A novel colorimetric and ratiometric fluorescent Cu2+ sensor based on hydrazone bearing 1,8-naphthalimide and pyrrole moieties

[Display omitted] •A new 1,8-naphthalimide-based ratiometric fluorescent probe for Cu2+ has been developed.•Response of probe to Cu2+ is an electrophilic substitution reaction.•The probe has been used for imaging of Cu2+ in living cells. A 1,8-naphthalimide hydrazone derivative bearing a pyrrole uni...

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Bibliographic Details
Published in:Sensors and actuators. B, Chemical Chemical, 2017-11, Vol.251, p.813-820
Main Authors: Wang, Yuan, Mao, Pan-Dong, Wu, Wei-Na, Mao, Xian-Jie, Zhao, Xiao-Lei, Xu, Zhou-Qing, Fan, Yun-Chang, Xu, Zhi-Hong
Format: Article
Language:English
Subjects:
Cu2
Hydrazone
Naphthalimide
Pyrrole
Ratiometric fluorescent probe
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Summary:[Display omitted] •A new 1,8-naphthalimide-based ratiometric fluorescent probe for Cu2+ has been developed.•Response of probe to Cu2+ is an electrophilic substitution reaction.•The probe has been used for imaging of Cu2+ in living cells. A 1,8-naphthalimide hydrazone derivative bearing a pyrrole unit is a highly selective ratiometric fluorescent Cu2+ probe used to monitor intracellular Cu2+ in HeLa cells. This probe functions via a unique hydrolysis mechanism through Cu2+-promoted electrophilic substitution. Binding is confirmed through UV–vis absorption, fluorescence measurements, mass spectroscopy, IR, X-ray single crystal diffraction, and DFT calculation.
ISSN:0925-4005
1873-3077
DOI:10.1016/j.snb.2017.05.134