A novel pyrrole fused coumarin based highly sensitive and selective fluorescence chemosensor for detection of Cu2+ ions and applications towards live cell imaging

被引：42

作者：

Mukherjee, Sayan ^{[1
]}

Hazra, Subhenjit ^{[1
]}

Chowdhury, Sourav ^{[2
]}

Sarkar, Soumen ^{[1
,3
]}

Chattopadhyay, Krishnananda ^{[2
]}

Pramanik, Animesh ^{[1
]}

机构：

[1] Univ Calcutta, Dept Chem, 92 APC Rd, Kolkata 700009, India

[2] CSIR Indian Inst Chem Biol, Struct Biol & Bioinformat Div, Prot Folding & Dynam Lab, 4 Raja SC Mullick Rd, Kolkata 700032, India

[3] Balurghat Coll, Dept Chem, Dakshin Dinajpur 733103, India

来源：

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 2018年 / 364卷

关键词：

Pyrrolocoumarin; Cu2+; Fluorescence; Turn-off; Cell imaging; SOLID-PHASE EXTRACTION; COPPER HOMEOSTASIS; SOLVENT POLARITY; TRACE AMOUNTS; SCHIFF-BASE; PROBE; SENSOR; RECOGNITION; CU(II); MERCURY;

D O I：

10.1016/j.jphotochem.2018.07.004

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 pyrrole fused coumarin based simple and practicable molecular probe has been synthesized under metal free green conditions which can recognize copper (II) in acetonitrile solvent. The synthesized probe displayed fluorescence quenching through selective binding with Cu2+ over other competitive metal ions. Job's plot, H-1 NMR titration and Mass spectral study revealed that the most abundant species formed when metal to ligand ratio was 1:1. The limit of detection (LOD) for Cu2+ was found to be 11.3 nM or 2 ppb which is significantly lower than the maximum contaminant level (1.3 ppm of Cu), according to United State Environmental Protection Agency (USEPA). The fluorescent sensor was highly cell permeable and illustrated fluorescence 'Turn-Off in presence of Cu2+ ions in fluorescent imaging of human cervical cancer (HeLa) cell.

引用

页码：635 / 644

页数：10

共 64 条

[51] The role of copper in neurodegenerative disease [J].

Waggoner, DJ ;

Bartnikas, TB ;

Gitlin, JD .

NEUROBIOLOGY OF DISEASE, 1999, 6 (04) :221-230

[52] Design, Synthesis, and Evaluation of Coumarin-Based Molecular Probes for Imaging of Myelination [J].

Wang, Changning ;

Wu, Chunying ;

Zhu, Junqing ;

Miller, Robert H. ;

Wang, Yanming .

JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (07) :2331-2340

[53] Graphene quantum dots as a fluorescent sensing platform for highly efficient detection of copper(II) ions [J].

Wang, Fengxiang ;

Gu, Zhenyan ;

Lei, Wu ;

Wang, Wenjuan ;

Xia, Xifeng ;

Hao, Qingli .

SENSORS AND ACTUATORS B-CHEMICAL, 2014, 190 :516-522

[54] A highly sensitive and selective naked-eye probe for detecting copper ion based on 2,3-modified Bodipy derivatives [J].

Wang, Jianbo ;

Xie, Yajie ;

Wang, Zhuan ;

Song, QinHua .

SENSORS AND ACTUATORS B-CHEMICAL, 2014, 194 :149-155

[55] BINOL-Based Fluorescent Sensor for Recognition of Cu(II) and Sulfide Anion in Water [J].

Wang, Ming-Qi ;

Li, Kun ;

Hou, Ii-Ting ;

Wu, Ming-Yu ;

Huang, Zeng ;

Yu, Xiao-Qi .

JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (18) :8350-8354

[56] Molecular Probes for Imaging Myelinated White Matter in CNS [J].

Wu, Chuying ;

Wei, Jinjun ;

Tian, Donghua ;

Feng, Yue ;

Miller, Robert H. ;

Wang, Yanming .

JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (21) :6682-6688

[57] Solid phase extraction and determination of ultra trace amounts of mercury(II) using octadecyl silica membrane disks modified by hexathia-18-crown-6-tetraone and cold vapour atomic absorption spectrometry [J].

Yamini, Y ;

Alizadeh, N ;

Shamsipur, M .

ANALYTICA CHIMICA ACTA, 1997, 355 (01) :69-74

[58] A rhodamine-based colorimetric and reversible fluorescent chemosensor for selectively detection of Cu2+ and Hg2+ ions [J].

Yang, Yang ;

Gao, Chaoying ;

Li, Bin ;

Xu, Liang ;

Duan, Limei .

SENSORS AND ACTUATORS B-CHEMICAL, 2014, 199 :121-126

[59] A highly sensitive, selective, colorimetric and near-infrared fluorescent turn-on chemosensor for Cu2+ based on BODIPY [J].

Yin, Shouchun ;

Leen, Volker ;

Van Snick, Sven ;

Boens, Noel ;

Dehaen, Wim .

CHEMICAL COMMUNICATIONS, 2010, 46 (34) :6329-6331

[60] EXTRACTION OF GOLD AND MERCURY FROM SEA-WATER WITH BISMUTH DIETHYLDITHIOCARBAMATE PRIOR TO NEUTRON-ACTIVATION GAMMA-SPECTROMETRY [J].

YU, JC ;

LO, JM ;

WAI, CM .

ANALYTICA CHIMICA ACTA, 1983, 154 (NOV) :307-312

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