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BODIPY-based sulfoxide: Synthesis, photophysical characterization and response to benzenethiols
Zhao, Chunchang1,2; Wang, Xuzhe1,2; Cao, Jian1,2; Peng, Peng1,2; Zhang, Jinxin1,2; Zhang, Yanfen1,2; Yang, Yang1,2; Yang, Zhenjun3
关键词BODIPY-based sulfoxide Benzenethiols Ratiometric fluorescence response Chemodosimeter Chemospecific reduction Hypsochromic shifts
刊名DYES AND PIGMENTS
2013-02-01
DOI10.1016/j.dyepig.2012.08.026
96期:2页:328-332
收录类别SCI
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Applied ; Engineering, Chemical ; Materials Science, Textiles
资助者National Science Foundation of China ; Scientific Research Foundation for the Returned Overseas Chinese Scholars (State Education Ministry) ; Fundamental Research Funds for the Central Universities ; National Science Foundation of China ; Scientific Research Foundation for the Returned Overseas Chinese Scholars (State Education Ministry) ; Fundamental Research Funds for the Central Universities
研究领域[WOS]Chemistry ; Engineering ; Materials Science
关键词[WOS]BORON-DIPYRROMETHENE DYES ; ENERGY-TRANSFER ; VISIBLE-LIGHT ; BORONDIPYRROMETHENE DYES ; SPECTROSCOPIC PROPERTIES ; FLUORESCENT SENSOR ; HIGHLY EFFICIENT ; DERIVATIVES ; THIOLS ; ELECTROCHEMISTRY
英文摘要

Two BODIPY dyes bearing a sulfur containing function at the 3-position are reported. The 3-benzylthio compound shows spectroscopic features of the classical BODIPY platform, showing minor solvent dependent spectral shift, a relative small Stokes shift and a high fluorescence quantum yield. Oxidation of the sulfur atom to the sulfoxide leads to a large hypsochromic shift in absorption and emission. We also demonstrated that the sulfoxide derivative can be used as a ratiometric fluorescent chemodosimeter for highly toxic benzenethiols in aqueous media. In this dosimeter the sulfoxide is chemospecifically reduced by benzenethiols to obtain the original oxidation state of the sulfur atom, accompanied with a drastic ratiometric fluorescence response. Furthermore, the probe features excellent selectivity over other competing analytes, moderate signal response times and a good linearity range for quantification. All these features render the sensor suitable for detection of benzenethiols in environmental settings. (C) 2012 Elsevier Ltd. All rights reserved.

语种英语
所属项目编号20902021 ; 21172071 ; 21190033
资助者National Science Foundation of China ; Scientific Research Foundation for the Returned Overseas Chinese Scholars (State Education Ministry) ; Fundamental Research Funds for the Central Universities ; National Science Foundation of China ; Scientific Research Foundation for the Returned Overseas Chinese Scholars (State Education Ministry) ; Fundamental Research Funds for the Central Universities
WOS记录号WOS:000313762300003
引用统计
被引频次:25[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/60562
专题北京大学药学院
作者单位1.E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
2.E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China
3.Peking Univ, Sch Pharmaceut Sci, Natl Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China
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GB/T 7714
Zhao, Chunchang,Wang, Xuzhe,Cao, Jian,et al. BODIPY-based sulfoxide: Synthesis, photophysical characterization and response to benzenethiols[J]. DYES AND PIGMENTS,2013,96(2):328-332.
APA Zhao, Chunchang.,Wang, Xuzhe.,Cao, Jian.,Peng, Peng.,Zhang, Jinxin.,...&Yang, Zhenjun.(2013).BODIPY-based sulfoxide: Synthesis, photophysical characterization and response to benzenethiols.DYES AND PIGMENTS,96(2),328-332.
MLA Zhao, Chunchang,et al."BODIPY-based sulfoxide: Synthesis, photophysical characterization and response to benzenethiols".DYES AND PIGMENTS 96.2(2013):328-332.
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