Second-Generation Dendrimers with Chondroitin Sulfate Type‑E Disaccharides as Multivalent Ligands for Langerin

Chondroitin sulfate type-E (CS-E) is a sulfated polysaccharide that shows several interesting biological activities, such as modulation of the neuronal growth factor signaling and its interaction with langerin, a C-type lectin with a crucial role in the immunological system. However, applications of...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Biomacromolecules 2020-07, Vol.21 (7), p.2726-2734
Hauptverfasser: Domínguez-Rodríguez, Pedro, Vivès, Corinne, Thepaut, Michel, Fieschi, Franck, Nieto, Pedro M, de Paz, José L, Rojo, Javier
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 2734
container_issue 7
container_start_page 2726
container_title Biomacromolecules
container_volume 21
creator Domínguez-Rodríguez, Pedro
Vivès, Corinne
Thepaut, Michel
Fieschi, Franck
Nieto, Pedro M
de Paz, José L
Rojo, Javier
description Chondroitin sulfate type-E (CS-E) is a sulfated polysaccharide that shows several interesting biological activities, such as modulation of the neuronal growth factor signaling and its interaction with langerin, a C-type lectin with a crucial role in the immunological system. However, applications of CS-E are hampered by the typical heterogeneous structure of the natural polysaccharide. Well-defined, homogeneous CS-E analogues are highly demanded. Here, we report the synthesis of monodispersed, structurally well-defined second-generation glycodendrimers displaying up to 18 CS-E disaccharide units. These complex multivalent systems have a molecular weight and a number of disaccharide repeating units comparable with those of the natural polysaccharides. In addition, surface plasmon resonance experiments revealed a calcium-independent interaction between these glycodendrimers and langerin, in the micromolar range, highlighting the utility of these compounds as CS-E mimetics.
doi_str_mv 10.1021/acs.biomac.0c00476
format Article
fullrecord <record><control><sourceid>proquest_hal_p</sourceid><recordid>TN_cdi_hal_primary_oai_HAL_hal_02934468v1</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2412987922</sourcerecordid><originalsourceid>FETCH-LOGICAL-a397t-29f48f717f95e95b9aceec29327c66a0bf791071b7a69e35005c83494a8335023</originalsourceid><addsrcrecordid>eNp9Ubtu2zAUJYIGSer0BzpxbAc5JEWJ4mjYaRJARYYkM3FNX8UMZNIlJQfZ-gv9xX5J6Sro2Ok-zgM4OIR85mzOmeBXYNN87cIO7JxZxqSqT8gFr0RdyJqJD3_3qlBKq3PyMaUXxpguZXVGzkuRkbrSF2T_gDb4TXGDHiMMLni6Qr-Jbocx0Vc3bOlymwkxuMF5-jD2HQxIH9_2-Pvnr2u6cgms3UJ0G0wUEv0-9oM7QI9-oK17Br9JtAuRtuCfMTp_SU476BN-ep8z8vTt-nF5W7T3N3fLRVtAqdVQCN3JplNcdbpCXa01WEQrdCmUrWtg605pzhRfK6g1lhVjlW1KqSU0Zb5EOSNfJ98t9Gaf80B8MwGcuV205vhj2UzKujnwzP0ycfcx_BgxDWbnksW-B49hTEZILnSjtDjaiolqY0gpYvfPmzNzbMXkVszUinlvJYvmk-iIvYQx-pz8f4I_kWaREQ</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2412987922</pqid></control><display><type>article</type><title>Second-Generation Dendrimers with Chondroitin Sulfate Type‑E Disaccharides as Multivalent Ligands for Langerin</title><source>ACS Publications</source><creator>Domínguez-Rodríguez, Pedro ; Vivès, Corinne ; Thepaut, Michel ; Fieschi, Franck ; Nieto, Pedro M ; de Paz, José L ; Rojo, Javier</creator><creatorcontrib>Domínguez-Rodríguez, Pedro ; Vivès, Corinne ; Thepaut, Michel ; Fieschi, Franck ; Nieto, Pedro M ; de Paz, José L ; Rojo, Javier</creatorcontrib><description>Chondroitin sulfate type-E (CS-E) is a sulfated polysaccharide that shows several interesting biological activities, such as modulation of the neuronal growth factor signaling and its interaction with langerin, a C-type lectin with a crucial role in the immunological system. However, applications of CS-E are hampered by the typical heterogeneous structure of the natural polysaccharide. Well-defined, homogeneous CS-E analogues are highly demanded. Here, we report the synthesis of monodispersed, structurally well-defined second-generation glycodendrimers displaying up to 18 CS-E disaccharide units. These complex multivalent systems have a molecular weight and a number of disaccharide repeating units comparable with those of the natural polysaccharides. In addition, surface plasmon resonance experiments revealed a calcium-independent interaction between these glycodendrimers and langerin, in the micromolar range, highlighting the utility of these compounds as CS-E mimetics.</description><identifier>ISSN: 1525-7797</identifier><identifier>EISSN: 1526-4602</identifier><identifier>DOI: 10.1021/acs.biomac.0c00476</identifier><identifier>PMID: 32525659</identifier><language>eng</language><publisher>American Chemical Society</publisher><subject>Biochemistry, Molecular Biology ; Life Sciences ; Structural Biology</subject><ispartof>Biomacromolecules, 2020-07, Vol.21 (7), p.2726-2734</ispartof><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a397t-29f48f717f95e95b9aceec29327c66a0bf791071b7a69e35005c83494a8335023</citedby><cites>FETCH-LOGICAL-a397t-29f48f717f95e95b9aceec29327c66a0bf791071b7a69e35005c83494a8335023</cites><orcidid>0000-0003-3173-3437 ; 0000-0002-4074-9011 ; 0000-0002-8555-2271 ; 0000-0001-5185-0660 ; 0000-0003-4792-8271 ; 0000-0003-1194-8107</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.biomac.0c00476$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.biomac.0c00476$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,780,784,885,2763,27075,27923,27924,56737,56787</link.rule.ids><backlink>$$Uhttps://hal.science/hal-02934468$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Domínguez-Rodríguez, Pedro</creatorcontrib><creatorcontrib>Vivès, Corinne</creatorcontrib><creatorcontrib>Thepaut, Michel</creatorcontrib><creatorcontrib>Fieschi, Franck</creatorcontrib><creatorcontrib>Nieto, Pedro M</creatorcontrib><creatorcontrib>de Paz, José L</creatorcontrib><creatorcontrib>Rojo, Javier</creatorcontrib><title>Second-Generation Dendrimers with Chondroitin Sulfate Type‑E Disaccharides as Multivalent Ligands for Langerin</title><title>Biomacromolecules</title><addtitle>Biomacromolecules</addtitle><description>Chondroitin sulfate type-E (CS-E) is a sulfated polysaccharide that shows several interesting biological activities, such as modulation of the neuronal growth factor signaling and its interaction with langerin, a C-type lectin with a crucial role in the immunological system. However, applications of CS-E are hampered by the typical heterogeneous structure of the natural polysaccharide. Well-defined, homogeneous CS-E analogues are highly demanded. Here, we report the synthesis of monodispersed, structurally well-defined second-generation glycodendrimers displaying up to 18 CS-E disaccharide units. These complex multivalent systems have a molecular weight and a number of disaccharide repeating units comparable with those of the natural polysaccharides. In addition, surface plasmon resonance experiments revealed a calcium-independent interaction between these glycodendrimers and langerin, in the micromolar range, highlighting the utility of these compounds as CS-E mimetics.</description><subject>Biochemistry, Molecular Biology</subject><subject>Life Sciences</subject><subject>Structural Biology</subject><issn>1525-7797</issn><issn>1526-4602</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9Ubtu2zAUJYIGSer0BzpxbAc5JEWJ4mjYaRJARYYkM3FNX8UMZNIlJQfZ-gv9xX5J6Sro2Ok-zgM4OIR85mzOmeBXYNN87cIO7JxZxqSqT8gFr0RdyJqJD3_3qlBKq3PyMaUXxpguZXVGzkuRkbrSF2T_gDb4TXGDHiMMLni6Qr-Jbocx0Vc3bOlymwkxuMF5-jD2HQxIH9_2-Pvnr2u6cgms3UJ0G0wUEv0-9oM7QI9-oK17Br9JtAuRtuCfMTp_SU476BN-ep8z8vTt-nF5W7T3N3fLRVtAqdVQCN3JplNcdbpCXa01WEQrdCmUrWtg605pzhRfK6g1lhVjlW1KqSU0Zb5EOSNfJ98t9Gaf80B8MwGcuV205vhj2UzKujnwzP0ycfcx_BgxDWbnksW-B49hTEZILnSjtDjaiolqY0gpYvfPmzNzbMXkVszUinlvJYvmk-iIvYQx-pz8f4I_kWaREQ</recordid><startdate>20200713</startdate><enddate>20200713</enddate><creator>Domínguez-Rodríguez, Pedro</creator><creator>Vivès, Corinne</creator><creator>Thepaut, Michel</creator><creator>Fieschi, Franck</creator><creator>Nieto, Pedro M</creator><creator>de Paz, José L</creator><creator>Rojo, Javier</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0003-3173-3437</orcidid><orcidid>https://orcid.org/0000-0002-4074-9011</orcidid><orcidid>https://orcid.org/0000-0002-8555-2271</orcidid><orcidid>https://orcid.org/0000-0001-5185-0660</orcidid><orcidid>https://orcid.org/0000-0003-4792-8271</orcidid><orcidid>https://orcid.org/0000-0003-1194-8107</orcidid></search><sort><creationdate>20200713</creationdate><title>Second-Generation Dendrimers with Chondroitin Sulfate Type‑E Disaccharides as Multivalent Ligands for Langerin</title><author>Domínguez-Rodríguez, Pedro ; Vivès, Corinne ; Thepaut, Michel ; Fieschi, Franck ; Nieto, Pedro M ; de Paz, José L ; Rojo, Javier</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a397t-29f48f717f95e95b9aceec29327c66a0bf791071b7a69e35005c83494a8335023</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Biochemistry, Molecular Biology</topic><topic>Life Sciences</topic><topic>Structural Biology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Domínguez-Rodríguez, Pedro</creatorcontrib><creatorcontrib>Vivès, Corinne</creatorcontrib><creatorcontrib>Thepaut, Michel</creatorcontrib><creatorcontrib>Fieschi, Franck</creatorcontrib><creatorcontrib>Nieto, Pedro M</creatorcontrib><creatorcontrib>de Paz, José L</creatorcontrib><creatorcontrib>Rojo, Javier</creatorcontrib><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Biomacromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Domínguez-Rodríguez, Pedro</au><au>Vivès, Corinne</au><au>Thepaut, Michel</au><au>Fieschi, Franck</au><au>Nieto, Pedro M</au><au>de Paz, José L</au><au>Rojo, Javier</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Second-Generation Dendrimers with Chondroitin Sulfate Type‑E Disaccharides as Multivalent Ligands for Langerin</atitle><jtitle>Biomacromolecules</jtitle><addtitle>Biomacromolecules</addtitle><date>2020-07-13</date><risdate>2020</risdate><volume>21</volume><issue>7</issue><spage>2726</spage><epage>2734</epage><pages>2726-2734</pages><issn>1525-7797</issn><eissn>1526-4602</eissn><abstract>Chondroitin sulfate type-E (CS-E) is a sulfated polysaccharide that shows several interesting biological activities, such as modulation of the neuronal growth factor signaling and its interaction with langerin, a C-type lectin with a crucial role in the immunological system. However, applications of CS-E are hampered by the typical heterogeneous structure of the natural polysaccharide. Well-defined, homogeneous CS-E analogues are highly demanded. Here, we report the synthesis of monodispersed, structurally well-defined second-generation glycodendrimers displaying up to 18 CS-E disaccharide units. These complex multivalent systems have a molecular weight and a number of disaccharide repeating units comparable with those of the natural polysaccharides. In addition, surface plasmon resonance experiments revealed a calcium-independent interaction between these glycodendrimers and langerin, in the micromolar range, highlighting the utility of these compounds as CS-E mimetics.</abstract><pub>American Chemical Society</pub><pmid>32525659</pmid><doi>10.1021/acs.biomac.0c00476</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0003-3173-3437</orcidid><orcidid>https://orcid.org/0000-0002-4074-9011</orcidid><orcidid>https://orcid.org/0000-0002-8555-2271</orcidid><orcidid>https://orcid.org/0000-0001-5185-0660</orcidid><orcidid>https://orcid.org/0000-0003-4792-8271</orcidid><orcidid>https://orcid.org/0000-0003-1194-8107</orcidid><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1525-7797
ispartof Biomacromolecules, 2020-07, Vol.21 (7), p.2726-2734
issn 1525-7797
1526-4602
language eng
recordid cdi_hal_primary_oai_HAL_hal_02934468v1
source ACS Publications
subjects Biochemistry, Molecular Biology
Life Sciences
Structural Biology
title Second-Generation Dendrimers with Chondroitin Sulfate Type‑E Disaccharides as Multivalent Ligands for Langerin
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-11T07%3A55%3A29IST&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=Second-Generation%20Dendrimers%20with%20Chondroitin%20Sulfate%20Type%E2%80%91E%20Disaccharides%20as%20Multivalent%20Ligands%20for%20Langerin&rft.jtitle=Biomacromolecules&rft.au=Domi%CC%81nguez-Rodri%CC%81guez,%20Pedro&rft.date=2020-07-13&rft.volume=21&rft.issue=7&rft.spage=2726&rft.epage=2734&rft.pages=2726-2734&rft.issn=1525-7797&rft.eissn=1526-4602&rft_id=info:doi/10.1021/acs.biomac.0c00476&rft_dat=%3Cproquest_hal_p%3E2412987922%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=2412987922&rft_id=info:pmid/32525659&rfr_iscdi=true