Construction of a coumarin based fluorescent sensing platform for palladium and hydrazine detection

被引:53
作者
Ding, Yubin [1 ]
Zhao, Shu [1 ]
Wang, Qingqing [1 ]
Yu, Xiang [1 ]
Zhang, Weihua [1 ]
机构
[1] Nanjing Agr Univ, Coll Sci, Dept Chem, Jiangsu Key Lab Pesticide Sci, Nanjing 210095, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Coumarin; Fluorescent probe; Ratiometric; Palladium; Hydrazine; IN-VIVO APPLICATIONS; LIVING CELLS; PROBE; MECHANISM; SENSOR; VISUALIZATION; MITOCHONDRIA; VITRO; WATER;
D O I
10.1016/j.snb.2017.10.119
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Designing high performance signal turn on or ratiometric fluorescent probes for detecting hazardous substances is of great importance and challenging. In this paper, two coumarin-based fluorescent probes C1 and C2 with allyl carbonate and propargyl as their respective fluorescence masking groups were designed and synthesized for detecting both palladium and hydrazine. Probe C1 showed highly selective and sensitive fluorescence turn on response towards Pd-0 over all other tested metal ions including Pd2+. Whereas a large ratiometric fluorescence response towards Pd-0 was observed for probe C2. The detection limits for Pd-0 were determined to be 33 nM and 14 nM for C1 and C2, respectively. Taking advantages of the high Pd-0 selectivity of C1 and the metal ion reducing ability of hydrazine, we further successfully developed a new strategy for hydrazine detection, which is based on the reduction of Pd2+ to Pd-0 by hydrazine and subsequent Pd-0-induced removal of the allyl carbonate fluorescence masking group in C1. The C1-Pd2+ sensing system was determined to be selective for hydrazine detection over other tested amines with a detection limit calculated to be 37 nM (similar to 1.2 ppb). (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:1107 / 1113
页数:7
相关论文
共 44 条
[1]   Specific receptor for hydrazine: mapping the in situ release of hydrazine in live cells and in an in vitro enzymatic assay [J].
Ali, Firoj ;
Anila, H. A. ;
Taye, Nandaraj ;
Mogare, Devraj G. ;
Chattopadhyay, Samit ;
Das, Amitava .
CHEMICAL COMMUNICATIONS, 2016, 52 (36) :6166-6169
[2]  
[Anonymous], 1999, Integrated Risk Information System (IRIS)
[3]   SYNTHESIS AND ANTI-BACTERIAL ACTIVITIES OF NEW (ALPHA-HYDRAZINOBENZYL)CEPHALOSPORINS [J].
BALSAMO, A ;
MACCHIA, B ;
MACCHIA, F ;
ROSSELLO, A ;
GIANI, R ;
PIFFERI, G ;
PINZA, M ;
BROCCALI, G .
JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (11) :1648-1650
[4]   GC-MS-based metabolomics reveals mechanism of action for hydrazine induced hepatotoxicity in rats [J].
Bando, Kiyoko ;
Kunimatsu, Takeshi ;
Sakai, Jun ;
Kimura, Juki ;
Funabashi, Hitoshi ;
Seki, Takaki ;
Bamba, Takeshi ;
Fukusaki, Eiichiro .
JOURNAL OF APPLIED TOXICOLOGY, 2011, 31 (06) :524-535
[5]  
Chan J, 2012, NAT CHEM, V4, P973, DOI [10.1038/NCHEM.1500, 10.1038/nchem.1500]
[6]   TICT based fluorescence "turn-on" hydrazine probes [J].
Chen, Bin ;
Sun, Xi ;
Li, Xin ;
Agren, Hans ;
Xie, Yongshu .
SENSORS AND ACTUATORS B-CHEMICAL, 2014, 199 :93-100
[7]   Recent progress in the development of fluorescent, luminescent and colorimetric probes for detection of reactive oxygen and nitrogen species [J].
Chen, Xiaoqiang ;
Wang, Fang ;
Hyun, Ji Young ;
Wei, Tingwen ;
Qiang, Jian ;
Ren, Xintong ;
Shin, Injae ;
Yoon, Juyoung .
CHEMICAL SOCIETY REVIEWS, 2016, 45 (10) :2976-3016
[8]   Selective Visualization of the Endogenous Peroxynitrite in an Inflamed Mouse Model by a Mitochondria-Targetable Two-Photon Ratiometric Fluorescent Probe [J].
Cheng, Dan ;
Pan, Yue ;
Wang, Lu ;
Zeng, Zebing ;
Yuan, Lin ;
Zhang, Xiaobing ;
Chang, Young-Tae .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (01) :285-292
[9]   Hydrazine-Selective Chromogenic and Fluorogenic Probe Based on Levulinated Coumarin [J].
Choi, Myung Gil ;
Hwang, Jiyoung ;
Moon, Jung Ok ;
Sung, Jaeyoung ;
Chang, Suk-Kyu .
ORGANIC LETTERS, 2011, 13 (19) :5260-5263
[10]   Reaction-based fluorescent sensor for investigating mobile Zn2+ in mitochondria of healthy versus cancerous prostate cells [J].
Chyan, Wen ;
Zhang, Daniel Y. ;
Lippard, Stephen J. ;
Radford, Robert J. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2014, 111 (01) :143-148