A novel near-infrared and naked-eye fluorescence probe with a large stokes shift for specific detection of cysteine and its application in living cells

被引：9

作者：

Ge, Chunpo ^{[1
]}

Shen, Fengge ^{[1
]}

Yin, Yanyan ^{[2
]}

Zhou, Pingxin ^{[1
]}

Lu, Chengbiao ^{[1
]}

机构：

[1] Xinxiang Med Univ, Sch Basic Med Sci, Xinxiang 453003, Henan, Peoples R China

[2] Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China

来源：

TETRAHEDRON LETTERS | 2020年 / 61卷 / 23期

基金：

美国国家科学基金会;

关键词：

Fluorescent probe; Cysteine detection; Near-Infrared; Cell imaging; HIGHLY SELECTIVE DETECTION; IN-VIVO; GLUTATHIONE; HOMOCYSTEINE; STRATEGIES; RISK; CYS;

D O I：

10.1016/j.tetlet.2020.151963

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cysteine (Cys) is a sulfur-containing nutritional amino acid that plays an important role in the physiological function of living systems. We developed a near-infrared fluorescence probe, TMN-NH2-Cys. Upon the treatment with Cys, TMN-NH2-Cys exhibited a large Stokes shift (180 nm) and a visible colour change. TMN-NH2-Cys can selective detect Cys over homocysteine and glutathione. The probe was synthesised by a simple and high yielding three-step reaction. In addition, the probe exhibited a low cytotoxicity, and could be applied to the imaging of endogenous Cys with fluorescence enhancement. (C) 2020 Elsevier Ltd. All rights reserved.

引用

页数：5

共 36 条

[1] A new fluorescent probe for specific detection of cysteine with facile preparation and living cell imaging [J].

Chen, Dugang ;

Long, Zi ;

Dang, Yecheng ;

Chen, Li .

DYES AND PIGMENTS, 2019, 166 :266-271

[2] An enhanced fluorescence sensor for specific detection Cys over Hcy/GSH and its bioimaging in living cells [J].

Chen, Tinggui ;

Pei, Xueying ;

Yue, Yongkang ;

Huo, Fangjun ;

Yin, Caixia .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2019, 209 :223-227

[3] Fluorescent and colorimetric probes for detection of thiols [J].

Chen, Xiaoqiang ;

Zhou, Ying ;

Peng, Xiaojun ;

Yoon, Juyoung .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (06) :2120-2135

[4] A novel isophorone-based red-emitting/NIR probe for thiophenol and its application in real water sample and vivo [J].

Cheng, Yu ;

Ma, Fulong ;

Gu, Xiaofei ;

Liu, Zhe ;

Zhang, Xiuxuan ;

Xue, Tianzi ;

Zheng, Yu ;

Qi, Zhengjian .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2019, 210 :281-288

[5] Glutathione: Overview of its protective roles, measurement, and biosynthesis [J].

Forman, Henry Jay ;

Zhang, Hongqiao ;

Rinna, Alessandra .

MOLECULAR ASPECTS OF MEDICINE, 2009, 30 (1-2) :1-12

[6]

Hasan T, 2019, EXP MOL MED, V51

[7] A dicyanoisophorone-based near-infrared fluorescent probe and its application for detecting thiophenols in water and living cells [J].

Hong, Jiaxin ;

Xia, Qingfeng ;

Feng, Weiyong ;

Feng, Guoqiang .

DYES AND PIGMENTS, 2018, 159 :604-609

[8] Small molecule fluorescent probes of protein vicinal dithiols [J].

Hu, Guodong ;

Jia, Huiyi ;

Zhao, Lanning ;

Cho, Dong-Hyung ;

Fang, Jianguo .

CHINESE CHEMICAL LETTERS, 2019, 30 (10) :1704-1716

[9] Nonequilibrium thermodynamics of thiol/disulfide redox systems: A perspective on redox systems biology [J].

Kemp, Melissa ;

Go, Young-Mi ;

Jones, Dean P. .

FREE RADICAL BIOLOGY AND MEDICINE, 2008, 44 (06) :921-937

[10] Fluorescent probes for the simultaneous detection of multiple analytes in biology [J].

Kolanowski, Jacek L. ;

Liu, Fei ;

New, Elizabeth J. .

CHEMICAL SOCIETY REVIEWS, 2018, 47 (01) :195-208

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