AIE active salicylaldehyde-based hydrazone: A novel single-molecule multianalyte (Al3+ or Cu2+) sensor in different solvents

Zhi-Hong Xu; Yuan Wang; Yang Wang; Jian-Yun Li; Wen-Feng Luo; Wei-Na Wu; Yun-Chang Fan

doi:10.1016/j.saa.2019.01.003

AIE active salicylaldehyde-based hydrazone: A novel single-molecule multianalyte (Al³⁺ or Cu²⁺) sensor in different solvents

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Apr 5:212:146-154. doi: 10.1016/j.saa.2019.01.003. Epub 2019 Jan 3.

Authors

Zhi-Hong Xu¹, Yuan Wang², Yang Wang³, Jian-Yun Li⁴, Wen-Feng Luo³, Wei-Na Wu⁵, Yun-Chang Fan²

Affiliations

¹ Key Laboratory of Chemo/Biosensing and Detection, School of Chemistry and Chemical Engineering, Xuchang University, Xuchang 461000, PR China; College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, PR China. Electronic address: xuzhihong1980@yahoo.com.
² College of Chemistry and Chemical Engineering, Henan Key Laboratory of Coal Green Conversion, Henan Polytechnic University, Jiaozuo 454000, PR China.
³ Key Laboratory of Chemo/Biosensing and Detection, School of Chemistry and Chemical Engineering, Xuchang University, Xuchang 461000, PR China; College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, PR China.
⁴ Key Laboratory of Chemo/Biosensing and Detection, School of Chemistry and Chemical Engineering, Xuchang University, Xuchang 461000, PR China.
⁵ College of Chemistry and Chemical Engineering, Henan Key Laboratory of Coal Green Conversion, Henan Polytechnic University, Jiaozuo 454000, PR China. Electronic address: wuwn08@hpu.edu.cn.

PMID: 30622039
DOI: 10.1016/j.saa.2019.01.003

Abstract

A simple asymmetric hydrazone 1 based on salicylaldehyde was designed and prepared, and exhibited an evident aggregation-induced emission (AIE) at a long wavelength of 570 nm in aqueous medium. Probe 1 can selectively sense Al³⁺ in CH₃OH solution through the chelation-enhanced fluorescence mechanism and also recognize Cu²⁺ via fluorescence quenching in H₂O solution through the Cu²⁺-induced assembly of aggregates. In addition, the probe can be applied for detecting Cu²⁺ in biological samples.

Keywords: Aggregation-induced emission; Al(3+); Cell imaging; Cu(2+); Fluorescence probe; Hydrazone.

MeSH terms

Aldehydes / chemical synthesis
Aldehydes / chemistry*
Aluminum / analysis*
Copper / analysis*
Dynamic Light Scattering
Fluorescence
HeLa Cells
Humans
Hydrazones / chemical synthesis
Hydrazones / chemistry*
Ions
Molecular Conformation
Proton Magnetic Resonance Spectroscopy
Solutions
Solvents / chemistry*
Spectrometry, Fluorescence
Spectrometry, Mass, Electrospray Ionization
Spectrophotometry, Ultraviolet
Time Factors
Water / chemistry

Substances

Aldehydes
Hydrazones
Ions
Solutions
Solvents
Water
salicylaldehyde
Copper
Aluminum