Crosslinking of viral nanoparticles with “clickable” fluorescent crosslinkers at the interface
Cu (I) catalyzed alkyne-azide cycloaddition (CuAAC) reaction, a typical “click“ reaction, is one of the modular synthetic approaches which has been broadly used in various organic syntheses, medicinal chemistry, materials development and bioconjugation applications. We have for the first time synthe...
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Veröffentlicht in: | Science China Chemistry 2010-06, Vol.53 (6), p.1287-1293 |
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creator | Kaur, Gagandeep Zhan, WenHai Wang, Chao Barnhill, Hannah Tian, He Wang, Qian |
description | Cu (I) catalyzed alkyne-azide cycloaddition (CuAAC) reaction, a typical “click“ reaction, is one of the modular synthetic approaches which has been broadly used in various organic syntheses, medicinal chemistry, materials development and bioconjugation applications. We have for the first time synthesized two dialkyne derivatized fluorescent crosslinkers which could be applied to crosslink two biomolecules using CuAAC reaction. Turnip yellow mosaic virus, a plant virus with unique structural and chemical properties, was used as a prototypical scaffold to form a 2D single layer at the interface of two immiscible liquids and crosslinked with these two linkers by the CuAAC reaction. Upon crosslinking, the fluorescence of both linkers diminished, likely due to the distortion of the polymethylene backbone, which therefore could be used to indicate the completion of the reaction. |
doi_str_mv | 10.1007/s11426-010-3191-0 |
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China Chem</addtitle><description>Cu (I) catalyzed alkyne-azide cycloaddition (CuAAC) reaction, a typical “click“ reaction, is one of the modular synthetic approaches which has been broadly used in various organic syntheses, medicinal chemistry, materials development and bioconjugation applications. We have for the first time synthesized two dialkyne derivatized fluorescent crosslinkers which could be applied to crosslink two biomolecules using CuAAC reaction. Turnip yellow mosaic virus, a plant virus with unique structural and chemical properties, was used as a prototypical scaffold to form a 2D single layer at the interface of two immiscible liquids and crosslinked with these two linkers by the CuAAC reaction. Upon crosslinking, the fluorescence of both linkers diminished, likely due to the distortion of the polymethylene backbone, which therefore could be used to indicate the completion of the reaction.</description><subject>Alkynes</subject><subject>Biomolecules</subject><subject>Chemical properties</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Crosslinking</subject><subject>Cycloaddition</subject><subject>Fluorescence</subject><subject>Viruses</subject><issn>1674-7291</issn><issn>1862-2771</issn><issn>1869-1870</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><recordid>eNp1kM9OAyEQxonRxEb7AN5IPKMMFNg9msZ_SRMveiYshZZ2ZStsNd76IPpyfRKp1XhyLjOH7_vNzIfQGdALoFRdZoARk4QCJRxqIPQADaCSjDCl4LDMUo2IYjUco2HOC1qKc8qUGKBmnLqc2xCXIc5w5_FrSKbF0cRuZVIfbOsyfgv9HG83H7YNdmma1m03n9i36y65bF3ssf2FuJSx6XE_dzjE3iVvrDtFR9602Q1_-gl6url-HN-RycPt_fhqQiwH2RNhLRWsEarinnMrhKJSScGMYBU0jahHNau5Zc5MJRPV1JiqEt5Sb2owHhp-gs733FXqXtYu93rRrVMsK3V5vZK8EGRRwV71fXNyXq9SeDbpXQPVuzT1Pk1d0tS7NDUtHrb35KKNM5f-yP-bvgB6cnoJ</recordid><startdate>20100601</startdate><enddate>20100601</enddate><creator>Kaur, Gagandeep</creator><creator>Zhan, WenHai</creator><creator>Wang, Chao</creator><creator>Barnhill, Hannah</creator><creator>Tian, He</creator><creator>Wang, Qian</creator><general>SP Science China Press</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7XB</scope><scope>88I</scope><scope>8FE</scope><scope>8FG</scope><scope>8FK</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>GNUQQ</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>M2P</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope></search><sort><creationdate>20100601</creationdate><title>Crosslinking of viral nanoparticles with “clickable” fluorescent crosslinkers at the interface</title><author>Kaur, Gagandeep ; Zhan, WenHai ; Wang, Chao ; Barnhill, Hannah ; Tian, He ; Wang, Qian</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c316t-5cc052b5783f33c557067652a5281bb5949293c2ead6258daa885fc0fa91af1b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Alkynes</topic><topic>Biomolecules</topic><topic>Chemical properties</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Crosslinking</topic><topic>Cycloaddition</topic><topic>Fluorescence</topic><topic>Viruses</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kaur, Gagandeep</creatorcontrib><creatorcontrib>Zhan, WenHai</creatorcontrib><creatorcontrib>Wang, Chao</creatorcontrib><creatorcontrib>Barnhill, Hannah</creatorcontrib><creatorcontrib>Tian, He</creatorcontrib><creatorcontrib>Wang, Qian</creatorcontrib><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><jtitle>Science China Chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kaur, Gagandeep</au><au>Zhan, WenHai</au><au>Wang, Chao</au><au>Barnhill, Hannah</au><au>Tian, He</au><au>Wang, Qian</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Crosslinking of viral nanoparticles with “clickable” fluorescent crosslinkers at the interface</atitle><jtitle>Science China Chemistry</jtitle><stitle>Sci. China Chem</stitle><date>2010-06-01</date><risdate>2010</risdate><volume>53</volume><issue>6</issue><spage>1287</spage><epage>1293</epage><pages>1287-1293</pages><issn>1674-7291</issn><eissn>1862-2771</eissn><eissn>1869-1870</eissn><abstract>Cu (I) catalyzed alkyne-azide cycloaddition (CuAAC) reaction, a typical “click“ reaction, is one of the modular synthetic approaches which has been broadly used in various organic syntheses, medicinal chemistry, materials development and bioconjugation applications. We have for the first time synthesized two dialkyne derivatized fluorescent crosslinkers which could be applied to crosslink two biomolecules using CuAAC reaction. Turnip yellow mosaic virus, a plant virus with unique structural and chemical properties, was used as a prototypical scaffold to form a 2D single layer at the interface of two immiscible liquids and crosslinked with these two linkers by the CuAAC reaction. Upon crosslinking, the fluorescence of both linkers diminished, likely due to the distortion of the polymethylene backbone, which therefore could be used to indicate the completion of the reaction.</abstract><cop>Heidelberg</cop><pub>SP Science China Press</pub><doi>10.1007/s11426-010-3191-0</doi><tpages>7</tpages></addata></record> |
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subjects | Alkynes Biomolecules Chemical properties Chemistry Chemistry and Materials Science Chemistry/Food Science Crosslinking Cycloaddition Fluorescence Viruses |
title | Crosslinking of viral nanoparticles with “clickable” fluorescent crosslinkers at the interface |
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