Design and synthesis of a new selective fluorescent chemical sensor for Cu2+ based on a Pyrrole moiety and a Fluorescein conjugate

被引:45
作者
Bao, Xiaofeng [1 ]
Cao, Qiansheng [1 ]
Wu, Xiaolei [1 ]
Shu, Hai [1 ]
Zhou, Baojing [3 ]
Geng, Yougliang [3 ]
Zhu, Jing [2 ]
机构
[1] Nanjing Univ Sci & Technol, Sch Environm & Biol Engn, Dept Biochem Engn, 200 Xiaolinwei, Nanjing 210094, Jiangsu, Peoples R China
[2] Nanjing Univ Chinese Med, Dept Pharm, 138 Xianlin Dadao, Nanjing 210023, Jiangsu, Peoples R China
[3] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Jiangsu, Peoples R China
基金
中国国家自然科学基金; 高等学校博士学科点专项科研基金;
关键词
Fluorescein; Pyrrole; Chemical sensor; Cu2+; RHODAMINE-B; PROBE; CHEMOSENSOR; NANOPARTICLES; RECOGNITION; IONS;
D O I
10.1016/j.tetlet.2016.01.056
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new fluorescein derivative, namely, (E)-2-(((1H-pyrrol-2-yl)methylene)amino)-3',6'-dihydroxyspiro [isoindoline-1,9'-xanthenl-3-one (FLPY), was designed, synthesized, and structurally characterized to develop a chemosensor. The interactions of FLPY with different metal ions have been studied over UV-vis absorption spectra and fluorescent spectra. The results show that FLPY exhibits high sensitivity and selectivity toward Cu2+ among many other metal cations in a DMSO/HEPES (3:1, v/v, 1 mM, pH 7.2) solution. The binding association constant (Ka) of FLPY for Cu based on a 1:1 stoichiometry was estimated to be 1.29 x 10(4) M-1 in the solution. The detection limit of Cu2+ by FLPY was further determined to be 0.296 M. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:942 / 948
页数:7
相关论文
共 35 条
[1]   Calculation of net emission coefficient of electrical discharge machining arc plasmas in mixtures of nitrogen with graphite, copper and tungsten [J].
Adineh, V. R. ;
Coufal, O. ;
Bartlova, M. .
JOURNAL OF PHYSICS D-APPLIED PHYSICS, 2015, 48 (40)
[2]   Synthesis and evaluation of a new Rhodamine B and Di(2-picolyl) amine conjugate as a highly sensitive and selective chemosensor for Al3+ and its application in living-cell imaging [J].
Bao, Xiaofeng ;
Cao, Qiansheng ;
Xu, Yazhou ;
Gao, Yuanxue ;
Xu, Yuan ;
Nie, Xuemei ;
Zhou, Baojing ;
Pang, Tao ;
Zhu, Jing .
BIOORGANIC & MEDICINAL CHEMISTRY, 2015, 23 (04) :694-702
[3]   A new Rhodamine B-based 'on-off' chemical sensor with high selectivity and sensitivity toward Fe3+ and its imaging in living cells [J].
Bao, Xiaofeng ;
Shi, Jiaxin ;
Nie, Xuemei ;
Zhou, Baojing ;
Wang, Xinlong ;
Zhang, Luyong ;
Liao, Hong ;
Pang, Tao .
BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (17) :4826-4835
[4]   Nonlinear Optical Molecular Switches as Selective Cation Sensors [J].
Champagne, Benoit ;
Plaquet, Aurelie ;
Pozzo, Jean-Luc ;
Rodriguez, Vincent ;
Castet, Frederic .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (19) :8101-8103
[5]   In-situ LA-ICP-MS trace elemental analyses of magnetite: Cu-(Au, Fe) deposits in the Khetri copper belt in Rajasthan Province, NW India [J].
Chen, Wei Terry ;
Zhou, Mei-Fu ;
Li, Xiaochun ;
Gao, Jian-Feng ;
Hou, Kejun .
ORE GEOLOGY REVIEWS, 2015, 65 :929-939
[6]   Synthesis of a highly selective bis-rhodamine chemosensor for naked-eye detection of Cu2+ ions and its application in bio-imaging [J].
Chereddy, Narendra Reddy ;
Thennarasu, Sathiah .
DYES AND PIGMENTS, 2011, 91 (03) :378-382
[7]   Copper pathology in vulnerable brain regions in Parkinson's disease [J].
Davies, Katherine M. ;
Bohic, Sylvain ;
Carmona, Asuncion ;
Ortega, Richard ;
Cottam, Veronica ;
Hare, Dominic J. ;
Finberg, John P. M. ;
Reyes, Stefanie ;
Halliday, Glenda M. ;
Mercer, Julian F. B. ;
Double, Kay L. .
NEUROBIOLOGY OF AGING, 2014, 35 (04) :858-866
[8]  
Fasil A., 2011, TETRAHEDRON LETT, V52, P5234
[9]   Copper in Alzheimer's disease: Implications in amyloid aggregation and neurotoxicity [J].
Gamez, Patrick ;
Caballero, Ana B. .
AIP ADVANCES, 2015, 5 (09)
[10]   Coumarin-Based Turn-On Fluorescence Probe for Specific Detection of Glutathione over Cysteine and Homocysteine [J].
He, Longwei ;
Xu, Qiuyan ;
Liu, Yong ;
Wei, Haipeng ;
Tang, Yonghe ;
Lin, Weiying .
ACS APPLIED MATERIALS & INTERFACES, 2015, 7 (23) :12809-12813