A semi-naphthorhodafluor-based red-emitting fluorescent probe for tracking of hydrogen polysulfide in living cells and zebrafish

Yingying Ma; Zhencai Xu; Qi Sun; Linlin Wang; Heng Liu; Fabiao Yu

doi:10.1016/j.saa.2020.119105

A semi-naphthorhodafluor-based red-emitting fluorescent probe for tracking of hydrogen polysulfide in living cells and zebrafish

Spectrochim Acta A Mol Biomol Spectrosc. 2021 Feb 15:247:119105. doi: 10.1016/j.saa.2020.119105. Epub 2020 Oct 24.

Authors

Yingying Ma¹, Zhencai Xu², Qi Sun³, Linlin Wang¹, Heng Liu⁴, Fabiao Yu⁵

Affiliations

¹ Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, College of Chemistry and Chemical Engineering, Hubei University, Wuhan 430062, China; Key Laboratory of Emergency and Trauma, Ministry of Education, Key Laboratory of Hainan Trauma and Disaster Rescue, The First Affiliated Hospital of Hainan Medical University, Institute of Functional Materials and Molecular Imaging, College of Emergency and Trauma, Hainan Medical University, Haikou 571199, China.
² Key Laboratory of Emergency and Trauma, Ministry of Education, Key Laboratory of Hainan Trauma and Disaster Rescue, The First Affiliated Hospital of Hainan Medical University, Institute of Functional Materials and Molecular Imaging, College of Emergency and Trauma, Hainan Medical University, Haikou 571199, China.
³ Key Laboratory for Green Chemical Process of Ministry of Education and School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, China.
⁴ Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, College of Chemistry and Chemical Engineering, Hubei University, Wuhan 430062, China; Key Laboratory of Emergency and Trauma, Ministry of Education, Key Laboratory of Hainan Trauma and Disaster Rescue, The First Affiliated Hospital of Hainan Medical University, Institute of Functional Materials and Molecular Imaging, College of Emergency and Trauma, Hainan Medical University, Haikou 571199, China. Electronic address: liuheng@hainmc.edu.cn.
⁵ Key Laboratory of Emergency and Trauma, Ministry of Education, Key Laboratory of Hainan Trauma and Disaster Rescue, The First Affiliated Hospital of Hainan Medical University, Institute of Functional Materials and Molecular Imaging, College of Emergency and Trauma, Hainan Medical University, Haikou 571199, China. Electronic address: yufabiao@hainmc.edu.cn.

PMID: 33161265
DOI: 10.1016/j.saa.2020.119105

Abstract

Hydrogen polysulfides (H₂S_n, n ≥ 2) is recently regarded as a potential signaling molecule which shows a higher efficiency than hydrogen sulfides (H₂S) in regulating enzymes and ion channels. However, the development of specific fluorescent probes for H₂S_n with long-wavelength emission (>600 nm) are still rare. In this work, a semi-naphthorhodafluor-based red-emitting fluorescent probe SNARF-H₂S_n containing a phenyl 2-(benzoylthio) benzoate responsive unit was constructed. SNARF-H₂S_n was capable of selectively detecting H₂S_n over other reactive sulfur species. Treatment with H₂S_n would result in a > 1000-fold fluorescence enhancement within 10 min. SNARF-H₂S_n showed a low limit of detection down to 6.7 nM, and further enabled to visualize exogenous/endogenous H₂S_n in living A549 cells and zebrafish.

Keywords: Cell imaging; Fluorescent probes; Hydrogen polysulfide; In vivo imaging; Red-emitting.

MeSH terms

Animals
Fluorescent Dyes*
Hydrogen
Hydrogen Sulfide*
Sulfides
Zebrafish

Substances

Fluorescent Dyes
Sulfides
Hydrogen
polysulfide
Hydrogen Sulfide