A highly selective fluorescent probe based on Michael addition for fast detection of hydrogen sulfide

被引:16
|
作者
Gao, Baozhen [1 ]
Cui, Lixia [1 ]
Pan, Yong [2 ]
Xue, Minjie [1 ]
Zhu, Boyu [1 ]
Zhang, Guomei [1 ]
Zhang, Caihong [1 ]
Shuang, Shaomin [1 ]
Dong, Chuan [1 ]
机构
[1] Shanxi Univ, Ctr Environm Sci & Engn Res, Sch Chem & Chem Engn, Taiyuan 030006, Peoples R China
[2] Res Inst Chem Def, State Key Lab NBC Protect Civilian, Beijing 102205, Peoples R China
基金
中国国家自然科学基金;
关键词
1,8-Naphthalimide; Fluorescent probe; Hydrogen sulfide; Michael addition; NUCLEOPHILIC SUBSTITUTION-CYCLIZATION; LIVING CELLS; BLOOD-PLASMA; H2S; SENSOR; DONORS; GAS;
D O I
10.1016/j.saa.2016.09.051
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
A new 4-hydroxy-1,8-naphthalimide-based compound (probe 1) has been designed and synthesized. The colorimetric and fluorescent properties of probe 1 towards hydrogen sulfide (H2S) were investigated in detail. The results show that the probe 1 could selectively and sensitively recognize H2S rather than other reactive sulfur species. The reaction mechanism of this probe is an intramolecular cyclization caused by the Michael addition of H2S to give 4-hydroxy-1,8-naphthalimide. The intramolecular charge transfer of 4-hydroxy-1,8-naphthalimide is significant. Probe 1 quickly responded to H2S and showed a 75-fold fluorescence enhancement in 5 min. Moreover, probe 1 could detect H2S quantitatively with a detection limit as low as 0.23 mu M. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:457 / 461
页数:5
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