Synthesis of a Near-Infrared Fluorescent Probe for Imaging Catecholamines via a Tandem Nucleophilic Aromatic Substitution

被引：2

作者：

Zhang, Le ^{[1
]}

Liu, Xin A. ^{[2
]}

Gillis, Kevin D. ^{[2
,3
]}

Glass, Timothy E. ^{[1
]}

机构：

[1] Univ Missouri, Dept Chem, Columbia, MO 65211 USA

[2] Univ Missouri, Dalton Cardiovasc Res Ctr, Columbia, MO 65211 USA

[3] Univ Missouri, Dept Chem & Biomed Engn, Columbia, MO 65211 USA

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 51期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

DOPAMINE RELEASE; NEUROTRANSMITTERS; RECOGNITION; SENSOR; CHEMOSENSOR; CELLS;

D O I：

10.1021/acs.orglett.3c03343

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A near-infrared (NIR) fluorescent probe NS667 was developed using a novel synthetic strategy by integrating an electron-rich 1,2,3,4-tetrahydroquinoxaline (THQ) into the scaffold from NS510, which binds to catecholamines with high affinity. The fluorophore core was constructed with a tandem nucleophilic aromatic substitution. Upon binding to catecholamines, the fluorescence of this probe shifted, with the emission in the NIR region. Live cell imaging results demonstrate that NS667 can effectively image norepinephrine in chromaffin cells with shifted fluorescence, which highlights the potential of the probe for neuroimaging in tissues.

引用

收藏

页码：9103 / 9107

页数：5

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