8-(4-aminophenyl) BODIPYs as fluorescent pH probes: facile synthesis, computational study and lysosome imaging

	8-(4-aminophenyl) BODIPYs as fluorescent pH probes: facile synthesis, computational study and lysosome imaging
	Zhang, Yuan 1,3; Fang, Hong-mei 1; Zhang, Xiao-tai 1; Wang, Shu 2; Xing, Guo-wen 1
刊名	CHEMISTRYSELECT
	2016
卷号	1 期号:1 页码:1-6
关键词	Bodipy Fluorescent Probe Lysosome
英文摘要	Five novel BODIPY-based dyes (3a-e) were facilely synthesized via Buchwald-Hartwig cross coupling reaction. The 8-(4-aminophenyl) BODIPYs can be used as fluorescent pH probes with broad response ranges. Low fluorescence intensities of 3a-e were observed under neutral or weak acidic conditions, whereas, the fluorescence signals significantly increased with further decreasing pH values, indicating that they are highly sensitive to acidic pH alterations. Fluorescence response mechanism of the probes to pH is based on the photo-induced electron trans-fer (PET), which was investigated by density functional theory (DFT) and time dependent-density functional theory (TD-DFT) calculations. Cell imaging experiments demonstrated 3b (pKa 3.59) was a novel lysosome-targeting probe with excellent membrane permeability, high sensitivity and selectivity, as well as low cytotoxicity. In addition, probes 3a and 3d with pKa 2.66, 2.51 could be potential for detecting extremely acidic conditions in bacteria.
语种	英语
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/38014]
专题	化学研究所_有机固体实验室
作者单位	1.Beijing Normal Univ, Dept Chem, Beijing 100875, Peoples R China 2.Chinese Acad Sci, Inst Chem, Key Lab Organ Solids, Beijing 100190, Peoples R China 3.Beijing Normal Univ, Coll Chem, Key Lab Theoret & Computat Photochem, Minist Educ, Beijing 100875, Peoples R China
推荐引用方式 GB/T 7714	Zhang, Yuan,Fang, Hong-mei,Zhang, Xiao-tai,et al. 8-(4-aminophenyl) BODIPYs as fluorescent pH probes: facile synthesis, computational study and lysosome imaging[J]. CHEMISTRYSELECT,2016,1(1):1-6.
APA	Zhang, Yuan,Fang, Hong-mei,Zhang, Xiao-tai,Wang, Shu,&Xing, Guo-wen.(2016).8-(4-aminophenyl) BODIPYs as fluorescent pH probes: facile synthesis, computational study and lysosome imaging.CHEMISTRYSELECT,1(1),1-6.
MLA	Zhang, Yuan,et al."8-(4-aminophenyl) BODIPYs as fluorescent pH probes: facile synthesis, computational study and lysosome imaging".CHEMISTRYSELECT 1.1(2016):1-6.