Imidazo[1,5-α]pyridine-derived fluorescent turn-on probe for cellular thiols imaging with a large Stokes shift

被引：20
作者：
Chen, Song [1 ]
Li, Hongmei [1 ]
Hou, Peng [1 ]
机构：
[1] Qiqihar Med Univ, Coll Pharm, Qiqihar 161006, Heilongjiang Pr, Peoples R China
来源：
TETRAHEDRON LETTERS | 2017年 / 58卷 / 27期
关键词：
Large Stokes shift; Thiols; Cell imaging; Fluorescent probe; Imidazo[1,5-alpha]pyridine; SELECTIVE DETECTION; HYDROGEN-SULFIDE; LIVING CELLS; CYSTEINE; HOMOCYSTEINE; GLUTATHIONE; CYS; RED;
D O I：
10.1016/j.tetlet.2017.05.068
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We presented the design, synthesis and preliminary evaluation of the 2,4-dinitrobenzenesulfonate (DNBS) of imidazo[1,5-alpha]pyridine derivative, NIPY-DNBS, as a turn-on fluorescent probe for the detection of thiols in aqueous solution. The reaction mechanism was confirmed by means of fluorescence, absorption and HRMS. The large Stokes shift (201 nm), high sensitivity (the detection limit for Cys was calculated to be as low as 0.17 mu M) and fast response (10 min) of NIPY-DNBS make it a practical and reliable method for fluorescence imaging. Furthermore, application of NIPY-DNBS for the selective detection of intracellular thiols has been successfully demonstrated in living A549 cells. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2654 / 2657
页数：4
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