triblock copolymers [A = 2-(diisopropylamino)ethyl methacrylate), DPA or 2-(diethylamino)ethyl methacrylate), DEA; B = 2-methacryloyloxyethyl phosphorylcholine, MPC] prepared using atom transfer radical polymerization dissolve in acidic solution but form biocompatible free-standing gels at around neutral pH in moderately concentrated aqueous solution (above approximately 10 w/v % copolymer). Proton NMR studies indicate that physical gelation occurs because the deprotonated outer DPA (or DEA) blocks become hydrophobic, which leads to attractive interactions between the chains: addition of acid leads to immediate dissolution of the micellar gel. Release studies using dipyridamole as a model hydrophobic drug indicate that sustained release profiles can be obtained from these gels under physiologically relevant conditions. More concentrated DPA−MPC−DPA gels give slower release profiles, as expected. At lower pH, fast, triggered release can also be achieved, because gel dissolution occurs under these conditions. Furthermore, the nature of the outer block also plays a role; the more hydrophobic DPA−MPC−DPA triblock gels are formed at lower copolymer concentrations and retain the drug longer than the DEA−MPC−DEA triblock gels.</description><subject>Applied sciences</subject><subject>Biocompatible Materials - chemical synthesis</subject><subject>Biocompatible Materials - chemistry</subject><subject>Exact sciences and technology</subject><subject>Gels - chemical synthesis</subject><subject>Gels - chemistry</subject><subject>Methacrylates - chemistry</subject><subject>Micelles</subject><subject>Molecular Structure</subject><subject>Organic polymers</subject><subject>Phosphorylcholine - analogs & derivatives</subject><subject>Phosphorylcholine - chemistry</subject><subject>Physicochemistry of polymers</subject><subject>Polymers - chemical synthesis</subject><subject>Polymers - chemistry</subject><subject>Polymers with particular properties</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><issn>1525-7797</issn><issn>1526-4602</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqF0ElLxDAYBuAgisvowT8guSgIVpM0W48zgxsIisvVkrYpRtum5muF-fdGHdSD4Ckheb6FF6FdSo4pYfSkaEnKKdXjCtqkgsmES8JWP-8iUSpTG2gL4JkQkqVcrKMNyrRQRMpN9Hi36IYnCw6wr_HM-dK3vRlc0dgjfDe4dmxccmuh9x24t_h287QAV5oGn9sG8MyArbDv8HQ2xfchlvnyBc9975tFawNso7XaNGB3lucEPZyd3s8vkqvr88v59CoxPNVDQitBSsMzRUgRd5YVp6rQWgvKpRC1pbpSrC6UiCJLpRI2fhSCM82qjJM6naCDr7598K-jhSFvHZS2aUxn_Qi5SrmUPMv-hVRpnirNIjz8gmXwAMHWeR9ca8IipyT_SD3_Tj3avWXTsWht9SOXMUewvwQGYnZ1MF3p4McJQpigv5wpIX_2Y-hiaH8MfAcViJOE</recordid><startdate>20030701</startdate><enddate>20030701</enddate><creator>Ma, Yinghua</creator><creator>Tang, Yiqing</creator><creator>Billingham, Norman C</creator><creator>Armes, Steven P</creator><creator>Lewis, Andrew L</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20030701</creationdate><title>Synthesis of Biocompatible, Stimuli-Responsive, Physical Gels Based on ABA Triblock Copolymers</title><author>Ma, Yinghua ; Tang, Yiqing ; Billingham, Norman C ; Armes, Steven P ; Lewis, Andrew L</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a438t-1d50ca49700b5256d417b888514655fe18d72fb7597093675e146b54282d940f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Applied sciences</topic><topic>Biocompatible Materials - chemical synthesis</topic><topic>Biocompatible Materials - chemistry</topic><topic>Exact sciences and technology</topic><topic>Gels - chemical synthesis</topic><topic>Gels - chemistry</topic><topic>Methacrylates - chemistry</topic><topic>Micelles</topic><topic>Molecular Structure</topic><topic>Organic polymers</topic><topic>Phosphorylcholine - analogs & derivatives</topic><topic>Phosphorylcholine - chemistry</topic><topic>Physicochemistry of polymers</topic><topic>Polymers - chemical synthesis</topic><topic>Polymers - chemistry</topic><topic>Polymers with particular properties</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ma, Yinghua</creatorcontrib><creatorcontrib>Tang, Yiqing</creatorcontrib><creatorcontrib>Billingham, Norman C</creatorcontrib><creatorcontrib>Armes, Steven P</creatorcontrib><creatorcontrib>Lewis, Andrew L</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Biomacromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ma, Yinghua</au><au>Tang, Yiqing</au><au>Billingham, Norman C</au><au>Armes, Steven P</au><au>Lewis, Andrew L</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Biocompatible, Stimuli-Responsive, Physical Gels Based on ABA Triblock Copolymers</atitle><jtitle>Biomacromolecules</jtitle><addtitle>Biomacromolecules</addtitle><date>2003-07-01</date><risdate>2003</risdate><volume>4</volume><issue>4</issue><spage>864</spage><epage>868</epage><pages>864-868</pages><issn>1525-7797</issn><eissn>1526-4602</eissn><abstract>ABA triblock copolymers [A = 2-(diisopropylamino)ethyl methacrylate), DPA or 2-(diethylamino)ethyl methacrylate), DEA; B = 2-methacryloyloxyethyl phosphorylcholine, MPC] prepared using atom transfer radical polymerization dissolve in acidic solution but form biocompatible free-standing gels at around neutral pH in moderately concentrated aqueous solution (above approximately 10 w/v % copolymer). Proton NMR studies indicate that physical gelation occurs because the deprotonated outer DPA (or DEA) blocks become hydrophobic, which leads to attractive interactions between the chains: addition of acid leads to immediate dissolution of the micellar gel. Release studies using dipyridamole as a model hydrophobic drug indicate that sustained release profiles can be obtained from these gels under physiologically relevant conditions. More concentrated DPA−MPC−DPA gels give slower release profiles, as expected. At lower pH, fast, triggered release can also be achieved, because gel dissolution occurs under these conditions. Furthermore, the nature of the outer block also plays a role; the more hydrophobic DPA−MPC−DPA triblock gels are formed at lower copolymer concentrations and retain the drug longer than the DEA−MPC−DEA triblock gels.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>12857066</pmid><doi>10.1021/bm034118u</doi><tpages>5</tpages></addata></record> |
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subjects | Applied sciences Biocompatible Materials - chemical synthesis Biocompatible Materials - chemistry Exact sciences and technology Gels - chemical synthesis Gels - chemistry Methacrylates - chemistry Micelles Molecular Structure Organic polymers Phosphorylcholine - analogs & derivatives Phosphorylcholine - chemistry Physicochemistry of polymers Polymers - chemical synthesis Polymers - chemistry Polymers with particular properties Preparation, kinetics, thermodynamics, mechanism and catalysts |
title | Synthesis of Biocompatible, Stimuli-Responsive, Physical Gels Based on ABA Triblock Copolymers |
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