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Tuning the optical properties of BODIPY dye through Cu(I) catalyzed azide-alkyne cycloaddition(CuAAC) reaction

Tuning the optical properties of BODIPY dye through Cu(I) catalyzed azide-alkyne cycloaddition(CuAAC) reaction
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摘要 Borondipyrromethenes(BODIPY) are a class of fluorescent dyes whose fluorescence quantum yields are generally high and independent of the solvent.In this paper,we report the synthesis of a new type of BODIPY compound that carries an azido group on the 3-position of the pyrrole core.The azido group quenches the fluorescence of the dye due to its weak electron-donating effect.The fluorescence of the BODIPY dye can be switched on after reacting with alkynes via a Cu(I) catalyzed azide-alkyne cycloaddition(CuAAC) reaction.We further demonstrate that this azido-BODIPY compound can be used in the cell imaging applications. Borondipyrromethenes(BODIPY) are a class of fluorescent dyes whose fluorescence quantum yields are generally high and independent of the solvent.In this paper,we report the synthesis of a new type of BODIPY compound that carries an azido group on the 3-position of the pyrrole core.The azido group quenches the fluorescence of the dye due to its weak electron-donating effect.The fluorescence of the BODIPY dye can be switched on after reacting with alkynes via a Cu(I) catalyzed azide-alkyne cycloaddition(CuAAC) reaction.We further demonstrate that this azido-BODIPY compound can be used in the cell imaging applications.
出处 《中国科学:化学》 CSCD 北大核心 2012年第2期231-232,共2页 SCIENTIA SINICA Chimica
关键词 环加成反应 肾上腺素 荧光染料 叠氮 光学特性 铜(I) 催化 荧光量子产率 CuAAC reaction fluorogenic BODIPY dye cell imaging fluorescent probe
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