A fast responsive chromogenic and near-infrared fluorescence lighting-up probe for visual detection of toxic thiophenol in environmental water and living cells

Juanjuan Wu; Dongdong Su; Caiqin Qin; Wei Li; João Rodrigues; Ruilong Sheng; Lintao Zeng

doi:10.1016/j.talanta.2019.03.113

A fast responsive chromogenic and near-infrared fluorescence lighting-up probe for visual detection of toxic thiophenol in environmental water and living cells

Talanta. 2019 Aug 15:201:111-118. doi: 10.1016/j.talanta.2019.03.113. Epub 2019 Apr 2.

Authors

Juanjuan Wu¹, Dongdong Su², Caiqin Qin³, Wei Li⁴, João Rodrigues⁵, Ruilong Sheng⁶, Lintao Zeng⁷

Affiliations

¹ Department of Chemistry and Materials Science, Hubei Engineering University, Hubei, Xiaogan, 432000, PR China; School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin, 300384, PR China.
² School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin, 300384, PR China.
³ Department of Chemistry and Materials Science, Hubei Engineering University, Hubei, Xiaogan, 432000, PR China.
⁴ Department of Chemistry and Materials Science, Hubei Engineering University, Hubei, Xiaogan, 432000, PR China. Electronic address: weili@hbeu.edu.cn.
⁵ CQM-Centro de Quimica da Madeira, Universidade da Madeira, Campus da Penteada, 9000-390, Funchal, Madeira, Portugal.
⁶ CQM-Centro de Quimica da Madeira, Universidade da Madeira, Campus da Penteada, 9000-390, Funchal, Madeira, Portugal. Electronic address: ruilong.sheng@staff.uma.pt.
⁷ Department of Chemistry and Materials Science, Hubei Engineering University, Hubei, Xiaogan, 432000, PR China; School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin, 300384, PR China. Electronic address: zlt1981@126.com.

PMID: 31122400
DOI: 10.1016/j.talanta.2019.03.113

Abstract

Thiophenols as high toxic environmental pollutants are poisonous for animals and aquatic organisms. Therefore, it is indispensable to monitor thiophenols in the environment. Herein, a novel near-infrared fluorescent probe was developed for the detection of thiophenols, which was easily prepared by one-step coupling of 2,4-dinitrobenzenesulfonyl chloride with Nile blue. The probe showed a significant near infrared (∼675 nm) fluorescence "turn-on" response to thiophenols with some good features including chromogenic reaction, high sensitivity and selectivity, fast response, near-infrared emission along with low detection limit (1.8 nM). The probe was employed to rapidly and visually determine thiophenols in several industrial wastewaters with good recoveries (90-110%). Moreover, this probe has been demonstrated good capability for imaging thiophenol in HeLa cells.

Keywords: Chromogenic; Fluorescent probe; Imaging; Near-infrared; Nile blue; Thiophenols.

MeSH terms

Fluorescence
Fluorescent Dyes / chemical synthesis
Fluorescent Dyes / chemistry*
Fluorescent Dyes / radiation effects
Fluorescent Dyes / toxicity
HeLa Cells
Humans
Hydrogen-Ion Concentration
Infrared Rays
Limit of Detection
Microscopy, Confocal / methods
Models, Chemical
Oxazines / chemical synthesis
Oxazines / chemistry*
Oxazines / radiation effects
Oxazines / toxicity
Phenols / analysis*
Spectrometry, Fluorescence / methods
Sulfhydryl Compounds / analysis*
Sulfonamides / chemical synthesis
Sulfonamides / chemistry*
Sulfonamides / radiation effects
Sulfonamides / toxicity
Wastewater / analysis*
Water Pollutants, Chemical / analysis*

Substances

Fluorescent Dyes
Oxazines
Phenols
Sulfhydryl Compounds
Sulfonamides
Waste Water
Water Pollutants, Chemical
Nile Blue
thiophenol