Phenothiazine-coumarin-pyridine hybrid as an efficient fluorescent probe for ratiometric sensing hypochlorous acid

被引:30
作者
Hao, Yuanqiang [1 ,2 ]
Zhang, Yintang [2 ]
Sun, Qiuling [2 ]
Chen, Shu [1 ]
Tang, Zilong [1 ]
Zeng, Rongjin [1 ]
Xu, Maotian [2 ]
机构
[1] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Key Lab Theoret Organ Chem & Funct Mol, Minist Educ, Xiangtan 411201, Peoples R China
[2] Shangqiu Normal Univ, Coll Chem & Chem Engn, Henan Key Lab Biomol Recognit & Sensing, Henan Joint Int Res Lab Chemobiosensing & Early D, Shangqiu 476000, Peoples R China
基金
中国国家自然科学基金;
关键词
Fluorescent probe; Hypochlorous acid; Ratiometric; Phenothiazine; Pyridine unit; REACTIVE OXYGEN; LIVING CELLS; HCLO; HOCL; ATTENUATION; NEUTROPHILS; WAVELENGTH; NITROGEN;
D O I
10.1016/j.microc.2021.106851
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Hypochlorous acid (HOCl) is one of the most potent reactive oxygen species and plays a vital role in many biological processes. Chemical probes for HOCl have proven to be valuable tools in understanding its contributions to healthy and disease states. Herein, a new ratiometric fluorescent probe (1), which composed of a coumarin scaffold bearing a phenothiazine moiety as the electron-donating group and a pyridine unit as the electron-accepting group, was rationally designed and synthesized for sensing HOCl. Probe 1 exhibited a distinct deep-red emission (similar to 630 nm), while displayed a completely different emission in the cyan region (similar to 500 nm) upon the addition of HOCl, thereby allowing the ratiometric detection of HOCl without spectral crosstalk interference. In addition, the presented probe has several other advantages for HOCl detection, including rapid response, high signal to noise ratio, excellent selectivity and sensitivity. Furthermore, the probe has shown the utility for visualizing HOCl in cells and organisms.
引用
收藏
页数:6
相关论文
共 70 条
[1]   An approach to the electrochemical activity of poly-(phenothiazines) by complementary electrochemical impedance spectroscopy and Vis-NIR spectroscopy [J].
Agrisuelas, J. ;
Garcia-Jareno, J. J. ;
Gimenez-Romero, D. ;
Vicente, F. .
ELECTROCHIMICA ACTA, 2010, 55 (21) :6128-6135
[2]   Phenothiazine-based derivatives for optoelectronic applications: A review [J].
Al-Busaidi, Idris Juma ;
Haque, Ashanul ;
Al Rasbi, Nawal K. ;
Khan, Muhammad S. .
SYNTHETIC METALS, 2019, 257
[3]   Oxidative stress in neurodegeneration: cause or consequence? [J].
Andersen, JK .
NATURE MEDICINE, 2004, 10 (07) :S18-S25
[4]   Syntheses, Charge Separation, and Inverted Bulk Heterojunction Solar Cell Application of Phenothiazine-Fullerene Dyads [J].
Blanco, Gwendolyn D. ;
Hiltunen, Arto J. ;
Lim, Gary N. ;
Kc, Chandra B. ;
Kaunisto, Kimmo M. ;
Vuorinen, Tommi K. ;
Nesterov, Vladimir N. ;
Lemmetyinen, Helge J. ;
D'Souza, Francis .
ACS APPLIED MATERIALS & INTERFACES, 2016, 8 (13) :8481-8490
[5]   Phenothiazine-MXene Aqueous Asymmetric Pseudocapacitors [J].
Boota, Muhammad ;
Becuwe, Matthieu ;
Gogotsi, Yury .
ACS APPLIED ENERGY MATERIALS, 2020, 3 (04) :3144-3149
[6]   Coumarin-Based Small-Molecule Fluorescent Chemosensors [J].
Cao, Duxia ;
Liu, Zhiqiang ;
Verwilst, Peter ;
Koo, Seyoung ;
Jangjili, Paramesh ;
Kim, Jong Seung ;
Lin, Weiying .
CHEMICAL REVIEWS, 2019, 119 (18) :10403-10519
[7]   Biphasic, Membrane-Free Zn/Phenothiazine Battery: Effects of Hydrophobicity of Redox Materials on Cyclability [J].
Chai, Jingchao ;
Lashgari, Amir ;
Eisenhart, Andrew E. ;
Wang, Xiao ;
Beck, Thomas L. ;
Jiang, Jianbing Jimmy .
ACS MATERIALS LETTERS, 2021, 3 (04) :337-343
[8]   Electrosynthesis of poly(aniline-co-azure B) for aqueous rechargeable zinc-conducting polymer batteries [J].
Chen, Chuanxiang ;
Gan, Zhengyang ;
Xu, Chao ;
Lu, Lin ;
Liu, Yinqiu ;
Gao, Yuhua .
ELECTROCHIMICA ACTA, 2017, 252 :226-234
[9]   A sulfite sensor based on electrocatalytic oxidation at a phenothiazine drop-coated screen-printed carbon electrode [J].
Chen, Pei-Yen ;
Chi, Yi-Ming ;
Yang, Hsueh-Hui ;
Shih, Ying .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2012, 675 :1-4
[10]   Aggregation-enhanced emission enables phenothiazine coumarin as a robust ratiometric fluorescent for rapid and selective detection of HClO [J].
Chen, Wenqiang ;
Li, Guofang ;
Chen, Chunfei ;
Sheng, Jiarong ;
Yang, Lei .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2020, 228