Synthesis of poly(propylene fumarate)
This protocol describes the synthesis of 500–4,000 Da poly(propylene fumarate) (PPF) by a two-step reaction of diethyl fumarate and propylene glycol through a bis(hydroxypropyl) fumarate diester intermediate. Purified PPF can be covalently cross-linked to form degradable polymer networks, which have...
Gespeichert in:
| Veröffentlicht in: | Nature protocols 2009-01, Vol.4 (4), p.518-525 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 525 |
|---|---|
| container_issue | 4 |
| container_start_page | 518 |
| container_title | Nature protocols |
| container_volume | 4 |
| creator | Mikos, Antonios G Kasper, F Kurtis Tanahashi, Kazuhiro Fisher, John P |
| description | This protocol describes the synthesis of 500–4,000 Da poly(propylene fumarate) (PPF) by a two-step reaction of diethyl fumarate and propylene glycol through a bis(hydroxypropyl) fumarate diester intermediate. Purified PPF can be covalently cross-linked to form degradable polymer networks, which have been widely explored for biomedical applications. The properties of cross-linked PPF networks depend upon the molecular properties of the constituent polymer, such as the molecular weight. The purity of the reactants and the exclusion of water from the reaction system are of utmost importance in the generation of high-molecular-weight PPF products. Additionally, the reaction time and temperature influence the molecular weight of the PPF product. The expected time required to complete this protocol is 3 d. |
| doi_str_mv | 10.1038/nprot.2009.24 |
| format | Article |
| fullrecord | <record><control><sourceid>gale_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_3076598</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A197928824</galeid><sourcerecordid>A197928824</sourcerecordid><originalsourceid>FETCH-LOGICAL-c589t-563d5e50bef49e8f613ae7da8e1f06e20f30c2012f383123c7818e79e8cc18e63</originalsourceid><addsrcrecordid>eNp1kttLHDEUxoNU1Fof-1oWSktFZpvLzCR5KSxLvYC0UJU-hpg9WUdmk2mSKe5_b_aCOsWShxxyfudLzpeD0HuCxwQz8dV1wacxxViOabmDDgivcEG5lG_WcVlQIuQ-ehvjPcYlZzXfQ_tEMlpVpThAn66WLt1BbOLI21Hn2-WXLNgtW3Awsv1CB53g-B3atbqNcLTdD9HN6ffr6Xlx-fPsYjq5LEwlZCqqms0qqPAt2FKCsDVhGvhMCyAW10CxZdhQTKhlghHKDBdEAM-oMTmo2SH6ttHt-tsFzAy4FHSrutDkhyyV140aZlxzp-b-r2KY15UUWeDzViD4Pz3EpBZNNNC22oHvo6o5FiLblsGP_4D3vg8uN6cILgklkpRlpsYbaq5bUI2zPt9q8prBojHegW3y-YRILqkQdFVwPCjITIKHNNd9jOri6teQPfk_O7n-Pf0xpIsNbYKPMYB9coVgtZoEtZ4EtZoEteY_vLTymd5-_XNvMafcHMJLB15X3FrmdOoDPCkOqUfISskN</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1041219144</pqid></control><display><type>article</type><title>Synthesis of poly(propylene fumarate)</title><source>MEDLINE</source><source>Nature</source><source>Alma/SFX Local Collection</source><creator>Mikos, Antonios G ; Kasper, F Kurtis ; Tanahashi, Kazuhiro ; Fisher, John P</creator><creatorcontrib>Mikos, Antonios G ; Kasper, F Kurtis ; Tanahashi, Kazuhiro ; Fisher, John P</creatorcontrib><description>This protocol describes the synthesis of 500–4,000 Da poly(propylene fumarate) (PPF) by a two-step reaction of diethyl fumarate and propylene glycol through a bis(hydroxypropyl) fumarate diester intermediate. Purified PPF can be covalently cross-linked to form degradable polymer networks, which have been widely explored for biomedical applications. The properties of cross-linked PPF networks depend upon the molecular properties of the constituent polymer, such as the molecular weight. The purity of the reactants and the exclusion of water from the reaction system are of utmost importance in the generation of high-molecular-weight PPF products. Additionally, the reaction time and temperature influence the molecular weight of the PPF product. The expected time required to complete this protocol is 3 d.</description><identifier>ISSN: 1754-2189</identifier><identifier>EISSN: 1750-2799</identifier><identifier>DOI: 10.1038/nprot.2009.24</identifier><identifier>PMID: 19325548</identifier><language>eng</language><publisher>London: Nature Publishing Group UK</publisher><subject>Acids ; Analysis ; Analytical Chemistry ; Biocompatibility ; Bioengineering ; Biological Techniques ; Biomedical and Life Sciences ; Bones ; Chemical properties ; Computational Biology/Bioinformatics ; Esterification ; Fumarates - chemical synthesis ; Fumarates - chemistry ; Hydrogels ; Life Sciences ; Microarrays ; Molecular weight ; Organic Chemistry ; Polyesters ; Polymerization ; Polymers ; Polypropylenes - chemical synthesis ; Polypropylenes - chemistry ; Propylene ; Propylene Glycol - chemistry ; Protocol ; Temperature ; Tissue engineering</subject><ispartof>Nature protocols, 2009-01, Vol.4 (4), p.518-525</ispartof><rights>Springer Nature Limited 2009</rights><rights>COPYRIGHT 2009 Nature Publishing Group</rights><rights>Copyright Nature Publishing Group Apr 2009</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c589t-563d5e50bef49e8f613ae7da8e1f06e20f30c2012f383123c7818e79e8cc18e63</citedby><cites>FETCH-LOGICAL-c589t-563d5e50bef49e8f613ae7da8e1f06e20f30c2012f383123c7818e79e8cc18e63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,315,781,785,886,2728,27926,27927</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19325548$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Mikos, Antonios G</creatorcontrib><creatorcontrib>Kasper, F Kurtis</creatorcontrib><creatorcontrib>Tanahashi, Kazuhiro</creatorcontrib><creatorcontrib>Fisher, John P</creatorcontrib><title>Synthesis of poly(propylene fumarate)</title><title>Nature protocols</title><addtitle>Nat Protoc</addtitle><addtitle>Nat Protoc</addtitle><description>This protocol describes the synthesis of 500–4,000 Da poly(propylene fumarate) (PPF) by a two-step reaction of diethyl fumarate and propylene glycol through a bis(hydroxypropyl) fumarate diester intermediate. Purified PPF can be covalently cross-linked to form degradable polymer networks, which have been widely explored for biomedical applications. The properties of cross-linked PPF networks depend upon the molecular properties of the constituent polymer, such as the molecular weight. The purity of the reactants and the exclusion of water from the reaction system are of utmost importance in the generation of high-molecular-weight PPF products. Additionally, the reaction time and temperature influence the molecular weight of the PPF product. The expected time required to complete this protocol is 3 d.</description><subject>Acids</subject><subject>Analysis</subject><subject>Analytical Chemistry</subject><subject>Biocompatibility</subject><subject>Bioengineering</subject><subject>Biological Techniques</subject><subject>Biomedical and Life Sciences</subject><subject>Bones</subject><subject>Chemical properties</subject><subject>Computational Biology/Bioinformatics</subject><subject>Esterification</subject><subject>Fumarates - chemical synthesis</subject><subject>Fumarates - chemistry</subject><subject>Hydrogels</subject><subject>Life Sciences</subject><subject>Microarrays</subject><subject>Molecular weight</subject><subject>Organic Chemistry</subject><subject>Polyesters</subject><subject>Polymerization</subject><subject>Polymers</subject><subject>Polypropylenes - chemical synthesis</subject><subject>Polypropylenes - chemistry</subject><subject>Propylene</subject><subject>Propylene Glycol - chemistry</subject><subject>Protocol</subject><subject>Temperature</subject><subject>Tissue engineering</subject><issn>1754-2189</issn><issn>1750-2799</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><recordid>eNp1kttLHDEUxoNU1Fof-1oWSktFZpvLzCR5KSxLvYC0UJU-hpg9WUdmk2mSKe5_b_aCOsWShxxyfudLzpeD0HuCxwQz8dV1wacxxViOabmDDgivcEG5lG_WcVlQIuQ-ehvjPcYlZzXfQ_tEMlpVpThAn66WLt1BbOLI21Hn2-WXLNgtW3Awsv1CB53g-B3atbqNcLTdD9HN6ffr6Xlx-fPsYjq5LEwlZCqqms0qqPAt2FKCsDVhGvhMCyAW10CxZdhQTKhlghHKDBdEAM-oMTmo2SH6ttHt-tsFzAy4FHSrutDkhyyV140aZlxzp-b-r2KY15UUWeDzViD4Pz3EpBZNNNC22oHvo6o5FiLblsGP_4D3vg8uN6cILgklkpRlpsYbaq5bUI2zPt9q8prBojHegW3y-YRILqkQdFVwPCjITIKHNNd9jOri6teQPfk_O7n-Pf0xpIsNbYKPMYB9coVgtZoEtZ4EtZoEteY_vLTymd5-_XNvMafcHMJLB15X3FrmdOoDPCkOqUfISskN</recordid><startdate>20090101</startdate><enddate>20090101</enddate><creator>Mikos, Antonios G</creator><creator>Kasper, F Kurtis</creator><creator>Tanahashi, Kazuhiro</creator><creator>Fisher, John P</creator><general>Nature Publishing Group UK</general><general>Nature Publishing Group</general><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>ATWCN</scope><scope>ISR</scope><scope>3V.</scope><scope>7QG</scope><scope>7T5</scope><scope>7T7</scope><scope>7TM</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FD</scope><scope>8FE</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>ATCPS</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BHPHI</scope><scope>C1K</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>H94</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M7N</scope><scope>M7P</scope><scope>P64</scope><scope>PATMY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PYCSY</scope><scope>RC3</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20090101</creationdate><title>Synthesis of poly(propylene fumarate)</title><author>Mikos, Antonios G ; Kasper, F Kurtis ; Tanahashi, Kazuhiro ; Fisher, John P</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c589t-563d5e50bef49e8f613ae7da8e1f06e20f30c2012f383123c7818e79e8cc18e63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Acids</topic><topic>Analysis</topic><topic>Analytical Chemistry</topic><topic>Biocompatibility</topic><topic>Bioengineering</topic><topic>Biological Techniques</topic><topic>Biomedical and Life Sciences</topic><topic>Bones</topic><topic>Chemical properties</topic><topic>Computational Biology/Bioinformatics</topic><topic>Esterification</topic><topic>Fumarates - chemical synthesis</topic><topic>Fumarates - chemistry</topic><topic>Hydrogels</topic><topic>Life Sciences</topic><topic>Microarrays</topic><topic>Molecular weight</topic><topic>Organic Chemistry</topic><topic>Polyesters</topic><topic>Polymerization</topic><topic>Polymers</topic><topic>Polypropylenes - chemical synthesis</topic><topic>Polypropylenes - chemistry</topic><topic>Propylene</topic><topic>Propylene Glycol - chemistry</topic><topic>Protocol</topic><topic>Temperature</topic><topic>Tissue engineering</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mikos, Antonios G</creatorcontrib><creatorcontrib>Kasper, F Kurtis</creatorcontrib><creatorcontrib>Tanahashi, Kazuhiro</creatorcontrib><creatorcontrib>Fisher, John P</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Gale In Context: Middle School</collection><collection>Gale In Context: Science</collection><collection>ProQuest Central (Corporate)</collection><collection>Animal Behavior Abstracts</collection><collection>Immunology Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>Agricultural & Environmental Science Collection</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Natural Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biological Science Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Environmental Science Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>Environmental Science Collection</collection><collection>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Nature protocols</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mikos, Antonios G</au><au>Kasper, F Kurtis</au><au>Tanahashi, Kazuhiro</au><au>Fisher, John P</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of poly(propylene fumarate)</atitle><jtitle>Nature protocols</jtitle><stitle>Nat Protoc</stitle><addtitle>Nat Protoc</addtitle><date>2009-01-01</date><risdate>2009</risdate><volume>4</volume><issue>4</issue><spage>518</spage><epage>525</epage><pages>518-525</pages><issn>1754-2189</issn><eissn>1750-2799</eissn><abstract>This protocol describes the synthesis of 500–4,000 Da poly(propylene fumarate) (PPF) by a two-step reaction of diethyl fumarate and propylene glycol through a bis(hydroxypropyl) fumarate diester intermediate. Purified PPF can be covalently cross-linked to form degradable polymer networks, which have been widely explored for biomedical applications. The properties of cross-linked PPF networks depend upon the molecular properties of the constituent polymer, such as the molecular weight. The purity of the reactants and the exclusion of water from the reaction system are of utmost importance in the generation of high-molecular-weight PPF products. Additionally, the reaction time and temperature influence the molecular weight of the PPF product. The expected time required to complete this protocol is 3 d.</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><pmid>19325548</pmid><doi>10.1038/nprot.2009.24</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1754-2189 |
| ispartof | Nature protocols, 2009-01, Vol.4 (4), p.518-525 |
| issn | 1754-2189 1750-2799 |
| language | eng |
| recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_3076598 |
| source | MEDLINE; Nature; Alma/SFX Local Collection |
| subjects | Acids Analysis Analytical Chemistry Biocompatibility Bioengineering Biological Techniques Biomedical and Life Sciences Bones Chemical properties Computational Biology/Bioinformatics Esterification Fumarates - chemical synthesis Fumarates - chemistry Hydrogels Life Sciences Microarrays Molecular weight Organic Chemistry Polyesters Polymerization Polymers Polypropylenes - chemical synthesis Polypropylenes - chemistry Propylene Propylene Glycol - chemistry Protocol Temperature Tissue engineering |
| title | Synthesis of poly(propylene fumarate) |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-18T11%3A42%3A53IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20of%20poly(propylene%20fumarate)&rft.jtitle=Nature%20protocols&rft.au=Mikos,%20Antonios%20G&rft.date=2009-01-01&rft.volume=4&rft.issue=4&rft.spage=518&rft.epage=525&rft.pages=518-525&rft.issn=1754-2189&rft.eissn=1750-2799&rft_id=info:doi/10.1038/nprot.2009.24&rft_dat=%3Cgale_pubme%3EA197928824%3C/gale_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1041219144&rft_id=info:pmid/19325548&rft_galeid=A197928824&rfr_iscdi=true |