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Synthesis of Next-Generation Maleimide Radical Labels
Abstract The synthesis and characterization of four new nitroxide-radical-containing next-generation maleimides are presented. Each new label has a single leaving group which is either a phenoxyl or bromide. The linker between the maleimide and the nitroxide-containing framework is either a racemic...
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Published in: | Synlett 2016-10, Vol.27 (16), p.2357-2361 |
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container_title | Synlett |
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creator | Hajjaj, Bouchra Shah, Anokhi Bell, Stacey Shirran, Sally L. Botting, Catherine H. Slawin, Alexandra M. Z. Hulme, Alison N. Lovett, Janet E. |
description | Abstract
The synthesis and characterization of four new nitroxide-radical-containing next-generation maleimides are presented. Each new label has a single leaving group which is either a phenoxyl or bromide. The linker between the maleimide and the nitroxide-containing framework is either a racemic mixture of a short chain or an achiral longer chain. These molecules have been designed to site-specifically label vicinal cysteines in proteins for magnetic resonance studies. The characterization of the final products includes crystallography and the labeling of sperm whale myoglobin protein. |
doi_str_mv | 10.1055/s-0035-1562451 |
format | article |
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The synthesis and characterization of four new nitroxide-radical-containing next-generation maleimides are presented. Each new label has a single leaving group which is either a phenoxyl or bromide. The linker between the maleimide and the nitroxide-containing framework is either a racemic mixture of a short chain or an achiral longer chain. These molecules have been designed to site-specifically label vicinal cysteines in proteins for magnetic resonance studies. The characterization of the final products includes crystallography and the labeling of sperm whale myoglobin protein.</description><identifier>ISSN: 0936-5214</identifier><identifier>EISSN: 1437-2096</identifier><identifier>DOI: 10.1055/s-0035-1562451</identifier><language>eng</language><publisher>Stuttgart · New York: Georg Thieme Verlag</publisher><subject>letter</subject><ispartof>Synlett, 2016-10, Vol.27 (16), p.2357-2361</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c317t-bd5b95320ffda1d06d8b9ef18668bdf79f6e257a90f92b973f20ebb8bd6486563</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0035-1562451.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-0035-1562451$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,780,784,3017,3018,27924,27925,54559,54560</link.rule.ids></links><search><creatorcontrib>Hajjaj, Bouchra</creatorcontrib><creatorcontrib>Shah, Anokhi</creatorcontrib><creatorcontrib>Bell, Stacey</creatorcontrib><creatorcontrib>Shirran, Sally L.</creatorcontrib><creatorcontrib>Botting, Catherine H.</creatorcontrib><creatorcontrib>Slawin, Alexandra M. Z.</creatorcontrib><creatorcontrib>Hulme, Alison N.</creatorcontrib><creatorcontrib>Lovett, Janet E.</creatorcontrib><title>Synthesis of Next-Generation Maleimide Radical Labels</title><title>Synlett</title><addtitle>Synlett</addtitle><description>Abstract
The synthesis and characterization of four new nitroxide-radical-containing next-generation maleimides are presented. Each new label has a single leaving group which is either a phenoxyl or bromide. The linker between the maleimide and the nitroxide-containing framework is either a racemic mixture of a short chain or an achiral longer chain. These molecules have been designed to site-specifically label vicinal cysteines in proteins for magnetic resonance studies. The characterization of the final products includes crystallography and the labeling of sperm whale myoglobin protein.</description><subject>letter</subject><issn>0936-5214</issn><issn>1437-2096</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNp1j0tLAzEUhYMoOFa3rucPpN4kk8xkKUWrUBV8rEMyuaEp85BkBPvvndJuXZ3FeXA-Qm4ZLBlIeZcpgJCUScUryc5IwSpRUw5anZMCtFBUclZdkqucdwCsajQURH7sh2mLOeZyDOUr_k50jQMmO8VxKF9sh7GPHst362Nru3JjHXb5mlwE22W8OemCfD0-fK6e6OZt_by639BWsHqizkunpeAQgrfMg_KN0xhYo1TjfKh1UMhlbTUEzZ2uReCAzs2eqhollViQ5XG3TWPOCYP5TrG3aW8YmAO0yeYAbU7Qc4EeC9M2Yo9mN_6kYX74X_4PIjFXkg</recordid><startdate>20161004</startdate><enddate>20161004</enddate><creator>Hajjaj, Bouchra</creator><creator>Shah, Anokhi</creator><creator>Bell, Stacey</creator><creator>Shirran, Sally L.</creator><creator>Botting, Catherine H.</creator><creator>Slawin, Alexandra M. Z.</creator><creator>Hulme, Alison N.</creator><creator>Lovett, Janet E.</creator><general>Georg Thieme Verlag</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20161004</creationdate><title>Synthesis of Next-Generation Maleimide Radical Labels</title><author>Hajjaj, Bouchra ; Shah, Anokhi ; Bell, Stacey ; Shirran, Sally L. ; Botting, Catherine H. ; Slawin, Alexandra M. Z. ; Hulme, Alison N. ; Lovett, Janet E.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c317t-bd5b95320ffda1d06d8b9ef18668bdf79f6e257a90f92b973f20ebb8bd6486563</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>letter</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hajjaj, Bouchra</creatorcontrib><creatorcontrib>Shah, Anokhi</creatorcontrib><creatorcontrib>Bell, Stacey</creatorcontrib><creatorcontrib>Shirran, Sally L.</creatorcontrib><creatorcontrib>Botting, Catherine H.</creatorcontrib><creatorcontrib>Slawin, Alexandra M. Z.</creatorcontrib><creatorcontrib>Hulme, Alison N.</creatorcontrib><creatorcontrib>Lovett, Janet E.</creatorcontrib><collection>CrossRef</collection><jtitle>Synlett</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hajjaj, Bouchra</au><au>Shah, Anokhi</au><au>Bell, Stacey</au><au>Shirran, Sally L.</au><au>Botting, Catherine H.</au><au>Slawin, Alexandra M. Z.</au><au>Hulme, Alison N.</au><au>Lovett, Janet E.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Next-Generation Maleimide Radical Labels</atitle><jtitle>Synlett</jtitle><addtitle>Synlett</addtitle><date>2016-10-04</date><risdate>2016</risdate><volume>27</volume><issue>16</issue><spage>2357</spage><epage>2361</epage><pages>2357-2361</pages><issn>0936-5214</issn><eissn>1437-2096</eissn><abstract>Abstract
The synthesis and characterization of four new nitroxide-radical-containing next-generation maleimides are presented. Each new label has a single leaving group which is either a phenoxyl or bromide. The linker between the maleimide and the nitroxide-containing framework is either a racemic mixture of a short chain or an achiral longer chain. These molecules have been designed to site-specifically label vicinal cysteines in proteins for magnetic resonance studies. The characterization of the final products includes crystallography and the labeling of sperm whale myoglobin protein.</abstract><cop>Stuttgart · New York</cop><pub>Georg Thieme Verlag</pub><doi>10.1055/s-0035-1562451</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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title | Synthesis of Next-Generation Maleimide Radical Labels |
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