Multifunctional multivalency: a focused library of polymeric cholera toxin antagonists
Structural pre-organization of the multivalent ligands is important for successful interaction with multimeric proteins. Polymer-based heterobifunctional ligands that contain pendant groups prearranged into heterodimers can be used to probe the active site and surrounding area of the receptor. Here...
Gespeichert in:
| Veröffentlicht in: | Organic & biomolecular chemistry 2011-05, Vol.9 (10), p.3658-3671 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 3671 |
|---|---|
| container_issue | 10 |
| container_start_page | 3658 |
| container_title | Organic & biomolecular chemistry |
| container_volume | 9 |
| creator | Tran, Huu-Anh Kitov, Pavel I Paszkiewicz, Eugenia Sadowska, Joanna M Bundle, David R |
| description | Structural pre-organization of the multivalent ligands is important for successful interaction with multimeric proteins. Polymer-based heterobifunctional ligands that contain pendant groups prearranged into heterodimers can be used to probe the active site and surrounding area of the receptor. Here we describe the synthesis and activities of a series of galactose conjugates on polyacrylamide and dextran. Conjugation of a second fragment resulted in nanomolar inhibitors of cholera toxin, while the galactose-only progenitors showed no detectable activity. |
| doi_str_mv | 10.1039/c0ob01089h |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_918058531</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>863902651</sourcerecordid><originalsourceid>FETCH-LOGICAL-c318t-88c91192d769c75ee616943c7f274eb14c6e40321abca412499b5898c6752fe13</originalsourceid><addsrcrecordid>eNqFkEtLAzEUhYMotlY3_gDJThCquXlMEndSfEHFjbodMmnGRjKTmsyI_fe2tNalq3sufBw4H0KnQC6BMH1lSawIEKXne2gIXMoxEUzv7zIlA3SU8wchoGXBD9GAAhegOB-it6c-dL7uW9v52JqAm_X_ZYJr7fIaG1xH22c3w8FXyaQljjVexLBsXPIW23kMLhncxW_fYtN25j22Pnf5GB3UJmR3sr0j9Hp3-zJ5GE-f7x8nN9OxZaC6sVJWA2g6k4W2UjhXQKE5s7KmkrsKuC0cJ4yCqazhQLnWlVBa2UIKWjtgI3S-6V2k-Nm73JWNz9aFYFoX-1xqUEQowf4nVcE0oYVYkxcb0qaYc3J1uUi-WW0vgZRr4eWf8BV8tq3tq8bNduivYfYD5ZV76w</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>863902651</pqid></control><display><type>article</type><title>Multifunctional multivalency: a focused library of polymeric cholera toxin antagonists</title><source>MEDLINE</source><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Tran, Huu-Anh ; Kitov, Pavel I ; Paszkiewicz, Eugenia ; Sadowska, Joanna M ; Bundle, David R</creator><creatorcontrib>Tran, Huu-Anh ; Kitov, Pavel I ; Paszkiewicz, Eugenia ; Sadowska, Joanna M ; Bundle, David R</creatorcontrib><description>Structural pre-organization of the multivalent ligands is important for successful interaction with multimeric proteins. Polymer-based heterobifunctional ligands that contain pendant groups prearranged into heterodimers can be used to probe the active site and surrounding area of the receptor. Here we describe the synthesis and activities of a series of galactose conjugates on polyacrylamide and dextran. Conjugation of a second fragment resulted in nanomolar inhibitors of cholera toxin, while the galactose-only progenitors showed no detectable activity.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/c0ob01089h</identifier><identifier>PMID: 21451844</identifier><language>eng</language><publisher>England</publisher><subject>Acrylic Resins - chemistry ; Amination ; Binding Sites ; Cholera Toxin - antagonists & inhibitors ; Cholera Toxin - metabolism ; Dextrans - chemistry ; Drug Discovery ; Enzyme-Linked Immunosorbent Assay ; G(M1) Ganglioside - metabolism ; Galactose - chemistry ; Ligands ; Polymers - chemical synthesis ; Polymers - chemistry ; Polymers - metabolism ; Polymers - pharmacology</subject><ispartof>Organic & biomolecular chemistry, 2011-05, Vol.9 (10), p.3658-3671</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c318t-88c91192d769c75ee616943c7f274eb14c6e40321abca412499b5898c6752fe13</citedby><cites>FETCH-LOGICAL-c318t-88c91192d769c75ee616943c7f274eb14c6e40321abca412499b5898c6752fe13</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,781,785,27926,27927</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21451844$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tran, Huu-Anh</creatorcontrib><creatorcontrib>Kitov, Pavel I</creatorcontrib><creatorcontrib>Paszkiewicz, Eugenia</creatorcontrib><creatorcontrib>Sadowska, Joanna M</creatorcontrib><creatorcontrib>Bundle, David R</creatorcontrib><title>Multifunctional multivalency: a focused library of polymeric cholera toxin antagonists</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>Structural pre-organization of the multivalent ligands is important for successful interaction with multimeric proteins. Polymer-based heterobifunctional ligands that contain pendant groups prearranged into heterodimers can be used to probe the active site and surrounding area of the receptor. Here we describe the synthesis and activities of a series of galactose conjugates on polyacrylamide and dextran. Conjugation of a second fragment resulted in nanomolar inhibitors of cholera toxin, while the galactose-only progenitors showed no detectable activity.</description><subject>Acrylic Resins - chemistry</subject><subject>Amination</subject><subject>Binding Sites</subject><subject>Cholera Toxin - antagonists & inhibitors</subject><subject>Cholera Toxin - metabolism</subject><subject>Dextrans - chemistry</subject><subject>Drug Discovery</subject><subject>Enzyme-Linked Immunosorbent Assay</subject><subject>G(M1) Ganglioside - metabolism</subject><subject>Galactose - chemistry</subject><subject>Ligands</subject><subject>Polymers - chemical synthesis</subject><subject>Polymers - chemistry</subject><subject>Polymers - metabolism</subject><subject>Polymers - pharmacology</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkEtLAzEUhYMotlY3_gDJThCquXlMEndSfEHFjbodMmnGRjKTmsyI_fe2tNalq3sufBw4H0KnQC6BMH1lSawIEKXne2gIXMoxEUzv7zIlA3SU8wchoGXBD9GAAhegOB-it6c-dL7uW9v52JqAm_X_ZYJr7fIaG1xH22c3w8FXyaQljjVexLBsXPIW23kMLhncxW_fYtN25j22Pnf5GB3UJmR3sr0j9Hp3-zJ5GE-f7x8nN9OxZaC6sVJWA2g6k4W2UjhXQKE5s7KmkrsKuC0cJ4yCqazhQLnWlVBa2UIKWjtgI3S-6V2k-Nm73JWNz9aFYFoX-1xqUEQowf4nVcE0oYVYkxcb0qaYc3J1uUi-WW0vgZRr4eWf8BV8tq3tq8bNduivYfYD5ZV76w</recordid><startdate>20110521</startdate><enddate>20110521</enddate><creator>Tran, Huu-Anh</creator><creator>Kitov, Pavel I</creator><creator>Paszkiewicz, Eugenia</creator><creator>Sadowska, Joanna M</creator><creator>Bundle, David R</creator><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>7X8</scope><scope>7QL</scope><scope>C1K</scope></search><sort><creationdate>20110521</creationdate><title>Multifunctional multivalency: a focused library of polymeric cholera toxin antagonists</title><author>Tran, Huu-Anh ; Kitov, Pavel I ; Paszkiewicz, Eugenia ; Sadowska, Joanna M ; Bundle, David R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c318t-88c91192d769c75ee616943c7f274eb14c6e40321abca412499b5898c6752fe13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Acrylic Resins - chemistry</topic><topic>Amination</topic><topic>Binding Sites</topic><topic>Cholera Toxin - antagonists & inhibitors</topic><topic>Cholera Toxin - metabolism</topic><topic>Dextrans - chemistry</topic><topic>Drug Discovery</topic><topic>Enzyme-Linked Immunosorbent Assay</topic><topic>G(M1) Ganglioside - metabolism</topic><topic>Galactose - chemistry</topic><topic>Ligands</topic><topic>Polymers - chemical synthesis</topic><topic>Polymers - chemistry</topic><topic>Polymers - metabolism</topic><topic>Polymers - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tran, Huu-Anh</creatorcontrib><creatorcontrib>Kitov, Pavel I</creatorcontrib><creatorcontrib>Paszkiewicz, Eugenia</creatorcontrib><creatorcontrib>Sadowska, Joanna M</creatorcontrib><creatorcontrib>Bundle, David R</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Environmental Sciences and Pollution Management</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tran, Huu-Anh</au><au>Kitov, Pavel I</au><au>Paszkiewicz, Eugenia</au><au>Sadowska, Joanna M</au><au>Bundle, David R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Multifunctional multivalency: a focused library of polymeric cholera toxin antagonists</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2011-05-21</date><risdate>2011</risdate><volume>9</volume><issue>10</issue><spage>3658</spage><epage>3671</epage><pages>3658-3671</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Structural pre-organization of the multivalent ligands is important for successful interaction with multimeric proteins. Polymer-based heterobifunctional ligands that contain pendant groups prearranged into heterodimers can be used to probe the active site and surrounding area of the receptor. Here we describe the synthesis and activities of a series of galactose conjugates on polyacrylamide and dextran. Conjugation of a second fragment resulted in nanomolar inhibitors of cholera toxin, while the galactose-only progenitors showed no detectable activity.</abstract><cop>England</cop><pmid>21451844</pmid><doi>10.1039/c0ob01089h</doi><tpages>14</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2011-05, Vol.9 (10), p.3658-3671 |
| issn | 1477-0520 1477-0539 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_918058531 |
| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Acrylic Resins - chemistry Amination Binding Sites Cholera Toxin - antagonists & inhibitors Cholera Toxin - metabolism Dextrans - chemistry Drug Discovery Enzyme-Linked Immunosorbent Assay G(M1) Ganglioside - metabolism Galactose - chemistry Ligands Polymers - chemical synthesis Polymers - chemistry Polymers - metabolism Polymers - pharmacology |
| title | Multifunctional multivalency: a focused library of polymeric cholera toxin antagonists |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-18T06%3A58%3A23IST&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=Multifunctional%20multivalency:%20a%20focused%20library%20of%20polymeric%20cholera%20toxin%20antagonists&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Tran,%20Huu-Anh&rft.date=2011-05-21&rft.volume=9&rft.issue=10&rft.spage=3658&rft.epage=3671&rft.pages=3658-3671&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/c0ob01089h&rft_dat=%3Cproquest_cross%3E863902651%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=863902651&rft_id=info:pmid/21451844&rfr_iscdi=true |