Synthesis and fluorescence of the new environment-sensitive fluorophore 6-chloro-2,3-naphthalimide derivative

Convenient and efficient synthesis of a new environmentally sensitive chlorine-substituted 2,3-naphthalimide-based fluorophore is reported. Benzotriazole carboxyl group activation of the 6-chloro-fluorophore enabled quick labeling of free and Fmoc-protected amino acids. The photophysical properties...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic & biomolecular chemistry 2010-03, Vol.8 (6), p.1296-1300
Hauptverfasser: Katritzky, Alan R, Ozcan, Sevil, Todadze, Ekaterina
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 1300
container_issue 6
container_start_page 1296
container_title Organic & biomolecular chemistry
container_volume 8
creator Katritzky, Alan R
Ozcan, Sevil
Todadze, Ekaterina
description Convenient and efficient synthesis of a new environmentally sensitive chlorine-substituted 2,3-naphthalimide-based fluorophore is reported. Benzotriazole carboxyl group activation of the 6-chloro-fluorophore enabled quick labeling of free and Fmoc-protected amino acids. The photophysical properties of the compounds obtained include high quantum yields in solvents of different polarity: water, methanol, acetonitrile and hexane.
doi_str_mv 10.1039/c000684j
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_733231599</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>733231599</sourcerecordid><originalsourceid>FETCH-LOGICAL-c348t-5e524b59071fa2e3840e6c76ed041e94da8c4c348397cac7ea8cb30d24be6dd13</originalsourceid><addsrcrecordid>eNo9kM1OwzAQhC0EoqUg8QTINzhgsGMnro-o4k-qxAE4R669UVwlTrCTor49rkp72l3tN6PdQeia0QdGuXo0lNJiLtYnaMqElITmXJ0e-4xO0EWMa0qZkoU4R5OMZlQwpaao_dz6oYboItbe4qoZuwDRgDeAuwqnFfbwi8FvXOh8C34gEXx0g9vAnu76OklwQUzdpIlk95x43ddDrRvXOgvYQnAbvVNcorNKNxGu_usMfb88fy3eyPLj9X3xtCSGi_lAcsgzscoVlazSGfC5oFAYWYBNV4MSVs-N2KFcSaONhDSvOLVJBIW1jM_Q7d63D93PCHEoW5eeahrtoRtjKTnPOMuVSuTdnjShizFAVfbBtTpsS0bLXbblIduE3vybjqsW7BE8hMn_AE0odf0</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>733231599</pqid></control><display><type>article</type><title>Synthesis and fluorescence of the new environment-sensitive fluorophore 6-chloro-2,3-naphthalimide derivative</title><source>MEDLINE</source><source>Royal Society Of Chemistry Journals</source><source>Alma/SFX Local Collection</source><creator>Katritzky, Alan R ; Ozcan, Sevil ; Todadze, Ekaterina</creator><creatorcontrib>Katritzky, Alan R ; Ozcan, Sevil ; Todadze, Ekaterina</creatorcontrib><description>Convenient and efficient synthesis of a new environmentally sensitive chlorine-substituted 2,3-naphthalimide-based fluorophore is reported. Benzotriazole carboxyl group activation of the 6-chloro-fluorophore enabled quick labeling of free and Fmoc-protected amino acids. The photophysical properties of the compounds obtained include high quantum yields in solvents of different polarity: water, methanol, acetonitrile and hexane.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/c000684j</identifier><identifier>PMID: 20204199</identifier><language>eng</language><publisher>England</publisher><subject>Absorption ; Amino Acids - metabolism ; Fluorescent Dyes - chemical synthesis ; Fluorescent Dyes - chemistry ; Fluorescent Dyes - metabolism ; Naphthalimides - chemical synthesis ; Naphthalimides - chemistry ; Naphthalimides - metabolism ; Photochemical Processes ; Spectrometry, Fluorescence ; Spectrophotometry, Ultraviolet ; Staining and Labeling</subject><ispartof>Organic &amp; biomolecular chemistry, 2010-03, Vol.8 (6), p.1296-1300</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c348t-5e524b59071fa2e3840e6c76ed041e94da8c4c348397cac7ea8cb30d24be6dd13</citedby><cites>FETCH-LOGICAL-c348t-5e524b59071fa2e3840e6c76ed041e94da8c4c348397cac7ea8cb30d24be6dd13</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20204199$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Katritzky, Alan R</creatorcontrib><creatorcontrib>Ozcan, Sevil</creatorcontrib><creatorcontrib>Todadze, Ekaterina</creatorcontrib><title>Synthesis and fluorescence of the new environment-sensitive fluorophore 6-chloro-2,3-naphthalimide derivative</title><title>Organic &amp; biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>Convenient and efficient synthesis of a new environmentally sensitive chlorine-substituted 2,3-naphthalimide-based fluorophore is reported. Benzotriazole carboxyl group activation of the 6-chloro-fluorophore enabled quick labeling of free and Fmoc-protected amino acids. The photophysical properties of the compounds obtained include high quantum yields in solvents of different polarity: water, methanol, acetonitrile and hexane.</description><subject>Absorption</subject><subject>Amino Acids - metabolism</subject><subject>Fluorescent Dyes - chemical synthesis</subject><subject>Fluorescent Dyes - chemistry</subject><subject>Fluorescent Dyes - metabolism</subject><subject>Naphthalimides - chemical synthesis</subject><subject>Naphthalimides - chemistry</subject><subject>Naphthalimides - metabolism</subject><subject>Photochemical Processes</subject><subject>Spectrometry, Fluorescence</subject><subject>Spectrophotometry, Ultraviolet</subject><subject>Staining and Labeling</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kM1OwzAQhC0EoqUg8QTINzhgsGMnro-o4k-qxAE4R669UVwlTrCTor49rkp72l3tN6PdQeia0QdGuXo0lNJiLtYnaMqElITmXJ0e-4xO0EWMa0qZkoU4R5OMZlQwpaao_dz6oYboItbe4qoZuwDRgDeAuwqnFfbwi8FvXOh8C34gEXx0g9vAnu76OklwQUzdpIlk95x43ddDrRvXOgvYQnAbvVNcorNKNxGu_usMfb88fy3eyPLj9X3xtCSGi_lAcsgzscoVlazSGfC5oFAYWYBNV4MSVs-N2KFcSaONhDSvOLVJBIW1jM_Q7d63D93PCHEoW5eeahrtoRtjKTnPOMuVSuTdnjShizFAVfbBtTpsS0bLXbblIduE3vybjqsW7BE8hMn_AE0odf0</recordid><startdate>20100321</startdate><enddate>20100321</enddate><creator>Katritzky, Alan R</creator><creator>Ozcan, Sevil</creator><creator>Todadze, Ekaterina</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>7X8</scope></search><sort><creationdate>20100321</creationdate><title>Synthesis and fluorescence of the new environment-sensitive fluorophore 6-chloro-2,3-naphthalimide derivative</title><author>Katritzky, Alan R ; Ozcan, Sevil ; Todadze, Ekaterina</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c348t-5e524b59071fa2e3840e6c76ed041e94da8c4c348397cac7ea8cb30d24be6dd13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Absorption</topic><topic>Amino Acids - metabolism</topic><topic>Fluorescent Dyes - chemical synthesis</topic><topic>Fluorescent Dyes - chemistry</topic><topic>Fluorescent Dyes - metabolism</topic><topic>Naphthalimides - chemical synthesis</topic><topic>Naphthalimides - chemistry</topic><topic>Naphthalimides - metabolism</topic><topic>Photochemical Processes</topic><topic>Spectrometry, Fluorescence</topic><topic>Spectrophotometry, Ultraviolet</topic><topic>Staining and Labeling</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Katritzky, Alan R</creatorcontrib><creatorcontrib>Ozcan, Sevil</creatorcontrib><creatorcontrib>Todadze, Ekaterina</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 &amp; biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Katritzky, Alan R</au><au>Ozcan, Sevil</au><au>Todadze, Ekaterina</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and fluorescence of the new environment-sensitive fluorophore 6-chloro-2,3-naphthalimide derivative</atitle><jtitle>Organic &amp; biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2010-03-21</date><risdate>2010</risdate><volume>8</volume><issue>6</issue><spage>1296</spage><epage>1300</epage><pages>1296-1300</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Convenient and efficient synthesis of a new environmentally sensitive chlorine-substituted 2,3-naphthalimide-based fluorophore is reported. Benzotriazole carboxyl group activation of the 6-chloro-fluorophore enabled quick labeling of free and Fmoc-protected amino acids. The photophysical properties of the compounds obtained include high quantum yields in solvents of different polarity: water, methanol, acetonitrile and hexane.</abstract><cop>England</cop><pmid>20204199</pmid><doi>10.1039/c000684j</doi><tpages>5</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof Organic & biomolecular chemistry, 2010-03, Vol.8 (6), p.1296-1300
issn 1477-0520
1477-0539
language eng
recordid cdi_proquest_miscellaneous_733231599
source MEDLINE; Royal Society Of Chemistry Journals; Alma/SFX Local Collection
subjects Absorption
Amino Acids - metabolism
Fluorescent Dyes - chemical synthesis
Fluorescent Dyes - chemistry
Fluorescent Dyes - metabolism
Naphthalimides - chemical synthesis
Naphthalimides - chemistry
Naphthalimides - metabolism
Photochemical Processes
Spectrometry, Fluorescence
Spectrophotometry, Ultraviolet
Staining and Labeling
title Synthesis and fluorescence of the new environment-sensitive fluorophore 6-chloro-2,3-naphthalimide derivative
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-03T23%3A46%3A44IST&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=Synthesis%20and%20fluorescence%20of%20the%20new%20environment-sensitive%20fluorophore%206-chloro-2,3-naphthalimide%20derivative&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Katritzky,%20Alan%20R&rft.date=2010-03-21&rft.volume=8&rft.issue=6&rft.spage=1296&rft.epage=1300&rft.pages=1296-1300&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/c000684j&rft_dat=%3Cproquest_cross%3E733231599%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=733231599&rft_id=info:pmid/20204199&rfr_iscdi=true