A red dicyanoisophorone-based fluorescent probe for monitoring cysteine fluctuations due to redox imbalances in living organisms even in the presence of other biological molecules

[Display omitted] •A dicyanoisophorone-based fluorescent probe for Cys, DCI-Cys, was constructed.•DCI-Cys has an acrylate moiety for Cys recognition and a large Stokes shift.•The probe allows fluorescence bioimaging in vivo.•The probe can be used to monitor Cys fluctuations caused by redox imbalance...

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Bibliographic Details
Published in:Microchemical journal 2022-03, Vol.174, p.107093, Article 107093
Main Authors: Huayu, Wang, Chunpo, Ge, Tianjun, Ni, Zhijun, Yang, Kaiwen, Chang
Format: Article
Language:English
Subjects:
Biological imaging
Cysteine
Fluorescent probe
Mercury ions
Resveratrol
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Summary:[Display omitted] •A dicyanoisophorone-based fluorescent probe for Cys, DCI-Cys, was constructed.•DCI-Cys has an acrylate moiety for Cys recognition and a large Stokes shift.•The probe allows fluorescence bioimaging in vivo.•The probe can be used to monitor Cys fluctuations caused by redox imbalance. A dicyanoisophorone-based fluorescent probe, DCI-Cys, with an acrylate moiety as the recognition group and a large Stokes shift (185 nm) was constructed to selectively detect cysteine (Cys). The probe showed long red wavelength emission (626 nm), exceptional sensitivity, and a rapid response. DCI-Cys specifically recognized Cys and allowed fluorescence bioimaging in HepG2 cells and zebrafish. DCI-Cys was successfully applied to monitor intracellular Cys fluctuations caused by redox changes induced by Hg2+ and resveratrol in cells. The probe may be useful for in-depth research on the action mechanisms of Hg2+ and resveratrol in the living systems and on the roles of Cys in pathophysiology.
ISSN:0026-265X
1095-9149
DOI:10.1016/j.microc.2021.107093