A coumarin-based reversible fluorescent probe for Cu2+ and S2- and its applicability in vivo and for organism imaging

被引:10
作者
Lu, Wen [1 ]
Shi, Jiuzhou [1 ]
Chen, Jichao [2 ]
Sun, Lu [1 ]
Shao, Lingcen [1 ]
Ren, Hongyu [1 ]
Huang, Mengmeng [1 ]
Wang, Yanqin [1 ]
Yang, Shilong [3 ]
Li, Xu [1 ]
机构
[1] Nanjing Forestry Univ, Coll Sci, Nanjing 210037, Jiangsu, Peoples R China
[2] Nanjing Forestry Univ, Coll Chem Engn, Nanjing 210037, Jiangsu, Peoples R China
[3] Nanjing Forestry Univ, Adv Anal & Testing Ctr, Nanjing 210037, Jiangsu, Peoples R China
关键词
SEQUENTIAL DETECTION; HYDROGEN-SULFIDE; OXIDATIVE STRESS; AQUEOUS-MEDIA; COPPER; SENSOR; CELLS; ZINC; CHEMOSENSOR; RECOGNITION;
D O I
10.1039/d1nj01951a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This study describes the synthesis of a coumarin-based reversible fluorescent probe BuCAC for the detection of Cu2+ and S2- in CH3CN : PBS (v/v = 8 : 2, pH = 7.4) solution. The resulting BuCAC exhibited high sensitivity (detection limit = 3.03 x 10(-7) M) and selectivity towards Cu2+ through a 2 : 1 binding mode. In the presence of S2-, the BuCAC-Cu2+ recovered to BuCAC and CuS, which in turn perform the function of a sensitive probe with a lower detection limit of about 1.7 x 10(-7) M. This "on-off-on" process can easily occur in 1 min with a repetition of at least 5 times. The sensing mechanism was confirmed by Job's plot analysis, MS, and density theory calculation. Besides, fluorescence imaging in zebrafish, HeLa cells, and soybean root tissue revealed that the probe BuCAC could serve as a valuable tool for monitoring and tracking intracellular Cu2+ and S2- while benefiting from its excellent fluorescence performance and lower cytotoxicity.
引用
收藏
页码:11983 / 11991
页数:9
相关论文
共 53 条
[1]   A rhodamine-based fluorescent sensor for selective detection of Cu2+ in aqueous media: Synthesis and spectroscopic properties [J].
Abebe, Fasil ;
Perkins, Pierce ;
Shaw, Roosevelt ;
Tadesse, Solomon .
JOURNAL OF MOLECULAR STRUCTURE, 2020, 1205
[2]   Luminescent probes for the bioimaging of small anionic species in vitro and in vivo [J].
Ashton, Trent D. ;
Jolliffe, Katrina A. ;
Pfeffer, Frederick M. .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (14) :4547-4595
[3]   Synthesis of methionine methyl ester-modified coumarin as the fluorescent-colorimetric chemosensor for selective detection Cu2+ with application in molecular logic gate [J].
Bai, Cui-Bing ;
Fan, Hai-Yun ;
Qiao, Rui ;
Wang, Sheng-Nan ;
Wei, Biao ;
Meng, Qian ;
Wang, Zi-Qian ;
Liao, Jia-Xin ;
Zhang, Jie ;
Zhang, Lin ;
Chen, Shui-Sheng ;
Miao, Hui .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2019, 216 :45-51
[4]   Biological metals and metal-targeting compounds in major neurodegenerative diseases [J].
Barnham, Kevin J. ;
Bush, Ashley I. .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (19) :6727-6749
[5]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[6]  
CARPENTIERI U, 1986, CANCER RES, V46, P981
[7]   SERUM ULTRAFILTERABLE COPPER, TOTAL COPPER AND CERULOPLASMIN CONCENTRATIONS IN GYNECOLOGICAL CARCINOMAS [J].
CHAN, A ;
WONG, F ;
ARUMANAYAGAM, M .
ANNALS OF CLINICAL BIOCHEMISTRY, 1993, 30 :545-549
[8]   Insight into triphenylamine and coumarin serving as copper (II) sensors with "OFF" strategy and for bio-imaging in living cells [J].
Chen, Hong ;
Yang, Ping ;
Li, Yahui ;
Zhang, Lilei ;
Ding, Feng ;
He, Xiaojun ;
Shen, Jianliang .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2020, 224
[9]   Benzimidazobenzothiazole-Based Bipolar Hosts to Harvest Nearly All of the Excitons from Blue Delayed Fluorescence and Phosphorescent Organic Light-Emitting Diodes [J].
Cui, Lin-Song ;
Kim, Jong Uk ;
Nomura, Hiroko ;
Nakanotani, Hajime ;
Adachi, Chihaya .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (24) :6864-6868
[10]   Highly sensitive and selective "naked eye" sensing of Cu(II) by a novel acridine-based sensor both in aqueous solution and on the test kit [J].
Dai, Qiuzi ;
Gao, Chunmei ;
Liu, Yijia ;
Liu, Haiyang ;
Xiao, Boren ;
Chen, Chengken ;
Chen, Jiwei ;
Yuan, Zigao ;
Jiang, Yuyang .
TETRAHEDRON, 2018, 74 (44) :6459-6464