Carbohydrate-Based Switch-On Molecular Sensor for Cu(II) in Buffer:  Absorption and Fluorescence Study of the Selective Recognition of Cu(II) Ions by Galactosyl Derivatives in HEPES Buffer

1-(β-d-Galactopyranosyl-1‘-deoxy-1‘-iminomethyl)-2-hydroxynaphthalene (L1), possessing an ONO binding core, was found to be selective for Cu2+ ions in N-[2-hydroxyethyl]piperazine-N‘-[2-ethanesulfonic acid] buffer, at concentrations ≤580 ppb, at physiological pH by eliciting switch-on behavior, wher...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2006-08, Vol.8 (16), p.3525-3528
Hauptverfasser: Singhal, Nitin Kumar, Ramanujam, Balaji, Mariappanadar, Vairamani, Rao, Chebrolu Pulla
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 3528
container_issue 16
container_start_page 3525
container_title Organic letters
container_volume 8
creator Singhal, Nitin Kumar
Ramanujam, Balaji
Mariappanadar, Vairamani
Rao, Chebrolu Pulla
description 1-(β-d-Galactopyranosyl-1‘-deoxy-1‘-iminomethyl)-2-hydroxynaphthalene (L1), possessing an ONO binding core, was found to be selective for Cu2+ ions in N-[2-hydroxyethyl]piperazine-N‘-[2-ethanesulfonic acid] buffer, at concentrations ≤580 ppb, at physiological pH by eliciting switch-on behavior, whereas the other ions, viz., Mg2+, Ca2+, Mn2+, Fe2+, Co2+, Ni2+, Zn2+, and Cd2+, caused no significant change in the fluorescence. Whereas the binding characteristics were ascertained by absorption spectroscopy, the species formed were shown by Q-TOF ES MS.
doi_str_mv 10.1021/ol061274f
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68682298</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>68682298</sourcerecordid><originalsourceid>FETCH-LOGICAL-a379t-3cff57601176312f03a07495503a530106c03d9d1dd8515fded33bca95d5d05a3</originalsourceid><addsrcrecordid>eNptkc1u1DAQxy0Eop8HXgD5UkQPATuukw23dtm2KxW16rbnyLHH3VRee_FHq9y48lI8DE-Cl43KhYPlGc9v_qPxH6F3lHyipKSfnSEVLesT_QrtUl6yoia8fP0SV2QH7YXwSAjNL81btEOrSdVUnO6iX1PhO7cclBcRijMRQOHFcx_lsri2-JszIJMRHi_ABuexzmeaPs7nx7i3-CxpDf7L7x8_8WmXy-vYO4uFVfjcJOchSLAS8CImNWCncVzmBLJk7J8A34J0D7b_25OLo-zc2YC7AV8II2R0YTD4K_j-SWx6wmbq5exmthhnH6A3WpgAh-O9j-7PZ3fTy-Lq-mI-Pb0qBKubWDCpNa-rvH9dMVpqwgSpTxrOc8AZoaSShKlGUaUmnHKtQDHWSdFwxRXhgu2jD1vdtXffE4TYrvq8nTHCgkuhzf85KctmksHjLSi9C8GDbte-Xwk_tJS0G7PaF7My-34UTd0K1D9ydCcDR1tAyNA-uuRt3vE_Qn8AoCycpw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68682298</pqid></control><display><type>article</type><title>Carbohydrate-Based Switch-On Molecular Sensor for Cu(II) in Buffer:  Absorption and Fluorescence Study of the Selective Recognition of Cu(II) Ions by Galactosyl Derivatives in HEPES Buffer</title><source>MEDLINE</source><source>American Chemical Society Journals</source><creator>Singhal, Nitin Kumar ; Ramanujam, Balaji ; Mariappanadar, Vairamani ; Rao, Chebrolu Pulla</creator><creatorcontrib>Singhal, Nitin Kumar ; Ramanujam, Balaji ; Mariappanadar, Vairamani ; Rao, Chebrolu Pulla</creatorcontrib><description>1-(β-d-Galactopyranosyl-1‘-deoxy-1‘-iminomethyl)-2-hydroxynaphthalene (L1), possessing an ONO binding core, was found to be selective for Cu2+ ions in N-[2-hydroxyethyl]piperazine-N‘-[2-ethanesulfonic acid] buffer, at concentrations ≤580 ppb, at physiological pH by eliciting switch-on behavior, whereas the other ions, viz., Mg2+, Ca2+, Mn2+, Fe2+, Co2+, Ni2+, Zn2+, and Cd2+, caused no significant change in the fluorescence. Whereas the binding characteristics were ascertained by absorption spectroscopy, the species formed were shown by Q-TOF ES MS.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol061274f</identifier><identifier>PMID: 16869651</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Cations - chemistry ; Copper - chemistry ; Fluorescence ; Galactose - analogs &amp; derivatives ; Galactose - chemistry ; HEPES ; Hydrogen-Ion Concentration ; Metals - chemistry ; Molecular Structure</subject><ispartof>Organic letters, 2006-08, Vol.8 (16), p.3525-3528</ispartof><rights>Copyright © 2006 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a379t-3cff57601176312f03a07495503a530106c03d9d1dd8515fded33bca95d5d05a3</citedby><cites>FETCH-LOGICAL-a379t-3cff57601176312f03a07495503a530106c03d9d1dd8515fded33bca95d5d05a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol061274f$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol061274f$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16869651$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Singhal, Nitin Kumar</creatorcontrib><creatorcontrib>Ramanujam, Balaji</creatorcontrib><creatorcontrib>Mariappanadar, Vairamani</creatorcontrib><creatorcontrib>Rao, Chebrolu Pulla</creatorcontrib><title>Carbohydrate-Based Switch-On Molecular Sensor for Cu(II) in Buffer:  Absorption and Fluorescence Study of the Selective Recognition of Cu(II) Ions by Galactosyl Derivatives in HEPES Buffer</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>1-(β-d-Galactopyranosyl-1‘-deoxy-1‘-iminomethyl)-2-hydroxynaphthalene (L1), possessing an ONO binding core, was found to be selective for Cu2+ ions in N-[2-hydroxyethyl]piperazine-N‘-[2-ethanesulfonic acid] buffer, at concentrations ≤580 ppb, at physiological pH by eliciting switch-on behavior, whereas the other ions, viz., Mg2+, Ca2+, Mn2+, Fe2+, Co2+, Ni2+, Zn2+, and Cd2+, caused no significant change in the fluorescence. Whereas the binding characteristics were ascertained by absorption spectroscopy, the species formed were shown by Q-TOF ES MS.</description><subject>Cations - chemistry</subject><subject>Copper - chemistry</subject><subject>Fluorescence</subject><subject>Galactose - analogs &amp; derivatives</subject><subject>Galactose - chemistry</subject><subject>HEPES</subject><subject>Hydrogen-Ion Concentration</subject><subject>Metals - chemistry</subject><subject>Molecular Structure</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkc1u1DAQxy0Eop8HXgD5UkQPATuukw23dtm2KxW16rbnyLHH3VRee_FHq9y48lI8DE-Cl43KhYPlGc9v_qPxH6F3lHyipKSfnSEVLesT_QrtUl6yoia8fP0SV2QH7YXwSAjNL81btEOrSdVUnO6iX1PhO7cclBcRijMRQOHFcx_lsri2-JszIJMRHi_ABuexzmeaPs7nx7i3-CxpDf7L7x8_8WmXy-vYO4uFVfjcJOchSLAS8CImNWCncVzmBLJk7J8A34J0D7b_25OLo-zc2YC7AV8II2R0YTD4K_j-SWx6wmbq5exmthhnH6A3WpgAh-O9j-7PZ3fTy-Lq-mI-Pb0qBKubWDCpNa-rvH9dMVpqwgSpTxrOc8AZoaSShKlGUaUmnHKtQDHWSdFwxRXhgu2jD1vdtXffE4TYrvq8nTHCgkuhzf85KctmksHjLSi9C8GDbte-Xwk_tJS0G7PaF7My-34UTd0K1D9ydCcDR1tAyNA-uuRt3vE_Qn8AoCycpw</recordid><startdate>20060803</startdate><enddate>20060803</enddate><creator>Singhal, Nitin Kumar</creator><creator>Ramanujam, Balaji</creator><creator>Mariappanadar, Vairamani</creator><creator>Rao, Chebrolu Pulla</creator><general>American Chemical Society</general><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>7X8</scope></search><sort><creationdate>20060803</creationdate><title>Carbohydrate-Based Switch-On Molecular Sensor for Cu(II) in Buffer:  Absorption and Fluorescence Study of the Selective Recognition of Cu(II) Ions by Galactosyl Derivatives in HEPES Buffer</title><author>Singhal, Nitin Kumar ; Ramanujam, Balaji ; Mariappanadar, Vairamani ; Rao, Chebrolu Pulla</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-3cff57601176312f03a07495503a530106c03d9d1dd8515fded33bca95d5d05a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Cations - chemistry</topic><topic>Copper - chemistry</topic><topic>Fluorescence</topic><topic>Galactose - analogs &amp; derivatives</topic><topic>Galactose - chemistry</topic><topic>HEPES</topic><topic>Hydrogen-Ion Concentration</topic><topic>Metals - chemistry</topic><topic>Molecular Structure</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Singhal, Nitin Kumar</creatorcontrib><creatorcontrib>Ramanujam, Balaji</creatorcontrib><creatorcontrib>Mariappanadar, Vairamani</creatorcontrib><creatorcontrib>Rao, Chebrolu Pulla</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Singhal, Nitin Kumar</au><au>Ramanujam, Balaji</au><au>Mariappanadar, Vairamani</au><au>Rao, Chebrolu Pulla</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Carbohydrate-Based Switch-On Molecular Sensor for Cu(II) in Buffer:  Absorption and Fluorescence Study of the Selective Recognition of Cu(II) Ions by Galactosyl Derivatives in HEPES Buffer</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2006-08-03</date><risdate>2006</risdate><volume>8</volume><issue>16</issue><spage>3525</spage><epage>3528</epage><pages>3525-3528</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>1-(β-d-Galactopyranosyl-1‘-deoxy-1‘-iminomethyl)-2-hydroxynaphthalene (L1), possessing an ONO binding core, was found to be selective for Cu2+ ions in N-[2-hydroxyethyl]piperazine-N‘-[2-ethanesulfonic acid] buffer, at concentrations ≤580 ppb, at physiological pH by eliciting switch-on behavior, whereas the other ions, viz., Mg2+, Ca2+, Mn2+, Fe2+, Co2+, Ni2+, Zn2+, and Cd2+, caused no significant change in the fluorescence. Whereas the binding characteristics were ascertained by absorption spectroscopy, the species formed were shown by Q-TOF ES MS.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>16869651</pmid><doi>10.1021/ol061274f</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2006-08, Vol.8 (16), p.3525-3528
issn 1523-7060
1523-7052
language eng
recordid cdi_proquest_miscellaneous_68682298
source MEDLINE; American Chemical Society Journals
subjects Cations - chemistry
Copper - chemistry
Fluorescence
Galactose - analogs & derivatives
Galactose - chemistry
HEPES
Hydrogen-Ion Concentration
Metals - chemistry
Molecular Structure
title Carbohydrate-Based Switch-On Molecular Sensor for Cu(II) in Buffer:  Absorption and Fluorescence Study of the Selective Recognition of Cu(II) Ions by Galactosyl Derivatives in HEPES Buffer
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-26T02%3A44%3A38IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Carbohydrate-Based%20Switch-On%20Molecular%20Sensor%20for%20Cu(II)%20in%20Buffer:%E2%80%89%20Absorption%20and%20Fluorescence%20Study%20of%20the%20Selective%20Recognition%20of%20Cu(II)%20Ions%20by%20Galactosyl%20Derivatives%20in%20HEPES%20Buffer&rft.jtitle=Organic%20letters&rft.au=Singhal,%20Nitin%20Kumar&rft.date=2006-08-03&rft.volume=8&rft.issue=16&rft.spage=3525&rft.epage=3528&rft.pages=3525-3528&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/ol061274f&rft_dat=%3Cproquest_cross%3E68682298%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=68682298&rft_id=info:pmid/16869651&rfr_iscdi=true