An ESIPT-based fluorescent probe for selective detection of homocysteine and its application in live-cell imaging. Issue 47 (23rd November 2016)

• Record Type: Journal Article
• Authors: Tang, Lijun; Shi, Jianze; Huang, Zhenlong; Yan, Xiaomei; Zhang, Qiang; Zhong, Keli; Hou, Shuhua; Bian, Yanjiang
• Is Part Of: Tetrahedron letters. Volume 57:Issue 47(2016)
• Page Start: 5227
• Page End: 5231
• Publication Date: 2016-11-23
• Subjects: Homocysteine -- Benzimidazole -- Fluorescent probe -- Cell imaging; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.10.034
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: A simple but effective fluorescent probe for selective detection of homocysteine has been developed through modulating ESIPT. Highlights: A new 2-(2′-hydroxyphenyl)benzimidazole-based fluorescent probeBIHM has been developed. BIHM exhibits high selectivity to Hcy over Cys and GSH. Highly selective recognition of Hcy was achieved through modulating ESIPT. BIHM is applicable to Hcy detection in living cells. Abstract: Development of an excited-state intramolecular proton transfer (ESIPT)-based fluorescent probe (BIHM ) for selective recognition to homocysteine (Hcy) over glutathione (GSH), cysteine (Cys) and other amino acids is described. The distinctive fluorescence response ofBIHM to Hcy over Cys is interpreted by density functional theory calculations. Bioimaging experiments of intracellular Hcy detection manifest the great potential utility of the probe.