A novel cysteine fluorescent probe based on benzothiazole and quinoline with a large stokes shift and application in living cell and mice

被引：15
作者：
Mei, Huihui [1 ]
Gu, Xin [1 ]
Wang, Minghui [1 ]
Cai, Yonghong [1 ]
Xu, Kuoxi [1 ]
机构：
[1] Henan Univ, Coll Chem & Chem Engn, Henan Engn Res Ctr Ind Recirculating Water Treatm, Kaifeng 475004, Henan, Peoples R China
来源：
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 2021年 / 418卷
关键词：
Cysteine; Fluorescent probe; Rapid response; Large stokes shift; Cells and mice imaging; TURN-ON PROBE; SELECTIVE DETECTION; IN-VIVO; SEQUENTIAL DETECTION; BIOLOGICAL THIOLS; HOMOCYSTEINE; SENSITIVITY; GLUTATHIONE; ANION; CHEMISTRY;
D O I：
10.1016/j.jphotochem.2021.113335
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A novel fluorescent probe based on hydroxyquinoline conjugated with benzothiazolyl unit dye Doc-Ac was prepared. The results of fluorescent and absorption spectroscopic responses towards amino acids showed that the probe had a capability of rapidly and selectively detecting cysteine over other amino acids with a large stokes shift in aqueous solution. The sensing mechanism was proved by the proton NMR and high resolution mass spectrometry analysis. The fluorescence images indicated that this probe could discriminate the exogenous/ endogenous cysteine in living cells and mice.
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页数：7
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共 47 条
[1]   The Parkinson's disease protein DJ-1 is neuroprotective due to cysteine-sulfinic acid-driven mitochondrial localization [J].
Canet-Avilés, RM ;
Wilson, MA ;
Miller, DW ;
Ahmad, R ;
McLendon, C ;
Bandyopadhyay, S ;
Baptista, MJ ;
Ringe, D ;
Petsko, GA ;
Cookson, MR .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (24) :9103-9108
[2]   Analytical detection of biological thiols in a microchip capillary channel [J].
Chand, Rohit ;
Jha, Sandeep Kumar ;
Islam, Kamrul ;
Han, Dawoon ;
Shin, Ik-Soo ;
Kim, Yong-Sang .
BIOSENSORS & BIOELECTRONICS, 2013, 40 (01) :362-367
[3]   Visible and Reversible Restrict of Molecular Configuration by Copper Ion and Pyrophosphate [J].
Chang, Yongxin ;
Qin, Haijuan ;
Wang, Xue ;
Li, Xiaopei ;
Li, Minmin ;
Yang, Hang ;
Xu, Kuoxi ;
Qing, Guangyan .
ACS SENSORS, 2020, 5 (08) :2438-2447
[4]   Novel fluorescent probes for sequential detection of Cu2+ and citrate anion and application in living cell imaging [J].
Chang, Yongxin ;
Fu, Jiaxin ;
Yao, Kun ;
Li, Bai ;
Xu, Kuoxi ;
Pang, Xiaobin .
DYES AND PIGMENTS, 2019, 161 :331-340
[5]   Rapid detection of intracellular Cys over Hcy and GSH using a novel two-photon coumarinocoumarin-based colorimetric and fluorescent probe [J].
Chen, Chunyang ;
Zhou, Liuqing ;
Huang, Xin ;
Liu, Weisheng .
JOURNAL OF MATERIALS CHEMISTRY B, 2017, 5 (29) :5892-5897
[6]   Single near-infrared fluorescent probe with high- and low-sensitivity sites for sensing different concentration ranges of biological thiols with distinct modes of fluorescence signals [J].
Chen, Hua ;
Tang, Yonghe ;
Ren, Mingguang ;
Lin, Weiying .
CHEMICAL SCIENCE, 2016, 7 (03) :1896-1903
[7]   Determination of cysteine in human plasma by high-performance liquid chromatography and ultraviolet detection after pre-column derivatization with 2-chloro-1-methylpyridinium iodide [J].
Chwatko, G ;
Bald, E .
TALANTA, 2000, 52 (03) :509-515
[8]   A ratiometric fluorescent probe with DNBS group for biothiols in aqueous solution [J].
Dai, Xi ;
Zhang, Tao ;
Miao, Jun-Ying ;
Zhao, Bao-Xiang .
SENSORS AND ACTUATORS B-CHEMICAL, 2016, 223 :274-279
[9]   A novel 2-(Hydroxymethyl)quinolin-8-ol-based selective and sensitive fluorescence probe for Cd2+ ion in water and living cells [J].
Dai, Yanpeng ;
Yao, Kun ;
Fu, Jiaxin ;
Xue, Kun ;
Yang, Li ;
Xu, Kuoxi .
SENSORS AND ACTUATORS B-CHEMICAL, 2017, 251 :877-884
[10]   Acridine-based complex as amino acid anion fluorescent sensor in aqueous solution [J].
Dai, Yanpeng ;
Xu, Kuoxi ;
Li, Qian ;
Wang, Chaoyu ;
Liu, Xiaoyan ;
Wang, Peng .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2016, 157 :1-5
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