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...
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Veröffentlicht in: | Organic & biomolecular chemistry 2010-03, Vol.8 (6), p.1296-1300 |
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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 |
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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 & 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 & 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. 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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 |
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