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
相关论文
共 50 条
  • [1] A Highly Selective Fluorescent Probe for Quantitative Detection of Hydrogen Sulfide
    Ding, Jing
    Ge, Yanqing
    Zhu, Baocun
    ANALYTICAL SCIENCES, 2013, 29 (12) : 1171 - 1175
  • [2] A Highly Selective Fluorescent Probe for Quantitative Detection of Hydrogen Sulfide
    Jing Ding
    Yanqing Ge
    Baocun Zhu
    Analytical Sciences, 2013, 29 : 1171 - 1175
  • [3] Highly selective and rapidly responsive fluorescent probe for hydrogen sulfide detection in wine
    Wang, Hao
    Wang, Jialin
    Yang, Shaoxiang
    Tian, Hongyu
    Liu, Yongguo
    Sun, Baoguo
    FOOD CHEMISTRY, 2018, 257 : 150 - 154
  • [4] A New Ratiometric Fluorescent Probe Based on BODIPY for Highly Selective Detection of Hydrogen Sulfide
    Xiang, Huan
    Ye, Tianqing
    Li, Yanbo
    Lin, Yanfei
    Liu, Dan
    Zhou, Hongwei
    Wang, Jianbo
    Li, Lei
    MOLECULES, 2022, 27 (21):
  • [5] A reaction-based and highly selective fluorescent probe for hydrogen sulfide
    Wang, Yue
    Lv, Xin
    Guo, Wei
    DYES AND PIGMENTS, 2017, 139 : 482 - 486
  • [6] A fluorescent probe based on tetrahydro[5]helicene for highly selective recognition of hydrogen sulfide
    Lei, Yang
    Wang, Kun-Peng
    Chen, Shaojin
    Zhang, Qi
    Hu, Zhi-Qiang
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2018, 204 : 295 - 300
  • [7] Synthesis and characterizations of a highly sensitive and selective fluorescent probe for hydrogen sulfide
    Huang, Yan
    Zhang, Changyu
    Xi, Zhen
    Yi, Long
    TETRAHEDRON LETTERS, 2016, 57 (10) : 1187 - 1191
  • [8] A highly selective "Turn On" fluorescent probe based on FRET mechanism for hydrogen sulfide detection in living cells
    Sontisiri, Pakornsiri
    Yingyuad, Peerada
    Thongyoo, Panumart
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2020, 391
  • [9] A Turn-On Fluorescent Probe for Highly Selective Detection and Visualization of Hydrogen Sulfide in Fungi
    Yan, Qingsong
    He, Shengui
    Feng, Lei
    Zhang, Ming
    Han, Chaoyan
    Wu, Yuzhuo
    Wang, Chao
    Ma, Xiaochi
    Ma, Tonghui
    MOLECULES, 2024, 29 (03):
  • [10] A highly selective fluorescent probe for hydrogen sulfide detection in food, water, and living cells
    Hu, Ruiying
    Xie, Ling
    Liao, Guanming
    Liu, Gang
    Fan, Congbin
    JOURNAL OF FOOD COMPOSITION AND ANALYSIS, 2025, 137