BODIPY based fluorescent turn-on sensor for highly selective detection of HNO and the application in living cells

被引:24
作者
Zhao, Xiaolong [1 ]
Gao, Chao [1 ]
Li, Na [1 ]
Liu, Fayu [1 ]
Huo, Shuhui [1 ]
Li, Jianzhen [2 ]
Guan, Xiaolin [1 ]
Yan, Na [3 ]
机构
[1] Northwest Normal Univ, Key Lab Ecoenvironm Related Polymer Mat, Minist Educ, Coll Chem & Chem Engn, Lanzhou 730070, Gansu, Peoples R China
[2] Northwest Normal Univ, Coll Life Sci, Lanzhou 730070, Gansu, Peoples R China
[3] Lanzhou Univ, Sch Pharm, Lanzhou 730000, Gansu, Peoples R China
关键词
Synthesis; BODIPY sensors; Fluorescent turn-on; HNO detection; Bioimaging; NEAR-INFRARED EMISSION; NITROXYL HNO; NITRIC-OXIDE; PROBE; CHEMISTRY; BIOLOGY; DESIGN; DYES; HG2+;
D O I
10.1016/j.tetlet.2019.04.049
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
On the basis of BODIPY platform, a terpyridyl-substituent BODIPY-Copper complex (Cu(II)-BTPY) was rationally designed and synthesized as a redox reaction fluorescent sensor for detecting HNO over reactive oxygen species (ROS) and reactive nitrogen species (RNS) with impressive selectivity in living cells under mild and neutral conditions. The BTPY exhibits relatively high fluorescence quantum efficiency as much as 34.8% and presents large stokes shift, about 62 nm. When a series of transition metal ions were exploited to investigate the fluorescence quench towards BTPY, copper ion (Cu2+) gave the optimal result. After the fluorescence of the probe being effectively quenched in the presence of Cu2+, it can be in turn recovered through the reduction of Cu2+ into Cu+ by HNO accompanying with a visually observable fluorescence response. Still, the sensing mechanism was evidently confirmed by EPR and ESI-MS measurement. In addition, the employment of BTPY for imaging dyes was also presented in vivo. (C) 2019 Published by Elsevier Ltd.
引用
收藏
页码:1452 / 1456
页数:5
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