Citation: Jiapei Gu, Feifan Zhang, Ziman Zheng, Xiangqian Li, Runxuan Deng, Zhan Zhou, Lufang Ma, Wanqiang Liu, Qianming Wang. Establishment of a new molecular model for mercury determination verified by single crystal X-ray diffraction, spectroscopic analysis and biological potentials[J]. Chinese Chemical Letters, ;2021, 32(1): 87-91. doi: 10.1016/j.cclet.2020.09.021 shu

Establishment of a new molecular model for mercury determination verified by single crystal X-ray diffraction, spectroscopic analysis and biological potentials

Jiapei Gu ^{a, b} ,
Feifan Zhang ^a ,
Ziman Zheng ^a ,
Xiangqian Li ^{a, b} ,
Runxuan Deng ^a ,
Zhan Zhou ^{a, **,} ,
Lufang Ma ^a ,
Wanqiang Liu ^c ,
Qianming Wang ^{b, d, *,}

a.
College of Chemistry and Chemical Engineering, Henan Key Laboratory of Function-Oriented Porous Materials, Luoyang Normal University, Luoyang 471934, China
b.
Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, School of Chemistry, South China Normal University, Guangzhou 510006, China
c.
School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China
d.
Guangdong Provincial Key Laboratory of Optical Information Materials and Technology & Institute of Electric Paper Displays, South China Academy of Advanced Optoelectronics, South China Normal University, Guangzhou 510006, China

^**

zhouzhan@lynu.edu.cn

qmwang@scnu.edu.cn

Received Date: 20 July 2020
Revised Date: 11 August 2020
Accepted Date: 15 September 2020
Available Online: 16 September 2020

Figures(4)

A wide variety of molecular probes have been developed for real-time analysis, but most of organic fluorophores possess small Stokes shifts and self-absorption or inner filter effect that could not be avoided. In this study, a new dicyanoisophorone-based derivative (E)-O-(4-(2-(3-(dicyanomethylene)-5, 5-dimethylcyclohex-1-en-1-yl)vinyl)phenyl)diphenylphosphinothioate (λ_ex = 405 nm, λ_em = 551 nm, denoted as ICM-S) with strong push-pull electron effect has been afforded and it exhibits red shift for absorption from 407 nm to 426 nm with distinct color change from pale yellow to deep yellow upon exposure to Hg²⁺. Moreover, an easily distinguishable fluorescence color change follows the route from green, yellow to red in the presence of Hg²⁺ over the range of 0-90 μmol/L (detection limit = 137 nmol/L) can be observed by the naked eye under a UV lamp irradiation. Chlorodiphenylphosphine and sublimed-sulfur are incorporated as responsive sites and P-O bond has been cleaved upon the addition of mercury ions. During the recognition process, such dicyanoisophorone dye (ICM-S) has been evolved to 2-(3-(4-hydroxystyryl)-5, 5-dimethylcyclohex-2-enylidene) malononitrile (ICM OH). Clear evidences in the chemical processes can be identified via single crystal X-ray diffraction, spectroscopic analysis, photophysical studies and titration experiments. With the aim of exploring its potential in biological systems, its in vitro responses to Hg²⁺ have been evaluated in 293 Tcells and the effectiveness in zebrafish model has also been verified.
- Dicyanoisophorone,
- Ratiometric fluorescent probe,
- Mercury ions,
- Cell imaging,
- Zebrafish
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