A highly sensitive octopus-like azobenzene fluorescent probe for determination of abamectin B1 in apples

Abstract The development of detecting residual level of abamectin B1 in apples is of great importance to public health. Herein, we synthesized a octopus-like azobenzene fluorescent probe 1,3,5-tris (5′-[(E)-(p-phenoxyazo) diazenyl)] benzene-1,3-dicarboxylic acid) benzene (TPB) for preliminary detect...

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Main Authors: Zhenlong Guo, YiFei Su, Kexin Li, MengYi Tang, Qiang Li, Shandong Xu
Format: Article
Language:English
Published: Nature Publishing Group 2021-02-01
Series:Scientific Reports
Online Access:https://doi.org/10.1038/s41598-021-84221-w
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spelling doaj-fedfe0169016482bbba64643ff0f22292021-03-11T12:14:06ZengNature Publishing GroupScientific Reports2045-23222021-02-011111810.1038/s41598-021-84221-wA highly sensitive octopus-like azobenzene fluorescent probe for determination of abamectin B1 in applesZhenlong Guo0YiFei Su1Kexin Li2MengYi Tang3Qiang Li4Shandong Xu5Department of Chemistry, College of Science, Beijing Forestry UniversityCollege of Biological Sciences and Biotechnology, Beijing Forestry UniversityCollege of Biological Sciences and Biotechnology, Beijing Forestry UniversityCollege of Biological Sciences and Biotechnology, Beijing Forestry UniversityDepartment of Chemistry, College of Science, Beijing Forestry UniversityDepartment of Chemistry, College of Science, Beijing Forestry UniversityAbstract The development of detecting residual level of abamectin B1 in apples is of great importance to public health. Herein, we synthesized a octopus-like azobenzene fluorescent probe 1,3,5-tris (5′-[(E)-(p-phenoxyazo) diazenyl)] benzene-1,3-dicarboxylic acid) benzene (TPB) for preliminary detection of abamectin B1 in apples. The TPB molecule has been characterized by ultraviolet–visible absorption spectrometry, 1H-nuclear magnetic resonance, fourier-transform infrared (FT-IR), electrospray ionization mass spectroscopy (ESI-MS) and fluorescent spectra. A proper determination condition was optimized, with limit of detection and limit of quantification of 1.3 µg L−1 and 4.4 μg L−1, respectively. The mechanism of this probe to identify abamectin B1 was illustrated in terms of undergoing aromatic nucleophilic substitution, by comparing fluorescence changes, FT-IR and ESI-MS. Furthermore, a facile quantitative detection of the residual abamectin B1 in apples was achieved. Good reproducibility was present based on relative standard deviation of 2.2%. Six carboxyl recognition sites, three azo groups and unique fluorescence signal towards abamectin B1 of this fluorescent probe demonstrated reasonable sensitivity, specificity and selectivity. The results indicate that the octopus-like azobenzene fluorescent probe can be expected to be reliable for evaluating abamectin B1 in agricultural foods.https://doi.org/10.1038/s41598-021-84221-w
collection DOAJ
language English
format Article
sources DOAJ
author Zhenlong Guo
YiFei Su
Kexin Li
MengYi Tang
Qiang Li
Shandong Xu
spellingShingle Zhenlong Guo
YiFei Su
Kexin Li
MengYi Tang
Qiang Li
Shandong Xu
A highly sensitive octopus-like azobenzene fluorescent probe for determination of abamectin B1 in apples
Scientific Reports
author_facet Zhenlong Guo
YiFei Su
Kexin Li
MengYi Tang
Qiang Li
Shandong Xu
author_sort Zhenlong Guo
title A highly sensitive octopus-like azobenzene fluorescent probe for determination of abamectin B1 in apples
title_short A highly sensitive octopus-like azobenzene fluorescent probe for determination of abamectin B1 in apples
title_full A highly sensitive octopus-like azobenzene fluorescent probe for determination of abamectin B1 in apples
title_fullStr A highly sensitive octopus-like azobenzene fluorescent probe for determination of abamectin B1 in apples
title_full_unstemmed A highly sensitive octopus-like azobenzene fluorescent probe for determination of abamectin B1 in apples
title_sort highly sensitive octopus-like azobenzene fluorescent probe for determination of abamectin b1 in apples
publisher Nature Publishing Group
series Scientific Reports
issn 2045-2322
publishDate 2021-02-01
description Abstract The development of detecting residual level of abamectin B1 in apples is of great importance to public health. Herein, we synthesized a octopus-like azobenzene fluorescent probe 1,3,5-tris (5′-[(E)-(p-phenoxyazo) diazenyl)] benzene-1,3-dicarboxylic acid) benzene (TPB) for preliminary detection of abamectin B1 in apples. The TPB molecule has been characterized by ultraviolet–visible absorption spectrometry, 1H-nuclear magnetic resonance, fourier-transform infrared (FT-IR), electrospray ionization mass spectroscopy (ESI-MS) and fluorescent spectra. A proper determination condition was optimized, with limit of detection and limit of quantification of 1.3 µg L−1 and 4.4 μg L−1, respectively. The mechanism of this probe to identify abamectin B1 was illustrated in terms of undergoing aromatic nucleophilic substitution, by comparing fluorescence changes, FT-IR and ESI-MS. Furthermore, a facile quantitative detection of the residual abamectin B1 in apples was achieved. Good reproducibility was present based on relative standard deviation of 2.2%. Six carboxyl recognition sites, three azo groups and unique fluorescence signal towards abamectin B1 of this fluorescent probe demonstrated reasonable sensitivity, specificity and selectivity. The results indicate that the octopus-like azobenzene fluorescent probe can be expected to be reliable for evaluating abamectin B1 in agricultural foods.
url https://doi.org/10.1038/s41598-021-84221-w
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