Hg2+-selective fluorogenic signaling probe based on the hydrolysis of hydrazone

被引：11

作者：

Choi, Myung Gil ^{[1
]}

Ryu, Hyein ^{[1
]}

Han, Min Su ^{[2
]}

Chang, Suk-Kyu ^{[1
]}

机构：

[1] Chung Ang Univ, Dept Chem, Seoul 06974, South Korea

[2] Gwangju Inst Sci & Technol, Dept Chem, Gwangju 61005, South Korea

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 39期

关键词：

Hg2+ ions; Fluorescence signaling; Hydrazone hydrolysis; Methoxynaphthaldehyde; Smartphone; FLUORESCENT CHEMOSENSOR; AQUEOUS-MEDIA; HG2+ IONS; TURN-ON; LIVING SYSTEMS; MERCURY; WATER; CHEMODOSIMETER; SENSOR; 1,3-DITHIANE;

D O I：

10.1016/j.tetlet.2016.08.048

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple Hg2+ elective fluorogenic signaling probe based on methoxynaphthalene hydrazone was investigated. Hydrazone 1 gave prominent fluorescent signals in response to Hg2+ ions in a 1:1 mixture of acetate buffer (pH 4.8) and DMSO. The fluorescence signaling was due to the Hg2+-selective hydrolysis of hydrazone to afford the strongly fluorescent methoxynaphthaldehyde. Hg2+-selective signaling of 1 was not affected by the presence of representative metal ions as the background. Hg2+-selective fluorescence signaling by 1 was possible with a detection limit of 6.0 x 10(-6) M. As a practical application, convenient detection of Hg2+ ions using a smartphone as a portable signaling processor was conducted. (C) 2016 Elsevier Ltd. All rights reserved.

引用

收藏

页码：4360 / 4363

页数：4

相关论文

共 48 条

[1] Development and Applications of Fluorogenic Probes for Mercury(II) Based on Vinyl Ether Oxymercuration [J].

Ando, Shin ;

Koide, Kazunori .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (08) :2556-2566

[2] Recognition- and Reactivity-Based Fluorescent Probes for Studying Transition Metal Signaling in Living Systems [J].

Aron, Allegra T. ;

Ramos-Torres, Karla M. ;

Cotruvo, Joseph A., Jr. ;

Chang, Christopher J. .

ACCOUNTS OF CHEMICAL RESEARCH, 2015, 48 (08) :2434-2442

[3] Diarylsemicarbazones:: synthesis, antineoplastic activity and topoisomerase I inhibition assay [J].

Asís, SE ;

Bruno, AM ;

Martínez, AR ;

Sevilla, MV ;

Gaozza, CH ;

Romano, AM ;

Coussio, JD ;

Ciccia, G .

FARMACO, 1999, 54 (08) :517-523

[4] Synthesis and properties of hydrazones bearing amide, thioamide and amidine functions [J].

Belskaya, Nataliya P. ;

Dehaen, Wim ;

Bakulev, Vasiliy A. .

ARKIVOC, 2010, :275-332

[5] Ecological effects, transport, and fate of mercury: a general review [J].

Boening, DW .

CHEMOSPHERE, 2000, 40 (12) :1335-1351

[6] Fluorescent Sensors for Measuring Metal Ions in Living Systems [J].

Carter, Kyle P. ;

Young, Alexandra M. ;

Palmer, Amy E. .

CHEMICAL REVIEWS, 2014, 114 (08) :4564-4601

[7] FLUOROMETRIC CHEMODOSIMETRY - MERCURY(II) AND SILVER(I) INDICATION IN WATER VIA ENHANCED FLUORESCENCE SIGNALING [J].

CHAE, MY ;

CZARNIK, AW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (24) :9704-9705

[8] A selenolactone-based fluorescent chemodosimeter to monitor mecury/methylmercury species in vitro and in vivo [J].

Chen, Xiaoqiang ;

Baek, Kyung-Hwa ;

Kim, Youngmee ;

Kim, Sung-Jin ;

Shin, Injae ;

Yoon, Juyoung .

TETRAHEDRON, 2010, 66 (23) :4016-4021

[9] A new "turn-on" chemodosimeter for Hg2+: ICT fluorophore formation via Hg2+-induced carbaldehyde recovery from 1,3-dithiane [J].

Chen, Yuncong ;

Zhu, Chengcheng ;

Yang, Zhenghao ;

Li, Jing ;

Jiao, Yang ;

He, Weijiang ;

Chen, Junjie ;

Guo, Zijian .

CHEMICAL COMMUNICATIONS, 2012, 48 (42) :5094-5096

[10] Hg2+-selective chromogenic and fluorogenic chemodosimeter based on thiocoumarins [J].

Choi, Myung Gil ;

Kim, Youn Hwan ;

Namgoong, Ji Eun ;

Chang, Suk-Kyu .

CHEMICAL COMMUNICATIONS, 2009, (24) :3560-3562

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