Photocleavable ligands for protein decoration of DNA nanostructures
This work describes the synthesis of amino-reactive, photocleavable hapten-modifiers and their application as affinity tags for DNA nanostructures. In particular, N-hydroxysuccinimide-activated linkers containing an α-methyl-nitroveratryl-butyric acid group and carboxyfluorescein or biotin were synt...
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Veröffentlicht in: | Organic & biomolecular chemistry 2015-05, Vol.13 (18), p.5102-5104 |
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creator | Brglez, Josipa Ahmed, Ishtiaq Niemeyer, Christof M |
description | This work describes the synthesis of amino-reactive, photocleavable hapten-modifiers and their application as affinity tags for DNA nanostructures. In particular, N-hydroxysuccinimide-activated linkers containing an α-methyl-nitroveratryl-butyric acid group and carboxyfluorescein or biotin were synthesized and coupled to alkyl-amino-modified DNA oligonucleotides. The resulting conjugates were then incorporated into DNA origami nanostructures. As demonstrated by electrophoresis and AFM imaging, the functionalized nanostructures were capable to bind cognate proteins which could then be cleaved-off by irradiation. Owing to its modularity, this approach to control protein binding should be useful for a wide variety of functional DNA nanostructures. |
doi_str_mv | 10.1039/c5ob00316d |
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In particular, N-hydroxysuccinimide-activated linkers containing an α-methyl-nitroveratryl-butyric acid group and carboxyfluorescein or biotin were synthesized and coupled to alkyl-amino-modified DNA oligonucleotides. The resulting conjugates were then incorporated into DNA origami nanostructures. As demonstrated by electrophoresis and AFM imaging, the functionalized nanostructures were capable to bind cognate proteins which could then be cleaved-off by irradiation. 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In particular, N-hydroxysuccinimide-activated linkers containing an α-methyl-nitroveratryl-butyric acid group and carboxyfluorescein or biotin were synthesized and coupled to alkyl-amino-modified DNA oligonucleotides. The resulting conjugates were then incorporated into DNA origami nanostructures. As demonstrated by electrophoresis and AFM imaging, the functionalized nanostructures were capable to bind cognate proteins which could then be cleaved-off by irradiation. Owing to its modularity, this approach to control protein binding should be useful for a wide variety of functional DNA nanostructures.</description><subject>DNA - chemistry</subject><subject>Ligands</subject><subject>Molecular Structure</subject><subject>Nanostructures - chemistry</subject><subject>Photochemical Processes</subject><subject>Proteins - chemistry</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kMtKw0AUhgdRbK1ufADJUoTomXuyrKk3KNaFrsNkLhpJM3VmIvj2RltdnZ_Dx38OH0KnGC4x0PJKc98AUCzMHppiJmUOnJb7_5nABB3F-A6ASynYIZoQXvCCcTJF1dObT153Vn2qprNZ176q3sTM-ZBtgk-27TNjtQ8qtb7PvMsWj_OsV72PKQw6DcHGY3TgVBftyW7O0MvtzXN1ny9Xdw_VfJlrSiDlipiGSF5CaQgnyrESuHSlZXRcucJJENI1whlpBRaq0MKBpJRxyQwj0NAZOt_2jo99DDamet1GbbtO9dYPscaikELS8caIXmxRHXyMwbp6E9q1Cl81hvpHWl3x1fWvtMUIn-16h2ZtzT_6Z4l-A7eiZnY</recordid><startdate>20150514</startdate><enddate>20150514</enddate><creator>Brglez, Josipa</creator><creator>Ahmed, Ishtiaq</creator><creator>Niemeyer, Christof M</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>7TM</scope></search><sort><creationdate>20150514</creationdate><title>Photocleavable ligands for protein decoration of DNA nanostructures</title><author>Brglez, Josipa ; Ahmed, Ishtiaq ; Niemeyer, Christof M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c320t-a2db275909d252af49057f9e43909f8f7067fb6fd7e616a8c6f07334574d420b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>DNA - chemistry</topic><topic>Ligands</topic><topic>Molecular Structure</topic><topic>Nanostructures - chemistry</topic><topic>Photochemical Processes</topic><topic>Proteins - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Brglez, Josipa</creatorcontrib><creatorcontrib>Ahmed, Ishtiaq</creatorcontrib><creatorcontrib>Niemeyer, Christof M</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Brglez, Josipa</au><au>Ahmed, Ishtiaq</au><au>Niemeyer, Christof M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photocleavable ligands for protein decoration of DNA nanostructures</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2015-05-14</date><risdate>2015</risdate><volume>13</volume><issue>18</issue><spage>5102</spage><epage>5104</epage><pages>5102-5104</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>This work describes the synthesis of amino-reactive, photocleavable hapten-modifiers and their application as affinity tags for DNA nanostructures. 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subjects | DNA - chemistry Ligands Molecular Structure Nanostructures - chemistry Photochemical Processes Proteins - chemistry |
title | Photocleavable ligands for protein decoration of DNA nanostructures |
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