Design and Synthesis of Fluorescent Sensors for Zinc Ion Derived from 2-Aminobenzamide
Four novel Zn2+ fluorescent sensors have been designed with N,N‐bis(2‐pyridylmethyl)ethylenediamine as chelator and 2‐aminobenzamide as fluorophore. These sensors were prepared in two or three steps from readily available starting materials. Of the four designed sensors, ZnABA was found to be the mo...
Gespeichert in:
| Veröffentlicht in: | European Journal of Organic Chemistry 2011-08, Vol.2011 (24), p.4609-4615 |
|---|---|
| Hauptverfasser: | , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 4615 |
|---|---|
| container_issue | 24 |
| container_start_page | 4609 |
| container_title | European Journal of Organic Chemistry |
| container_volume | 2011 |
| creator | Jia, Jia Gu, Zhen-yuan Li, Ri-chen Huang, Ming-hao Xu, Cai-shuang Wang, Yi-fei Xing, Guo-wen Huang, Yun-sheng |
| description | Four novel Zn2+ fluorescent sensors have been designed with N,N‐bis(2‐pyridylmethyl)ethylenediamine as chelator and 2‐aminobenzamide as fluorophore. These sensors were prepared in two or three steps from readily available starting materials. Of the four designed sensors, ZnABA was found to be the most efficient Zn2+‐specific fluorescent probe and has good solubility in biological buffer, a large Stokes shift (186 nm), a high off–on fluorescence response (16‐fold enhancement), and distinct selectivity towards Zn2+ over other metal ions. Our results have demonstrated an excellent linear relationship between the fluorescence intensity of ZnABA and the Zn2+ concentration from 0 to 10 μM, which indicates that ZnABA has the potential to be used for the quantitative determination of Zn2+ in an aqueous environment.
Four novel Zn2+ fluorescent sensors have been designed with N,N‐bis(2‐pyridylmethyl)ethylenediamine as chelator and 2‐aminobenzamide as fluorophore. ZnABA was found to be the most efficient Zn2+‐specific fluorescent probe with good solubility in biological buffer, a large Stokes shift (186 nm), a high off–on fluorescence response, and a distinct selectivity towards Zn2+ over other metal ions. |
| doi_str_mv | 10.1002/ejoc.201100388 |
| format | Article |
| fullrecord | <record><control><sourceid>wiley_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1002_ejoc_201100388</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>EJOC201100388</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4238-852b449b42fc9061d8f2732cc912eb237f89bbe7ecc4b9df739bc3ed42a0fbee3</originalsourceid><addsrcrecordid>eNqFkDlPAzEQhVcIJCDQUruh3OCL3XVJLggCIhEu0Vi2dwwOiR3Z4Qi_no2CIjqqmSe9783oZdkRwW2CMT2BSTBtikkjWFVtZXsEC5HjQuDtZueM50Swp91sP6UJxlgUBdnLHnqQ3ItHytdovPSL10YmFCwaTN9DhGTAL9AYfAoxIRsienbeoGHwqAfRfUCNbAwzRPOzmfNBg_9WM1fDQbZj1TTB4e9sZfeD_l33Ir8anQ-7Z1e54ZRVeXVKNedCc2qNwAWpK0tLRo0RhIKmrLSV0BpKMIZrUduSCW0Y1JwqbDUAa2Xtda6JIaUIVs6jm6m4lATLVSty1YrctNIAx2tgrpJRUxuVNy5tKMqbd1hBG59Y-z7dFJb_pMr-5aj790a-Zl1awNeGVfFNFiUrT-XjzbnsPFxfYNa5lXfsB-5Og6U</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Design and Synthesis of Fluorescent Sensors for Zinc Ion Derived from 2-Aminobenzamide</title><source>Access via Wiley Online Library</source><creator>Jia, Jia ; Gu, Zhen-yuan ; Li, Ri-chen ; Huang, Ming-hao ; Xu, Cai-shuang ; Wang, Yi-fei ; Xing, Guo-wen ; Huang, Yun-sheng</creator><creatorcontrib>Jia, Jia ; Gu, Zhen-yuan ; Li, Ri-chen ; Huang, Ming-hao ; Xu, Cai-shuang ; Wang, Yi-fei ; Xing, Guo-wen ; Huang, Yun-sheng</creatorcontrib><description>Four novel Zn2+ fluorescent sensors have been designed with N,N‐bis(2‐pyridylmethyl)ethylenediamine as chelator and 2‐aminobenzamide as fluorophore. These sensors were prepared in two or three steps from readily available starting materials. Of the four designed sensors, ZnABA was found to be the most efficient Zn2+‐specific fluorescent probe and has good solubility in biological buffer, a large Stokes shift (186 nm), a high off–on fluorescence response (16‐fold enhancement), and distinct selectivity towards Zn2+ over other metal ions. Our results have demonstrated an excellent linear relationship between the fluorescence intensity of ZnABA and the Zn2+ concentration from 0 to 10 μM, which indicates that ZnABA has the potential to be used for the quantitative determination of Zn2+ in an aqueous environment.
Four novel Zn2+ fluorescent sensors have been designed with N,N‐bis(2‐pyridylmethyl)ethylenediamine as chelator and 2‐aminobenzamide as fluorophore. ZnABA was found to be the most efficient Zn2+‐specific fluorescent probe with good solubility in biological buffer, a large Stokes shift (186 nm), a high off–on fluorescence response, and a distinct selectivity towards Zn2+ over other metal ions.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201100388</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Chemistry ; Exact sciences and technology ; Fluorescence ; Fluorescent probes ; Heterocyclic compounds ; Heterocyclic compounds with only one n hetero atom and condensed derivatives ; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings ; Organic chemistry ; Preparations and properties ; Sensors ; Zinc</subject><ispartof>European Journal of Organic Chemistry, 2011-08, Vol.2011 (24), p.4609-4615</ispartof><rights>Copyright © 2011 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4238-852b449b42fc9061d8f2732cc912eb237f89bbe7ecc4b9df739bc3ed42a0fbee3</citedby><cites>FETCH-LOGICAL-c4238-852b449b42fc9061d8f2732cc912eb237f89bbe7ecc4b9df739bc3ed42a0fbee3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fejoc.201100388$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.201100388$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>313,314,780,784,792,1417,27922,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24449362$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Jia, Jia</creatorcontrib><creatorcontrib>Gu, Zhen-yuan</creatorcontrib><creatorcontrib>Li, Ri-chen</creatorcontrib><creatorcontrib>Huang, Ming-hao</creatorcontrib><creatorcontrib>Xu, Cai-shuang</creatorcontrib><creatorcontrib>Wang, Yi-fei</creatorcontrib><creatorcontrib>Xing, Guo-wen</creatorcontrib><creatorcontrib>Huang, Yun-sheng</creatorcontrib><title>Design and Synthesis of Fluorescent Sensors for Zinc Ion Derived from 2-Aminobenzamide</title><title>European Journal of Organic Chemistry</title><addtitle>Eur. J. Org. Chem</addtitle><description>Four novel Zn2+ fluorescent sensors have been designed with N,N‐bis(2‐pyridylmethyl)ethylenediamine as chelator and 2‐aminobenzamide as fluorophore. These sensors were prepared in two or three steps from readily available starting materials. Of the four designed sensors, ZnABA was found to be the most efficient Zn2+‐specific fluorescent probe and has good solubility in biological buffer, a large Stokes shift (186 nm), a high off–on fluorescence response (16‐fold enhancement), and distinct selectivity towards Zn2+ over other metal ions. Our results have demonstrated an excellent linear relationship between the fluorescence intensity of ZnABA and the Zn2+ concentration from 0 to 10 μM, which indicates that ZnABA has the potential to be used for the quantitative determination of Zn2+ in an aqueous environment.
Four novel Zn2+ fluorescent sensors have been designed with N,N‐bis(2‐pyridylmethyl)ethylenediamine as chelator and 2‐aminobenzamide as fluorophore. ZnABA was found to be the most efficient Zn2+‐specific fluorescent probe with good solubility in biological buffer, a large Stokes shift (186 nm), a high off–on fluorescence response, and a distinct selectivity towards Zn2+ over other metal ions.</description><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Fluorescence</subject><subject>Fluorescent probes</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with only one n hetero atom and condensed derivatives</subject><subject>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Sensors</subject><subject>Zinc</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNqFkDlPAzEQhVcIJCDQUruh3OCL3XVJLggCIhEu0Vi2dwwOiR3Z4Qi_no2CIjqqmSe9783oZdkRwW2CMT2BSTBtikkjWFVtZXsEC5HjQuDtZueM50Swp91sP6UJxlgUBdnLHnqQ3ItHytdovPSL10YmFCwaTN9DhGTAL9AYfAoxIRsienbeoGHwqAfRfUCNbAwzRPOzmfNBg_9WM1fDQbZj1TTB4e9sZfeD_l33Ir8anQ-7Z1e54ZRVeXVKNedCc2qNwAWpK0tLRo0RhIKmrLSV0BpKMIZrUduSCW0Y1JwqbDUAa2Xtda6JIaUIVs6jm6m4lATLVSty1YrctNIAx2tgrpJRUxuVNy5tKMqbd1hBG59Y-z7dFJb_pMr-5aj790a-Zl1awNeGVfFNFiUrT-XjzbnsPFxfYNa5lXfsB-5Og6U</recordid><startdate>201108</startdate><enddate>201108</enddate><creator>Jia, Jia</creator><creator>Gu, Zhen-yuan</creator><creator>Li, Ri-chen</creator><creator>Huang, Ming-hao</creator><creator>Xu, Cai-shuang</creator><creator>Wang, Yi-fei</creator><creator>Xing, Guo-wen</creator><creator>Huang, Yun-sheng</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley-VCH</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201108</creationdate><title>Design and Synthesis of Fluorescent Sensors for Zinc Ion Derived from 2-Aminobenzamide</title><author>Jia, Jia ; Gu, Zhen-yuan ; Li, Ri-chen ; Huang, Ming-hao ; Xu, Cai-shuang ; Wang, Yi-fei ; Xing, Guo-wen ; Huang, Yun-sheng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4238-852b449b42fc9061d8f2732cc912eb237f89bbe7ecc4b9df739bc3ed42a0fbee3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Fluorescence</topic><topic>Fluorescent probes</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with only one n hetero atom and condensed derivatives</topic><topic>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>Sensors</topic><topic>Zinc</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jia, Jia</creatorcontrib><creatorcontrib>Gu, Zhen-yuan</creatorcontrib><creatorcontrib>Li, Ri-chen</creatorcontrib><creatorcontrib>Huang, Ming-hao</creatorcontrib><creatorcontrib>Xu, Cai-shuang</creatorcontrib><creatorcontrib>Wang, Yi-fei</creatorcontrib><creatorcontrib>Xing, Guo-wen</creatorcontrib><creatorcontrib>Huang, Yun-sheng</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>European Journal of Organic Chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jia, Jia</au><au>Gu, Zhen-yuan</au><au>Li, Ri-chen</au><au>Huang, Ming-hao</au><au>Xu, Cai-shuang</au><au>Wang, Yi-fei</au><au>Xing, Guo-wen</au><au>Huang, Yun-sheng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design and Synthesis of Fluorescent Sensors for Zinc Ion Derived from 2-Aminobenzamide</atitle><jtitle>European Journal of Organic Chemistry</jtitle><addtitle>Eur. J. Org. Chem</addtitle><date>2011-08</date><risdate>2011</risdate><volume>2011</volume><issue>24</issue><spage>4609</spage><epage>4615</epage><pages>4609-4615</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>Four novel Zn2+ fluorescent sensors have been designed with N,N‐bis(2‐pyridylmethyl)ethylenediamine as chelator and 2‐aminobenzamide as fluorophore. These sensors were prepared in two or three steps from readily available starting materials. Of the four designed sensors, ZnABA was found to be the most efficient Zn2+‐specific fluorescent probe and has good solubility in biological buffer, a large Stokes shift (186 nm), a high off–on fluorescence response (16‐fold enhancement), and distinct selectivity towards Zn2+ over other metal ions. Our results have demonstrated an excellent linear relationship between the fluorescence intensity of ZnABA and the Zn2+ concentration from 0 to 10 μM, which indicates that ZnABA has the potential to be used for the quantitative determination of Zn2+ in an aqueous environment.
Four novel Zn2+ fluorescent sensors have been designed with N,N‐bis(2‐pyridylmethyl)ethylenediamine as chelator and 2‐aminobenzamide as fluorophore. ZnABA was found to be the most efficient Zn2+‐specific fluorescent probe with good solubility in biological buffer, a large Stokes shift (186 nm), a high off–on fluorescence response, and a distinct selectivity towards Zn2+ over other metal ions.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/ejoc.201100388</doi><tpages>7</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1434-193X |
| ispartof | European Journal of Organic Chemistry, 2011-08, Vol.2011 (24), p.4609-4615 |
| issn | 1434-193X 1099-0690 |
| language | eng |
| recordid | cdi_crossref_primary_10_1002_ejoc_201100388 |
| source | Access via Wiley Online Library |
| subjects | Chemistry Exact sciences and technology Fluorescence Fluorescent probes Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Organic chemistry Preparations and properties Sensors Zinc |
| title | Design and Synthesis of Fluorescent Sensors for Zinc Ion Derived from 2-Aminobenzamide |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-02T18%3A14%3A07IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-wiley_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Design%20and%20Synthesis%20of%20Fluorescent%20Sensors%20for%20Zinc%20Ion%20Derived%20from%202-Aminobenzamide&rft.jtitle=European%20Journal%20of%20Organic%20Chemistry&rft.au=Jia,%20Jia&rft.date=2011-08&rft.volume=2011&rft.issue=24&rft.spage=4609&rft.epage=4615&rft.pages=4609-4615&rft.issn=1434-193X&rft.eissn=1099-0690&rft_id=info:doi/10.1002/ejoc.201100388&rft_dat=%3Cwiley_cross%3EEJOC201100388%3C/wiley_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |