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 t...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.展开更多
Mono- and bis-dialkylaminophenylbuta-l,3-dienyl boron-dipyrromethenes （BODIPYs） 1-12 were synthesized in 36%-42% yields by a Knoevenagel-type condensation. The absorption and emission maxima （λabs = 614-739 rim; ,...Mono- and bis-dialkylaminophenylbuta-l,3-dienyl boron-dipyrromethenes （BODIPYs） 1-12 were synthesized in 36%-42% yields by a Knoevenagel-type condensation. The absorption and emission maxima （λabs = 614-739 rim; ,λem = 655-776 nm in CHCI3） of 1-12 covered from the visible to the near- infrared region. Probe I was ratiometric Vis pH probes. Such probe was almost non-fluorescent. Upon the protonation of the tertiary amine function of 1, the strong fluorescence （φf =0.97） was released and the florescence intensity was dramatically increased by one thousand folds. The sharp isosbestic points were discovered at 590 nm, which was a ratiometric pH probe.展开更多
基金supported by the Alfred P. Sloan Scholarship, Camille Dreyfus Teacher Scholar Award,the W.M.Keck Foundation,and the Colon Cancer Center of University of South Carolinasupport from the National Natural Science Foundation of China(91013006)
文摘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.
基金supported by NNSFC (No. 21372063)Program for Changjiang Scholars and Innovative Research Team in University (No. PCS IRT1126)+1 种基金the Foundation of the Education Department of Henan Province for Science and Technology Research Projects (No. 13A150046)the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry
文摘Mono- and bis-dialkylaminophenylbuta-l,3-dienyl boron-dipyrromethenes （BODIPYs） 1-12 were synthesized in 36%-42% yields by a Knoevenagel-type condensation. The absorption and emission maxima （λabs = 614-739 rim; ,λem = 655-776 nm in CHCI3） of 1-12 covered from the visible to the near- infrared region. Probe I was ratiometric Vis pH probes. Such probe was almost non-fluorescent. Upon the protonation of the tertiary amine function of 1, the strong fluorescence （φf =0.97） was released and the florescence intensity was dramatically increased by one thousand folds. The sharp isosbestic points were discovered at 590 nm, which was a ratiometric pH probe.
