A Novel Fluorescent Probe Based on Pyrazole-Pyrazoline for Fe (III) Ions Recognition
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ORIGINAL ARTICLE
A Novel Fluorescent Probe Based on Pyrazole-Pyrazoline for Fe (III) Ions Recognition Ying-Peng Zhang 1
&
Xiang-Fang Li 1 & Yun-Shang Yang 1 & Jing-Li Wang & Yu-Chen Zhao 1 & Ji-Jun Xue 2
Received: 5 August 2020 / Accepted: 5 October 2020 # Springer Science+Business Media, LLC, part of Springer Nature 2020
Abstract Firstly, a novel pyrazole-pyrazoline fluorescent probe was developed and synthesized. The probe can be used to determine Fe3+ ions in a series of cations in tetrahydrofuran aqueous solution with high selectivity and high sensitivity. After the addition of iron ions, the fluorescence intensity is significantly reduced, Its structure was characterized by 1H NMR, 13C NMR and HR-ESI-MS. UV absorption spectra and Fluorescence spectroscopy were used to study the selective recognition of probe M on metal ions. The probe M can selectivity and sensitivity to distinguish the target ion from other ions through different fluorescence phenomena. In addition, the binding modes of M with Fe3+ were proved to be 1:1 stoichiometry in the complexes by Job’s plot, IR results. The combination of probe M and iron ions is 1:1, and the detection limit is 3.9 × 10−10 M. The binding mode and sensing mechanism of M with Fe3+ was verified by theoretical calculations using Gaussian 09 based on B3LYP/6-31G(d) basis. Keywords Fluorescent probe . Fe3+ ion . Recognition . Pyrazoline . Pyrazole
Introduction Metal ion fluorescent probes have received extensive attention due to their wide application in environmental and biochemical fields [1]. Fe3+ ion is one of the essential ions for life. Many cell-level biochemical processes require the participation of iron ions [2, 3]. Therefore, the research on the detection of iron ions is of great significance in the environment and life sciences. The lack or excess of Fe3+ can induce many diseases, such as diabetes, hepatitis, anemia and Parkinson’s disease [4–6], so it is very important to detect Fe3+. Commonly used detection methods are colorimetry [7], atomic absorption spectrometry [8, 9], electrothermal atomic absorption Electronic supplementary material The online version of this article (https://doi.org/10.1007/s10895-020-02632-w) contains supplementary material, which is available to authorized users. * Ying-Peng Zhang [email protected] * Yun-Shang Yang [email protected] 1
School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou 730050, China
2
College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China
spectrometry [10], cold vapor atomic absorption spectrometry [11], inductively coupled plasma emission spectrometry [12, 13], spectroscopy [14–16] and anodic stripping voltammetry [17], among them, fluorescence spectroscopy has the advantages of high sensitivity and simple operation, so it has attracted widespread attention, and many have been designed and synthesized probe [18]. Pyrazoline is an important nitrogen-containing five-membered heterocyclic compound. There are many methods to synthesize this com
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