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A Near‐Infrared Fluorescence Probe for Thiols Based on Analyte‐Specific Cleavage of Carbamate and Its Application in Bioimaging
Author(s) -
Zhang Jianjian,
Yu Bianfei,
Ning Lulu,
Zhu Xinyue,
Wang Jianxi,
Chen Zhenjie,
Liu Xiaoyan,
Yao Xiaojun,
Zhang Xiaoyu,
Zhang Haixia
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201403398
Subject(s) - cyanine , chemistry , analyte , fluorescence , in vivo , cleavage (geology) , intramolecular force , biophysics , intracellular , biosensor , nanotechnology , photochemistry , combinatorial chemistry , biochemistry , stereochemistry , chromatography , microbiology and biotechnology , quantum mechanics , fracture (geology) , biology , materials science , physics , geotechnical engineering , engineering
With increasing interest in optical in vivo imaging, there is a corresponding increase in demand for near‐infrared (NIR) dyes. Such probes can be used, for example, to detect intracellular GSH, which would be helpful for understanding the mechanisms of diseases. In this work, we report a cyanine‐based fluorescent probe that undergoes biothiol‐promoted specific O–S cleavage and subsequent self‐immolation through intramolecular 1,6‐elimination. In addition, we investigated the cell viability of the system and successfully applied the probe to living cells, in vivo, and in various tissues.