Activation of BODIPY fluorescence by the photoinduced dealkylation of a pyridinium quencher
The photoinduced cleavage of a 2-nitrobenzyl group from a pyridinium quencher covalently attached to the meso position of a BODIPY fluorophore activates the emission of the latter. This photochemical transformation prevents the transfer of one electron from the BODIPY platform to its heterocyclic ap...
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Veröffentlicht in: | Physical chemistry chemical physics : PCCP 2013-09, Vol.15 (36), p.14851-14855 |
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creator | SHERIF SHABAN RAGAB SWAMINATHAN, Subramani BAKER, James D RAYMO, Françisco M |
description | The photoinduced cleavage of a 2-nitrobenzyl group from a pyridinium quencher covalently attached to the meso position of a BODIPY fluorophore activates the emission of the latter. This photochemical transformation prevents the transfer of one electron from the BODIPY platform to its heterocyclic appendage upon excitation and, as a result, permits the radiative deactivation of the excited fluorophore. This versatile mechanism for fluorescence switching can translate into the realization of an entire family of photoactivatable fluorophores based on the outstanding photophysical properties of BODIPY chromophores. |
doi_str_mv | 10.1039/c3cp51580j |
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This photochemical transformation prevents the transfer of one electron from the BODIPY platform to its heterocyclic appendage upon excitation and, as a result, permits the radiative deactivation of the excited fluorophore. This versatile mechanism for fluorescence switching can translate into the realization of an entire family of photoactivatable fluorophores based on the outstanding photophysical properties of BODIPY chromophores.</description><identifier>ISSN: 1463-9076</identifier><identifier>EISSN: 1463-9084</identifier><identifier>DOI: 10.1039/c3cp51580j</identifier><identifier>PMID: 23694991</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Alkylation ; Boron Compounds - chemistry ; Chemical compounds ; Chemistry ; Cleavage ; Covalence ; Exact sciences and technology ; Excitation ; Fluorescence ; General and physical chemistry ; Molecular Structure ; Photochemical ; Photochemical Processes ; Photochemistry ; Physical chemistry of induced reactions (with radiations, particles and ultrasonics) ; Platforms ; Pyridinium Compounds - chemical synthesis ; Pyridinium Compounds - chemistry ; Transformations</subject><ispartof>Physical chemistry chemical physics : PCCP, 2013-09, Vol.15 (36), p.14851-14855</ispartof><rights>2014 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c350t-569911dd88199ef852abee843ba9652e5d8d5f82b3f39568e8e0e58d31da67803</citedby><cites>FETCH-LOGICAL-c350t-569911dd88199ef852abee843ba9652e5d8d5f82b3f39568e8e0e58d31da67803</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=27680543$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23694991$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>SHERIF SHABAN RAGAB</creatorcontrib><creatorcontrib>SWAMINATHAN, Subramani</creatorcontrib><creatorcontrib>BAKER, James D</creatorcontrib><creatorcontrib>RAYMO, Françisco M</creatorcontrib><title>Activation of BODIPY fluorescence by the photoinduced dealkylation of a pyridinium quencher</title><title>Physical chemistry chemical physics : PCCP</title><addtitle>Phys Chem Chem Phys</addtitle><description>The photoinduced cleavage of a 2-nitrobenzyl group from a pyridinium quencher covalently attached to the meso position of a BODIPY fluorophore activates the emission of the latter. This photochemical transformation prevents the transfer of one electron from the BODIPY platform to its heterocyclic appendage upon excitation and, as a result, permits the radiative deactivation of the excited fluorophore. This versatile mechanism for fluorescence switching can translate into the realization of an entire family of photoactivatable fluorophores based on the outstanding photophysical properties of BODIPY chromophores.</description><subject>Alkylation</subject><subject>Boron Compounds - chemistry</subject><subject>Chemical compounds</subject><subject>Chemistry</subject><subject>Cleavage</subject><subject>Covalence</subject><subject>Exact sciences and technology</subject><subject>Excitation</subject><subject>Fluorescence</subject><subject>General and physical chemistry</subject><subject>Molecular Structure</subject><subject>Photochemical</subject><subject>Photochemical Processes</subject><subject>Photochemistry</subject><subject>Physical chemistry of induced reactions (with radiations, particles and ultrasonics)</subject><subject>Platforms</subject><subject>Pyridinium Compounds - chemical synthesis</subject><subject>Pyridinium Compounds - chemistry</subject><subject>Transformations</subject><issn>1463-9076</issn><issn>1463-9084</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkD1PwzAQhi0EoqWw8AOQFySEVLDj2LHHUr4qVSoDDIghcuyL6pImwU6Q8u8JamlHprvhed87PQidU3JDCVO3hpmaUy7J6gANaSzYWBEZH-72RAzQSQgrQgjllB2jQcSEipWiQ_QxMY371o2rSlzl-G5xP3t5x3nRVh6CgdIAzjrcLAHXy6qpXGlbAxZb0MVnV-xyGtedd9aVrl3jr7bPLcGfoqNcFwHOtnOE3h4fXqfP4_niaTadzMeGcdKMueg_odZKSZWCXPJIZwAyZplWgkfArbQ8l1HGcqa4kCCBAJeWUatFIgkboatNb-2r_nZo0rXrfy8KXULVhpRykRBFIhL_j8ZR0mtiVPbo9QY1vgrBQ57W3q2171JK0l_v6d57D19se9tsDXaH_onugcstoIPRRe51aVzYc4mQhMeM_QBVS4pw</recordid><startdate>20130928</startdate><enddate>20130928</enddate><creator>SHERIF SHABAN RAGAB</creator><creator>SWAMINATHAN, Subramani</creator><creator>BAKER, James D</creator><creator>RAYMO, Françisco M</creator><general>Royal Society of Chemistry</general><scope>IQODW</scope><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><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20130928</creationdate><title>Activation of BODIPY fluorescence by the photoinduced dealkylation of a pyridinium quencher</title><author>SHERIF SHABAN RAGAB ; SWAMINATHAN, Subramani ; BAKER, James D ; RAYMO, Françisco M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c350t-569911dd88199ef852abee843ba9652e5d8d5f82b3f39568e8e0e58d31da67803</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Alkylation</topic><topic>Boron Compounds - chemistry</topic><topic>Chemical compounds</topic><topic>Chemistry</topic><topic>Cleavage</topic><topic>Covalence</topic><topic>Exact sciences and technology</topic><topic>Excitation</topic><topic>Fluorescence</topic><topic>General and physical chemistry</topic><topic>Molecular Structure</topic><topic>Photochemical</topic><topic>Photochemical Processes</topic><topic>Photochemistry</topic><topic>Physical chemistry of induced reactions (with radiations, particles and ultrasonics)</topic><topic>Platforms</topic><topic>Pyridinium Compounds - chemical synthesis</topic><topic>Pyridinium Compounds - chemistry</topic><topic>Transformations</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>SHERIF SHABAN RAGAB</creatorcontrib><creatorcontrib>SWAMINATHAN, Subramani</creatorcontrib><creatorcontrib>BAKER, James D</creatorcontrib><creatorcontrib>RAYMO, Françisco M</creatorcontrib><collection>Pascal-Francis</collection><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><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Physical chemistry chemical physics : PCCP</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>SHERIF SHABAN RAGAB</au><au>SWAMINATHAN, Subramani</au><au>BAKER, James D</au><au>RAYMO, Françisco M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Activation of BODIPY fluorescence by the photoinduced dealkylation of a pyridinium quencher</atitle><jtitle>Physical chemistry chemical physics : PCCP</jtitle><addtitle>Phys Chem Chem Phys</addtitle><date>2013-09-28</date><risdate>2013</risdate><volume>15</volume><issue>36</issue><spage>14851</spage><epage>14855</epage><pages>14851-14855</pages><issn>1463-9076</issn><eissn>1463-9084</eissn><abstract>The photoinduced cleavage of a 2-nitrobenzyl group from a pyridinium quencher covalently attached to the meso position of a BODIPY fluorophore activates the emission of the latter. This photochemical transformation prevents the transfer of one electron from the BODIPY platform to its heterocyclic appendage upon excitation and, as a result, permits the radiative deactivation of the excited fluorophore. This versatile mechanism for fluorescence switching can translate into the realization of an entire family of photoactivatable fluorophores based on the outstanding photophysical properties of BODIPY chromophores.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><pmid>23694991</pmid><doi>10.1039/c3cp51580j</doi><tpages>5</tpages></addata></record> |
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source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Alkylation Boron Compounds - chemistry Chemical compounds Chemistry Cleavage Covalence Exact sciences and technology Excitation Fluorescence General and physical chemistry Molecular Structure Photochemical Photochemical Processes Photochemistry Physical chemistry of induced reactions (with radiations, particles and ultrasonics) Platforms Pyridinium Compounds - chemical synthesis Pyridinium Compounds - chemistry Transformations |
title | Activation of BODIPY fluorescence by the photoinduced dealkylation of a pyridinium quencher |
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