A novel pyridinium-based fluorescent probe for ratiometric detection of peroxynitrite in mitochondria

Youming Shen; Lingcong Dai; Youyu Zhang; Haitao Li; Yuandao Chen; Chunxiang Zhang

doi:10.1016/j.saa.2019.117762

A novel pyridinium-based fluorescent probe for ratiometric detection of peroxynitrite in mitochondria

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Mar 5:228:117762. doi: 10.1016/j.saa.2019.117762. Epub 2019 Nov 6.

Authors

Youming Shen¹, Lingcong Dai², Youyu Zhang³, Haitao Li⁴, Yuandao Chen², Chunxiang Zhang²

Affiliations

¹ Hunan Province Cooperative Innovation Center for the Construction & Development of Dongting Lake Ecological Economic Zone, College of Chemistry and Materials Engineering, Hunan University of Arts and Science, Changde 415000, PR China. Electronic address: ymshen79@163.com.
² Hunan Province Cooperative Innovation Center for the Construction & Development of Dongting Lake Ecological Economic Zone, College of Chemistry and Materials Engineering, Hunan University of Arts and Science, Changde 415000, PR China.
³ Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, PR China. Electronic address: zhangyy@hunnu.edu.cn.
⁴ Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, PR China.

PMID: 31708458
DOI: 10.1016/j.saa.2019.117762

Abstract

Peroxynitrite (ONOO^-) is a primary kind of reactive oxygen species. Excessive ONOO^- can induce oxidative damage to biomolecules and further results in various diseases. So, quantitative monitoring ONOO^- with excellent selectivity and sensitivity is imperative for elucidating its role in biological processes. In this study, a novel pyridinium fluorescent ONOO^- probe (CPC) has been constructed base on ICT-modulated by combining coumarin fluorophore and diphenylphosphinate recognition group. The fluorescence response of CPC for ONOO^- is realized via the removal of diphenylphosphinate group. The probe CPC shows prominent features for detection of ONOO^- including fast response rate (within 3 min), excellent selectivity and sensitivity, distinct colorimetric (red to green), and a large emission wavelength shift (105 nm). The emission intensity ration (I₅₃₈/I₆₄₃) exhibits 153-fold enhancement along with the increasing ONOO^- and the detection limit is as low as 1.60 × 10^-⁸ M. These good response properties make CPC possible to quantitative detection of ONOO^- concentration. By using the strategy, the ratiometric CPC has been employed to detection of mitochondrial ONOO^- in live cell successfully.

Keywords: Bioimaging; Mitochondria-targeted; Peroxynitrite (ONOO(−)); Ratiometric fluorescent probe.

MeSH terms

Fluorescent Dyes / chemistry*
Hep G2 Cells
Humans
Mitochondria / metabolism*
Optical Imaging*
Peroxynitrous Acid / metabolism*
Pyridinium Compounds / chemistry*

Substances

Fluorescent Dyes
Pyridinium Compounds
Peroxynitrous Acid