An NBD-based fluorescent and colorimetric chemosensor for detecting S2−: Practical application to zebrafish and water samples

Gyeongjin Kim; Dongkyun Gil; Jae Jun Lee; Jiwon Kim; Ki Tae Kim; Cheal Kim

doi:10.1016/j.saa.2022.121207

An NBD-based fluorescent and colorimetric chemosensor for detecting S²⁻: Practical application to zebrafish and water samples

Gyeongjin Kim, Dongkyun Gil, Jae Jun Lee, Jiwon Kim, Ki Tae Kim, Cheal Kim

Seoul National University of Science and Technology (SNUST)

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

A novel 7-nitro-1,2,3-benzoxadiazole (NBD)-based chemosensor BOP ((5-bromopyridin-2-yl)(4-(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)piperazin-1-yl)methanone) was synthesized. BOP could detect S²⁻ through fluorescent quenching and colorimetric change. The detection limit was calculated to be 10.9 µM through fluorescence titration. The reaction mechanism of BOP towards S²⁻ was estimated to be thiolysis of NBD amine, producing the cleavage products, NBD-S⁻ and BP ((5-bromopyridin-2-yl)(piperazin-1-yl)methanone). The thiolysis was demonstrated by ¹H NMR titrations, ESI-mass analysis and theoretical calculations. Importantly, BOP was able to successfully monitor S²⁻ in zebrafish and water samples. Additionally, test strips coated with BOP were applied to the in-the-field measurements of S²⁻.

Original language	English
Article number	121207
Journal	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume	276
DOIs	https://doi.org/10.1016/j.saa.2022.121207
State	Published - 5 Aug 2022

Keywords

Colorimetric analysis
Fluorometric analysis
NBD
Sulfide
Test strip
Zebrafish

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10.1016/j.saa.2022.121207

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@article{25e2eebeb4224c178fa714c11f5136e4,

title = "An NBD-based fluorescent and colorimetric chemosensor for detecting S2−: Practical application to zebrafish and water samples",

abstract = "A novel 7-nitro-1,2,3-benzoxadiazole (NBD)-based chemosensor BOP ((5-bromopyridin-2-yl)(4-(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)piperazin-1-yl)methanone) was synthesized. BOP could detect S2− through fluorescent quenching and colorimetric change. The detection limit was calculated to be 10.9 µM through fluorescence titration. The reaction mechanism of BOP towards S2− was estimated to be thiolysis of NBD amine, producing the cleavage products, NBD-S− and BP ((5-bromopyridin-2-yl)(piperazin-1-yl)methanone). The thiolysis was demonstrated by 1H NMR titrations, ESI-mass analysis and theoretical calculations. Importantly, BOP was able to successfully monitor S2− in zebrafish and water samples. Additionally, test strips coated with BOP were applied to the in-the-field measurements of S2−.",

keywords = "Colorimetric analysis, Fluorometric analysis, NBD, Sulfide, Test strip, Zebrafish",

author = "Gyeongjin Kim and Dongkyun Gil and Lee, \{Jae Jun\} and Jiwon Kim and Kim, \{Ki Tae\} and Cheal Kim",

note = "Publisher Copyright: {\textcopyright} 2022 Elsevier B.V.",

year = "2022",

month = aug,

day = "5",

doi = "10.1016/j.saa.2022.121207",

language = "English",

volume = "276",

journal = "Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy",

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T1 - An NBD-based fluorescent and colorimetric chemosensor for detecting S2−

T2 - Practical application to zebrafish and water samples

AU - Kim, Gyeongjin

AU - Gil, Dongkyun

AU - Lee, Jae Jun

AU - Kim, Jiwon

AU - Kim, Ki Tae

AU - Kim, Cheal

PY - 2022/8/5

Y1 - 2022/8/5

N2 - A novel 7-nitro-1,2,3-benzoxadiazole (NBD)-based chemosensor BOP ((5-bromopyridin-2-yl)(4-(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)piperazin-1-yl)methanone) was synthesized. BOP could detect S2− through fluorescent quenching and colorimetric change. The detection limit was calculated to be 10.9 µM through fluorescence titration. The reaction mechanism of BOP towards S2− was estimated to be thiolysis of NBD amine, producing the cleavage products, NBD-S− and BP ((5-bromopyridin-2-yl)(piperazin-1-yl)methanone). The thiolysis was demonstrated by 1H NMR titrations, ESI-mass analysis and theoretical calculations. Importantly, BOP was able to successfully monitor S2− in zebrafish and water samples. Additionally, test strips coated with BOP were applied to the in-the-field measurements of S2−.

AB - A novel 7-nitro-1,2,3-benzoxadiazole (NBD)-based chemosensor BOP ((5-bromopyridin-2-yl)(4-(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)piperazin-1-yl)methanone) was synthesized. BOP could detect S2− through fluorescent quenching and colorimetric change. The detection limit was calculated to be 10.9 µM through fluorescence titration. The reaction mechanism of BOP towards S2− was estimated to be thiolysis of NBD amine, producing the cleavage products, NBD-S− and BP ((5-bromopyridin-2-yl)(piperazin-1-yl)methanone). The thiolysis was demonstrated by 1H NMR titrations, ESI-mass analysis and theoretical calculations. Importantly, BOP was able to successfully monitor S2− in zebrafish and water samples. Additionally, test strips coated with BOP were applied to the in-the-field measurements of S2−.

KW - Colorimetric analysis

KW - Fluorometric analysis

KW - NBD

KW - Sulfide

KW - Test strip

KW - Zebrafish

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U2 - 10.1016/j.saa.2022.121207

DO - 10.1016/j.saa.2022.121207

M3 - Article

AN - SCOPUS:85127518867

SN - 1386-1425

VL - 276

JO - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

JF - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

M1 - 121207

ER -

An NBD-based fluorescent and colorimetric chemosensor for detecting S²⁻: Practical application to zebrafish and water samples

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