Mitochondria-targetable colorimetric and far-red fluorescent sensor for rapid detection of SO2 derivatives in food samples and living cells

被引:4
作者
Gong, Wenping [1 ]
Zhang, Chunxiang [1 ]
Zhang, Xiangyang [1 ]
Shen, Youming [1 ]
机构
[1] Hunan Univ Arts & Sci, Coll Chem & Mat Engn, Hunan Prov Key Lab Water Treatment Funct Mat, Changde 415000, Peoples R China
关键词
Far-red fluorescent probe; SO2; derivatives; Colorimetric; Mitochondria; Bioimaging; SULFUR-DIOXIDE; RATIOMETRIC DETECTION; CHEMICAL PROBES; SULFITE; BISULFITE; COUMARIN; CHROMATOGRAPHY; ACCURATE; COMPLEX; CANCER;
D O I
10.1016/j.saa.2022.121386
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
Sulfur dioxide (SO2) derivatives are intertwined with many physiological and pathological processes in living systems, and excess intake of them are associated with various diseases. Herein, we have rationally constructed a novel colorimetric and far-red fluorescent probe for HSO3- based on a rhodamine analogue skeleton bearing a 3-quinolinium carboxaldehyde moiety. The novel probe exhibited a significant far-red fluorescence "Turn-on" response to HSO3-, along with obvious color change from reddish to purple via the specific 1,4-nucleophilic addition reaction of HSO3- with the quinolinium moiety in 3-(4-(2-carboxyphe nyl)-7-(diethylamino)chromenylium-2-yl)-1-methylquinolin-1-ium hypochlorite trifluoromethanesulfonate (AQCB). The AQCB had excellent water-solubility, and presented rapid response (<15 s), high sensibility (LOD = 49 nM) and selectivity toward HSO3-. In addition, the probe was able to detect the content of HSO3- in food samples with satisfactory results. Furthermore, the probe possessed good cell membrane and could be successfully applied for imaging HSO3- in the mitochondria of living cells. (C) 2022 Elsevier B.V. All rights reserved.
引用
收藏
页数:7
相关论文
共 64 条
[41]   Far-Red and Near-IR AIE-Active Fluorescent Organic Nanoprobes with Enhanced Tumor-Targeting Efficacy: Shape-Specific Effects [J].
Shao, Andong ;
Xie, Yongshu ;
Zhu, Shaojia ;
Guo, Zhiqian ;
Zhu, Shiqin ;
Guo, Jin ;
Shi, Ping ;
James, Tony D. ;
Tian, He ;
Zhu, Wei-Hong .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (25) :7275-7280
[42]   Recent Development of Chemosensors Based on Cyanine Platforms [J].
Sun, Wen ;
Guo, Shigang ;
Hu, Chong ;
Fan, Jiangli ;
Peng, Xiaojun .
CHEMICAL REVIEWS, 2016, 116 (14) :7768-7817
[43]   A Ratiometric Fluorescent Chemodosimeter with Selective Recognition for Sulfite in Aqueous Solution [J].
Sun, Yimin ;
Zhong, Cheng ;
Gong, Rui ;
Mu, Honglei ;
Fu, Enqin .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (20) :7943-7946
[44]   A benzocoumarin based two-photon fluorescent probe for ratiometric detection of bisulfite [J].
Tamima, Umme ;
Singha, Subhankar ;
Kim, Hye Rim ;
Reo, Ye Jin ;
Jun, Yong Woong ;
Das, Amitava ;
Ahn, Kyo Han .
SENSORS AND ACTUATORS B-CHEMICAL, 2018, 277 :576-583
[45]   A coumarin-quinolinium-based fluorescent probe for ratiometric sensing of sulfite in living cells [J].
Tan, Li ;
Lin, Weiying ;
Zhu, Sasa ;
Yuan, Lin ;
Zheng, Kaibo .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (26) :4637-4643
[46]   Development of fluorescent probes based on protection-deprotection of the key functional groups for biological imaging [J].
Tang, Yonghe ;
Lee, Dayoung ;
Wang, Jiaoliang ;
Li, Guanhan ;
Yu, Jinghua ;
Lin, Weiying ;
Yoon, Juyoung .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (15) :5003-5015
[47]   Electrochemistry of sulfur dioxide, polyphenols and ascorbic acid at poly(3,4-ethylenedioxythiophene) modified electrodes [J].
Tuerke, A. ;
Fischer, W. - J. ;
Beaumont, N. ;
Kilmartin, P. A. .
ELECTROCHIMICA ACTA, 2012, 60 :184-192
[48]   Two-photon fluorescence probes for mitochondria imaging and detection of sulfite/bisulfite in living cells [J].
Wang, Kang-Nan ;
Zhu, Yilin ;
Xing, Miaomiao ;
Cao, Duxia ;
Guan, Ruifang ;
Zhao, Songfang ;
Liu, Zhiqiang ;
Mao, Zong-Wan .
SENSORS AND ACTUATORS B-CHEMICAL, 2019, 295 :215-222
[49]   A rapid-responsive fluorescent probe based on coumarin for selective sensing of sulfite in aqueous solution and its bioimaging by turn-on fluorescence signal [J].
Wang, Lei ;
Li, Wenxuan ;
Zhi, Wenjing ;
Ye, Dandan ;
Wang, Yun ;
Ni, Liang ;
Bao, Xu .
DYES AND PIGMENTS, 2017, 147 :357-363
[50]   A double-indole structure fluorescent probe for monitoring sulfur dioxide derivatives with distinct ratiometric fluorescence signals in mammalian cells [J].
Wang, Li ;
Yang, Wenge ;
Song, Yiyi ;
Gu, Yuanyun ;
Hu, Yonghong .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2020, 225