A new diketopyrrolopyrrole-based probe for sensitive and selective detection of sulfite in aqueous solution

Xiaofeng Yang; Yu Cui; Yexin Li; Luyi Zheng; Lijun Xie; Rui Ning; Zheng Liu; Junling Lu; Gege Zhang; Chunxiang Liu; Guangyou Zhang

doi:10.1016/j.saa.2014.08.144

A new diketopyrrolopyrrole-based probe for sensitive and selective detection of sulfite in aqueous solution

Spectrochim Acta A Mol Biomol Spectrosc. 2015 Feb 25:137:1055-60. doi: 10.1016/j.saa.2014.08.144. Epub 2014 Oct 4.

Authors

Xiaofeng Yang¹, Yu Cui², Yexin Li², Luyi Zheng², Lijun Xie², Rui Ning², Zheng Liu², Junling Lu², Gege Zhang², Chunxiang Liu², Guangyou Zhang³

Affiliations

¹ Key Laboratory of Chemical Sensing & Analysis in Universities of Shandong, School of Chemistry and Chemical Engineering, University of Jinan, No. 336, West Road of Nan Xinzhuang, Jinan 250022, Shandong, China. Electronic address: chm_yangxf@ujn.edu.cn.
² Key Laboratory of Chemical Sensing & Analysis in Universities of Shandong, School of Chemistry and Chemical Engineering, University of Jinan, No. 336, West Road of Nan Xinzhuang, Jinan 250022, Shandong, China.
³ Key Laboratory of Chemical Sensing & Analysis in Universities of Shandong, School of Chemistry and Chemical Engineering, University of Jinan, No. 336, West Road of Nan Xinzhuang, Jinan 250022, Shandong, China. Electronic address: chm_zhanggy@ujn.edu.cn.

PMID: 25291502
DOI: 10.1016/j.saa.2014.08.144

Abstract

A new probe was synthesized by incorporating an α,β-unsaturated ketone to a diketopyrrolopyrrole fluorophore. The probe had exhibited a selective and sensitive response to the sulfite against other thirteen anions and biothiols (Cys, Hcy and GSH), through the nucleophilic addition of sulfite to the alkene of probe with the detection limit of 0.1 μM in HEPES (10 mM, pH 7.4) THF/H2O (1:1, v/v). Meanwhile, it could be easily observed that the probe for sulfite changed from pink to colorless by the naked eye, and from pink to blue under UV lamp after the sulfite was added for 20 min. The NMR and Mass spectral analysis demonstrated the expected addition of sulfite to the C=C bonds.

Keywords: Aqueous solution; Diketopyrrolopyrrole; Fluorescence; Sulfite anion detection.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Fluorescent Dyes / chemical synthesis*
Fluorescent Dyes / chemistry*
Magnetic Resonance Spectroscopy
Mass Spectrometry
Pyrroles / chemical synthesis*
Pyrroles / chemistry*
Sulfites / analysis*

Substances

Fluorescent Dyes
Pyrroles
Sulfites