An ESIPT-Based Ratiometric Fluorescent Probe for Highly Sensitive and Rapid Detection of Sulfite in Living Cells

被引:18
作者
Liu, Yupeng [1 ]
Ren, Tian-Bing [1 ]
Cheng, Dan [1 ]
Hou, Jianing [1 ]
Su, Dongdong [2 ]
Yuan, Lin [1 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China
[2] Beijing Univ Technol, Dept Chem & Chem Engn, Beijing 100124, Peoples R China
基金
中国国家自然科学基金;
关键词
fluorescent probe; sulfite; ratiometric probes; fluorescence; imaging studies; SULFUR-DIOXIDE DERIVATIVES; SELECTIVE DETECTION; SO2; DERIVATIVES; BISULFITE; EMISSION; PATHWAY;
D O I
10.1002/open.201900242
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The novel ratiometric fluorescent probe HPQRB with an ESIPT effect based on Michael addition for highly sensitive and fast detection of sulfite in living HepG2 cells is reported. HPQRB can be easily synthesized by a two-step condensation reaction. HPQRB has a large emission shift (Delta lambda=116 nm), which is beneficial for fluorescence imaging research, and its sulfite-responsive site is based on a rhodamine-like structure with the emission peak at 566 nm, which decreases with increasing sulfite concentration. and its HPQ structure always has an ESIPT effect throughout the reaction process, keeping the emission peak at 450 nm as a self-reference. In particular, HPQRB has high selectivity for sulfite and responds quickly (within 30 s) with a low detection limit (44 nM). Furthermore, HPQRB has been successfully used for fluorescence imaging of sulfite in HepG2 cells, demonstrating the superior ability to detect sulfite under physiological conditions.
引用
收藏
页码:1251 / 1257
页数:7
相关论文
共 42 条
[1]   A carbazole-hemicyanine dye based ratiometric fluorescent probe for selective detection of bisulfite (HSO3-) in cells and C. elegans [J].
Bi, Keying ;
Tan, Rui ;
Hao, Ruiting ;
Miao, Lanxi ;
He, Yanqi ;
Wu, Xianghua ;
Zhang, Junfeng ;
Xu, Rui .
CHINESE CHEMICAL LETTERS, 2019, 30 (03) :545-548
[2]   A chromenoquinoline-based two-photon fluorescent probe for the highly specific and fast visualization of sulfur dioxide derivatives in living cells and zebrafish [J].
Cai, Fangyuan ;
Hou, Bo ;
Zhang, Shuping ;
Chen, Hua ;
Ji, Shichen ;
Shen, Xing-can ;
Liang, Hong .
JOURNAL OF MATERIALS CHEMISTRY B, 2019, 7 (15) :2493-2498
[3]   Selective, Highly Sensitive Fluorescent Probe for the Detection of Sulfur Dioxide Derivatives in Aqueous and Biological Environments [J].
Chen, Wenqiang ;
Fang, Qian ;
Yang, Dalei ;
Zhang, Hongyan ;
Song, Xiangzhi ;
Foley, James .
ANALYTICAL CHEMISTRY, 2015, 87 (01) :609-616
[4]   De Novo Design of Chemical Stability Near-Infrared. Molecular Probes for High-Fidelity Hepatotoxicity Evaluation In Vivo [J].
Cheng, Dan ;
Peng, Juanjuan ;
Lv, Yun ;
Su, Dongdong ;
Liu, Dongjie ;
Chen, Mei ;
Yuan, Lin ;
Zhang, Xiaobing .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (15) :6352-6361
[5]   Investigation of Drug-Induced Hepatotoxicity and Its Remediation Pathway with Reaction-Based Fluorescent Probes [J].
Cheng, Dan ;
Xu, Wang ;
Yuan, Lin ;
Zhang, Xiaobing .
ANALYTICAL CHEMISTRY, 2017, 89 (14) :7693-7700
[6]   "Reactive" probe for hydrogen sulfite: Good ratiometric response and bioimaging application [J].
Cheng, Xiaohong ;
Jia, Huizhen ;
Feng, Jun ;
Qin, Jingui ;
Li, Zhen .
SENSORS AND ACTUATORS B-CHEMICAL, 2013, 184 :274-280
[7]   Strong Anion Determination in Biological Fluids by Capillary Electrophoresis for Clinical Diagnostics [J].
de Macedo, Adriana Nori ;
Jiwa, Muhammad Irfan Yasin ;
Macri, Joseph ;
Belostotsky, Vladimir ;
Hill, Stephen ;
Britz-McKibbin, Philip .
ANALYTICAL CHEMISTRY, 2013, 85 (22) :11112-11120
[8]   A distinctive near-infrared fluorescence turn-on probe for rapid, sensitive and chromogenic detection of sulfite in food [J].
Duan, Chong ;
Zhang, Jun-Feng ;
Hu, Yubo ;
Zeng, Lintao ;
Su, Dongdong ;
Bao, Guang-Ming .
DYES AND PIGMENTS, 2019, 162 :459-465
[9]   A Boron-dipyrromethene-Based Fluorescent Probe for Colorimetric and Ratiometric Detection of Sulfite [J].
Gu, Xianfeng ;
Liu, Chunhua ;
Zhu, Yi-Chun ;
Zhu, Yi-Zhun .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2011, 59 (22) :11935-11939
[10]   A novel spectrophotometric method for batch and flow injection determination of sulfite in beverages [J].
Hassan, Saad S. M. ;
Hamza, Mohamed S. A. ;
Mohamed, Ayman H. K. .
ANALYTICA CHIMICA ACTA, 2006, 570 (02) :232-239