A novel pyrene-based dual multifunctional fluorescent probe for differential sensing of pH and HSO3- and their bioimaging in live cells

被引:47
作者
Chao, Jianbin [1 ]
Wang, Huijuan [1 ,2 ]
Zhang, Yongbin [1 ]
Yin, Caixia [3 ]
Huo, Fangjun [1 ]
Sun, Jinyu [4 ]
Zhao, Minggen [4 ]
机构
[1] Shanxi Univ, Res Inst Appl Chem, Taiyuan 030006, Shanxi, Peoples R China
[2] Shanxi Univ, Sch Chem & Chem Engn, Taiyuan 030006, Shanxi, Peoples R China
[3] Shanxi Univ, Inst Mol Sci, Taiyuan 030006, Shanxi, Peoples R China
[4] Xinzhou Teachers Univ, Sch Chem & Chem Engn, Xinzhou 034000, Peoples R China
基金
中国国家自然科学基金;
关键词
AGGREGATION-INDUCED EMISSION; TURN-ON PROBE; INTRACELLULAR PH; BISULFITE; DERIVATIVES; APOPTOSIS; SENSORS; ION; CHEMOSENSOR; SULFITE;
D O I
10.1039/c7nj03903d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We designed and synthesized a new fluorescent probe for detecting pH and HSO3- using pyrene as an electron donor (D) and pyridine as an electron acceptor (A). The fluorescent probe for sensing pH and HSO3- could distinguish these by their spectral properties in different media. pH titrations indicated that the probe displayed a ratiometric emission (pH 7.10-1.36) with a pK(a) of 4.26, responded linearly to minor pH fluctuations within the acidic pH range of 3.00-5.50 in CH3CN/H2O (1/3, v/v), and exhibited a remarkable emission enhancement (pH 7.10-13.09) with a pK(a) of 10.91 and a linear response in the extremely alkaline pH range of 9.75-11.35 in CH3CN/H2O (1/19, v/v). Interestingly, the probe also responded to HSO3- with an obvious turn-off fluorescence signal in PBS buffer (pH = 5.00, 1.5% DMSO). This could be attributed to the Michael addition of HSO3- to the ,-unsaturated ketone, which resulted in breaking of the conjugation. The detection limit (LOD) of the probe for HSO3- based on the definition by IUPAC was calculated to be 1.9 nM. Furthermore, the probe was employed successfully for the imaging of pH and HSO3- in live cells, which indicated that the probe was a suitable indicator for imaging the distribution of pH or HSO3- and tracking their changes.
引用
收藏
页码:3322 / 3333
页数:12
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