A simple coumarin-based fluorescent probe for specific detection of cysteine over homocysteine and glutathione

被引:0
作者
Haixia Qiao
Yali Meng
Yanxia Zhang
Jiaxing Sun
Tao Wang
Xiaojie Zhang
Feifan Wang
Yan-Fei Kang
机构
[1] Hebei North University,College of Laboratory Medicine
[2] Center for Disease Control and Prevention,undefined
[3] First Hospital of Zhangjiakou City,undefined
来源
Chemical Papers | 2018年 / 72卷
关键词
Cysteine; Fluorescence; Probe; Coumarin; Bioimaging;
D O I
暂无
中图分类号
学科分类号
摘要
In this work, we designed and synthesized 3-cyano-2-oxo-2H-chromen-7-yl acrylate as a simple and effective probe 1, which is capable of detecting cysteine (Cys) over other biothiols, such as homocysteine and glutathione. Remarkably, with the addition of cysteine, the 125-fold increase in fluorescence intensity of probe 1 was observed at 450 nm with excitation at 413 nm and 5 min incubation time. Furthermore, it is more important that probe 1 possesses the detection limit of 80 nM, and there is good linear relationship between fluorescence intensity and concentration of Cys from 0 to 100 μM. Thus, these made a powerful safeguard for the detection of Cys in the biological system. Simultaneously, probe 1 showed low toxicity and could be used in living cell imaging.
引用
收藏
页码:1461 / 1466
页数:5
相关论文
共 176 条
[11]  
Miao JY(2014)Selective fluorescent probe for cysteine and its imaging in live cells RSC Adv 4 64183-64186
[12]  
Zhao BX(2015)Exceptional time response, stability and selectivity in doubly-activated phenyl selenium-based glutathione-selective platform Chem Sci 6 5435-5439
[13]  
Dai X(2010)New strategies for fluorescent probe design in medical diagnostic imaging Chem Rev 110 2620-2640
[14]  
Kong X(2013)A concise preparation of the fluorescent amino acid l-(7-hydroxycoumarin-4-yl) ethylglycine and extension of its utility in solid phase peptide synthesis Bioorg Med Chem 21 553-559
[15]  
Lin W(2013)A luminescent G-quadruplex switch-on probe for the highly selective and tunable detection of cysteine and glutathione Chem Commun 49 771-773
[16]  
Fan J(2009)A fluorescent chemodosimeter specific for cysteine: effective discrimination of cysteine from homocysteine Chem Commun 116 727-737
[17]  
Wang ZY(2012)Molecular origins of optoelectronic properties in coumarin dyes: toward designer solar cell and laser applications J Phys Chem A 117 14130-14141
[18]  
Zhu HJ(2013)Molecular origins of optoelectronic properties in coumarins 343, 314T, 445, and 522B Phys Chem C 52 2242-2249
[19]  
Fu NY(1980)Guidelines for data acquisition and data quality evaluation in environmental chemistry Anal Chem 15 3630-3633
[20]  
Fu YJ(2013)Highly fluorescent and specific molecular probing of (homo)cysteine or superoxide: biothiol detection confirmed in living neuronal cells Org Lett 4 46513-46516