文献类型：期刊文献

英文题名：Red turn-on fluorescent phenazine-cyanine chemodosimeters for cyanide anion in aqueous solution and its application for cell imaging

作者：Yang, Lin[1,2];Li, Xin[3];Qu, Yi[4,5];Qu, Weisong[1,2];Zhang, Xiao[1,2];Hang, Yandi[1,2];Agren, Hans[3];Hua, Jianli[1,2]

机构：[1]E China Univ Sci & Technol, Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China;[3]KTH Royal Inst Technol, Sch Biotechnol, Div Theoret Chem & Biol, SE-10691 Stockholm, Sweden;[4]Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China;[5]Fudan Univ, Adv Mat Lab, Shanghai 200433, Peoples R China

年份：2014

卷号：203

起止页码：833

外文期刊名：SENSORS AND ACTUATORS B-CHEMICAL

收录：;EI(收录号：20144400142588);WOS:【SCI-EXPANDED(收录号:WOS:000341455400110)】；

基金：This work was supported by NSFC/China (21372082, 2116110444, 91233207 and 21172073) and the National Basic Research 973 Program (2013CB733700). J.-L. Hua appreciates Prof. H. Tian very much for his helpful discussion and valuable comments.

语种：英文

外文关键词：Fluorescent chemodosimeter; Cyanide; Phenazine-cyanine; Cell imaging; Near-infrareda

摘要：Two chemodosimeters PDMI and PMI for cyanide detection were designed and synthesized based onphenazinecyanine dyes with N-methyl indolium group as receptor unit. According to the specific reactivity of indolium C-N+ bond against cyanide anion, both of them featured high sensitivity with detectionlimit of 1.4 mu M and 200 nM, respectively, and high selectivity against other anions. The quenching effecton phenazine-cyanine fluorophore by strong intramolecular charge transfer (ICT) from phenazine donorto indolium receptor made both PDMI and PMI non-emissive at the original state. After addition ofcyanide, the ICT effect decreased and vanished leading to dramatic " off-on" fluorescence enhancement. PDMI which proceeded bilateral electrophilic reaction toward cyanide anion provided an emission signal at 580 nm in HEPES buffer with naked-eye detectable color change. Probe PMI utilized an unreactiveformyl group instead of one reactive N-methyl indolium group as the electron-withdrawing component. Due to the unilateral recognition process for cyanide the ICT orientation of PMI was redirectedthus exhibited fluorescence enhancement with maximum emission at 630 nm. Meanwhile, PMI wasapplied for monitoring intracellular cyanide in Hela cells and proved to achieve "off-on" fluorescentsignal confirmed by confocal laser scanning microscopic imaging. (C) 2014 Elsevier B. V. All rights reserved.