High selective distinguishable detection GSH and H2S based on steric configuration of molecular in Vivo

被引：25

作者：

Li, Jing ^{[1
]}

Yin, Caixia ^{[1
]}

Zhang, Yongbin ^{[2
]}

Yue, Yongkang ^{[2
]}

Chao, Jianbin ^{[2
]}

Huo, Fangjun ^{[2
]}

机构：

[1] Shanxi Univ, Inst Mol Sci, Key Lab Mat Energy Convers & Storage Shanxi Prov, Minist Educ,Key Lab Chem Biol & Mol Engn, Taiyuan 030006, Shanxi, Peoples R China

[2] Shanxi Univ, Res Inst Appl Chem, Taiyuan 030006, Shanxi, Peoples R China

来源：

DYES AND PIGMENTS | 2020年 / 172卷 / 172期

基金：

山西省归国人员基金; 山西省青年科学基金; 中国国家自然科学基金;

关键词：

High selective; Distinguish; Steric configuration; GSH/H2S; Living imaging; TURN-ON PROBE; HYDROGEN-SULFIDE; FLUORESCENCE PROBE; GLUTATHIONE; CYSTEINE; METABOLISM; DESIGN; SYSTEM; THIOLS;

D O I：

10.1016/j.dyepig.2019.107826

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Due to the intimate relationship of glutathione (GSH) and H2S in redox biology, it is crucial to establish a convenient synchronous detection method for them. A modified coumarin-based dye with two reaction sites was designed. The alpha,beta-unsaturated ketone was adjacent to benzaldehyde, which constructed a steric - resistive reaction model. GSH with long chain could react with both the alpha,beta-unsaturated ketone and the aldehyde group of the molecule, thus induced a green fluorescent emission. H2S with compact structure firstly reacted with alpha,beta-unsaturated ketone, then the sulfhydryl group triggered secondary nucleophilic-cyclization with aldehyde to form a five-membered ring conjugating the whole molecule, which made the system give out a yellow fluorescent emission. Thus, high selective distinguishable detection GSH and H2S by two emission channels was realized. Cysteine (Cys) or homocysteine (Hcy) had no positive response to the probe compared with GSH. Also, biological imaging verified that the probe can be used in cell and mice. The result provided a clear idea for the design of multifunctional fluorescent probe.

引用

页数：6

共 50 条

[1]

Abe K, 1996, J NEUROSCI, V16, P1066

[2] Hydrogen sulphide vasodilates human pulmonary arteries: A possible role in pulmonary hypertension? [J].

Ariyaratnam, Priyadharshanan ;

Loubani, Mahmoud ;

Morice, Alyn H. .

MICROVASCULAR RESEARCH, 2013, 90 :135-137

[3] Environmental toxicity, redox signaling and lung inflammation: The role of glutathione [J].

Biswas, Saibal K. ;

Rahman, Irfan .

MOLECULAR ASPECTS OF MEDICINE, 2009, 30 (1-2) :60-76

[4] An AIE and ICT based NIR florescent probe for cysteine and homocysteine [J].

Bu, Lulu ;

Chen, Junqin ;

Wei, Xiaodong ;

Li, Xin ;

Agren, Hans ;

Xie, Yongshu .

DYES AND PIGMENTS, 2017, 136 :724-731

[5] Steric hindrance-enforced distortion as a general strategy for the design of fluorescence "turn-on" cyanide probes [J].

Chen, Bin ;

Ding, Yubin ;

Li, Xin ;

Zhu, Weihong ;

Hill, Jonathan P. ;

Ariga, Katsuhiko ;

Xie, Yongshu .

CHEMICAL COMMUNICATIONS, 2013, 49 (86) :10136-10138

[6] Regulation of gene expression by reactive oxygen [J].

Dalton, TD ;

Shertzer, HG ;

Puga, A .

ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY, 1999, 39 :67-101

[7] Engineered fluorescent proteins: innovations and applications [J].

Davidson, Michael W. ;

Campbell, Robert E. .

NATURE METHODS, 2009, 6 (10) :713-717

[8] Development of Ion Chemosensors Based on Porphyrin Analogues [J].

Ding, Yubin ;

Zhu, Wei-Hong ;

Xie, Yongshu .

CHEMICAL REVIEWS, 2017, 117 (04) :2203-2256

[9] Fluorescent and colorimetric ion probes based on conjugated oligopyrroles [J].

Ding, Yubin ;

Tang, Yunyu ;

Zhu, Weihong ;

Xie, Yongshu .

CHEMICAL SOCIETY REVIEWS, 2015, 44 (05) :1101-1112

[10] Rational construction of probes rendering ratiometric response to the cancer-specific enzyme NQO1 [J].

Fei, Qiang ;

Zhou, Li ;

Wang, Feiyi ;

Shi, Ben ;

Li, Chunbao ;

Wang, Rui ;

Zhao, Chunchang .

DYES AND PIGMENTS, 2017, 136 :846-851

← 1 2 3 4 5 →