A Novel Benzimidazole-Based Fluorescence Probe for Detecting Zinc Ion in Aqueous Solution and Zebrafish

被引:24
作者
Yun, Jin Yeong [1 ]
Kim, Ahran [1 ]
Hwang, Suh Mi [1 ]
Yun, Dongju [1 ]
Lee, Hyojin [2 ]
Kim, Ki-Tae [2 ]
Kim, Cheal [1 ]
机构
[1] Seoul Natl Univ Sci & Technol, Dept Fine Chem, Seoul 01811, South Korea
[2] Seoul Natl Univ Sci & Technol, Dept Environm Engn, Seoul 01811, South Korea
基金
新加坡国家研究基金会;
关键词
Zinc sensor; DFT-calculations; Zebrafish imaging; SELECTIVE DETECTION; SEQUENTIAL DETECTION; SENSITIVE DETECTION; LIVING CELLS; ZN2+; SENSOR; CHEMOSENSOR; RECOGNITION; WATER; PYROPHOSPHATE;
D O I
10.1246/bcsj.20180390
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel selective and sensitive chemosensor, (E)-1-((((1H-benzo[d]imidazol-2-yl)methyl)imino)methyl)naphthalen-2-ol (BIN), was developed for fluorescence detection of Zn2+. The compound BIN acts as a fluorescent "turn-on" detector for Zn2+. The limit of detection (2.26 mu M) for zinc ion is well below the WHO standard (76.0 mu M). Probe BIN can be chemically reversible with ethylenediaminetetraacetic acid (EDTA). The binding mechanism of BIN with zinc ion was demonstrated by fluorescence, UV-visible, electrospray ionization mass spectroscopy, (HNMR)-H-1 titration and calculations. Importantly, probe BIN could be applied to determine zinc ion in water samples and living zebrafish.
引用
收藏
页码:961 / 966
页数:6
相关论文
共 59 条
[1]   Fluorescence sensor for sequential detection of zinc and phosphate ions [J].
An, Miran ;
Kim, Bo-Yeon ;
Seo, Hansol ;
Helal, Aasif ;
Kim, Hong-Seok .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2016, 169 :87-94
[2]  
[Anonymous], J PHYS CHEM A
[3]   Design of a highly sensitive and selective bulk optode based on fluorescence enhancement of N,N′-bis-(1-hydroxyphenylimine)2,2′-pyridil Schiff base: Monitoring of zinc(II) ion in real samples and DFT calculation [J].
Aziz, Ayman A. Abdel ;
Seda, Sabry H. ;
Mohammed, Soha F. .
SENSORS AND ACTUATORS B-CHEMICAL, 2016, 223 :566-575
[4]   A turn-on fluorescence chemosensor based on a tripodal amine [tris(pyrrolyl-α-methyl)amine]-rhodamine conjugate for the selective detection of zinc ions [J].
Balamurugan, Rathinam ;
Chang, Wen-I ;
Zhang, Yandison ;
Fitriyani, Sri ;
Liu, Jui-Hsiang .
ANALYST, 2016, 141 (18) :5456-5462
[5]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[6]   Photoluminescence imaging of Zn2+ in living systems [J].
Chen, Yuncong ;
Bai, Yang ;
Han, Zhong ;
He, Weijiang ;
Guo, Zijian .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (14) :4517-4546
[7]   Turn-on fluorescent chemosensor for selective detection of Zn2+ in an aqueous solution: Experimental and theoretical studies [J].
Choi, Ye Won ;
You, Ga Rim ;
Lee, Jae Jun ;
Kim, Cheal .
INORGANIC CHEMISTRY COMMUNICATIONS, 2016, 63 :35-38
[8]   A highly selective and biocompatible chemosensor for sensitive detection of zinc(II) [J].
Dey, Sudipto ;
Roy, Ankita ;
Maiti, Guru Prasad ;
Mandal, Sushil Kumar ;
Banerjee, Piyali ;
Roy, Partha .
NEW JOURNAL OF CHEMISTRY, 2016, 40 (02) :1365-1376
[9]   A reversible "turn-on" fluorescent sensor for selective detection of Zn2+ [J].
Dong, Wen-Kui ;
Akogun, Sunday Folaranmi ;
Zhang, Yang ;
Sun, Yin-Xia ;
Dong, Xiu-Yan .
SENSORS AND ACTUATORS B-CHEMICAL, 2017, 238 :723-734
[10]   An investigation of some Schiff base derivatives as chemosensors for Zn (II): The performance characteristics and potential applications [J].
Ergun, Ece ;
Ergun, Umit ;
Ileri, Ozgur ;
Kucukmuzevir, Muhammed Fatih .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2018, 203 :273-286