Ratiometric fluorescence In3+ sensing via In3+-triggered tautomerization: Its applications to water samples, live cells and zebrafish

Dongju Yun; Ju Byeong Chae; Haeri So; Trinh N. Do; Ki Tae Kim; Yelim Yi; Mi Hee Lim; Cheal Kim

doi:10.1016/j.dyepig.2020.108704

Ratiometric fluorescence In³⁺ sensing via In³⁺-triggered tautomerization: Its applications to water samples, live cells and zebrafish

Dongju Yun
, Ju Byeong Chae
, Haeri So
, Trinh N. Do
, Ki Tae Kim
, Yelim Yi
, Mi Hee Lim
, Cheal Kim

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

14 Scopus citations

Abstract

A novel ratiometric fluorescence sensor NCS ((E)-N-(furan-2-ylmethyl)-2-(2-hydroxybenzylidene)hydrazine-1-carbothioamide) was synthesized by a combination of furfuryl isothiocyanate bearing hydrazine and salicylaldehyde. Sensor NCS exhibited a ratiometric fluorescent response toward In³⁺ via thioamide tautomerization with blue-shifted emission from 484 to 444 nm in a near-perfect aqueous solution. NCS displayed a linear ratiometric relationship to micromolar concentrations (0–60 μM) of In³⁺ and the detection limit was found to be 2.68 μM. Moreover, sensor NCS exhibited an excellent selectivity for sensing In³⁺ in real samples as well as live cell and zebrafish. The sensing mechanism was demonstrated through UV–visible, fluorescent and ¹H NMR titrations, Job's plot, ESI-MS and theoretical calculations.

Original language	English
Article number	108704
Journal	Dyes and Pigments
Volume	183
DOIs	https://doi.org/10.1016/j.dyepig.2020.108704
State	Published - Dec 2020

Keywords

Bioimaging
Calculations
Fluorescence chemosensor
Indium
Ratiometric
Tautomerization

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10.1016/j.dyepig.2020.108704

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@article{7b79a360c9db4114992c8324241a0100,

title = "Ratiometric fluorescence In3+ sensing via In3+-triggered tautomerization: Its applications to water samples, live cells and zebrafish",

abstract = "A novel ratiometric fluorescence sensor NCS ((E)-N-(furan-2-ylmethyl)-2-(2-hydroxybenzylidene)hydrazine-1-carbothioamide) was synthesized by a combination of furfuryl isothiocyanate bearing hydrazine and salicylaldehyde. Sensor NCS exhibited a ratiometric fluorescent response toward In3+ via thioamide tautomerization with blue-shifted emission from 484 to 444 nm in a near-perfect aqueous solution. NCS displayed a linear ratiometric relationship to micromolar concentrations (0–60 μM) of In3+ and the detection limit was found to be 2.68 μM. Moreover, sensor NCS exhibited an excellent selectivity for sensing In3+ in real samples as well as live cell and zebrafish. The sensing mechanism was demonstrated through UV–visible, fluorescent and 1H NMR titrations, Job's plot, ESI-MS and theoretical calculations.",

keywords = "Bioimaging, Calculations, Fluorescence chemosensor, Indium, Ratiometric, Tautomerization",

author = "Dongju Yun and Chae, \{Ju Byeong\} and Haeri So and Do, \{Trinh N.\} and Kim, \{Ki Tae\} and Yelim Yi and Lim, \{Mi Hee\} and Cheal Kim",

note = "Publisher Copyright: {\textcopyright} 2020 Elsevier Ltd",

year = "2020",

month = dec,

doi = "10.1016/j.dyepig.2020.108704",

language = "English",

volume = "183",

journal = "Dyes and Pigments",

issn = "0143-7208",

}

TY - JOUR

T1 - Ratiometric fluorescence In3+ sensing via In3+-triggered tautomerization

T2 - Its applications to water samples, live cells and zebrafish

AU - Yun, Dongju

AU - Chae, Ju Byeong

AU - So, Haeri

AU - Do, Trinh N.

AU - Kim, Ki Tae

AU - Yi, Yelim

AU - Lim, Mi Hee

AU - Kim, Cheal

PY - 2020/12

Y1 - 2020/12

N2 - A novel ratiometric fluorescence sensor NCS ((E)-N-(furan-2-ylmethyl)-2-(2-hydroxybenzylidene)hydrazine-1-carbothioamide) was synthesized by a combination of furfuryl isothiocyanate bearing hydrazine and salicylaldehyde. Sensor NCS exhibited a ratiometric fluorescent response toward In3+ via thioamide tautomerization with blue-shifted emission from 484 to 444 nm in a near-perfect aqueous solution. NCS displayed a linear ratiometric relationship to micromolar concentrations (0–60 μM) of In3+ and the detection limit was found to be 2.68 μM. Moreover, sensor NCS exhibited an excellent selectivity for sensing In3+ in real samples as well as live cell and zebrafish. The sensing mechanism was demonstrated through UV–visible, fluorescent and 1H NMR titrations, Job's plot, ESI-MS and theoretical calculations.

AB - A novel ratiometric fluorescence sensor NCS ((E)-N-(furan-2-ylmethyl)-2-(2-hydroxybenzylidene)hydrazine-1-carbothioamide) was synthesized by a combination of furfuryl isothiocyanate bearing hydrazine and salicylaldehyde. Sensor NCS exhibited a ratiometric fluorescent response toward In3+ via thioamide tautomerization with blue-shifted emission from 484 to 444 nm in a near-perfect aqueous solution. NCS displayed a linear ratiometric relationship to micromolar concentrations (0–60 μM) of In3+ and the detection limit was found to be 2.68 μM. Moreover, sensor NCS exhibited an excellent selectivity for sensing In3+ in real samples as well as live cell and zebrafish. The sensing mechanism was demonstrated through UV–visible, fluorescent and 1H NMR titrations, Job's plot, ESI-MS and theoretical calculations.

KW - Bioimaging

KW - Calculations

KW - Fluorescence chemosensor

KW - Indium

KW - Ratiometric

KW - Tautomerization

UR - https://www.scopus.com/pages/publications/85089139370

U2 - 10.1016/j.dyepig.2020.108704

DO - 10.1016/j.dyepig.2020.108704

M3 - Article

AN - SCOPUS:85089139370

SN - 0143-7208

VL - 183

JO - Dyes and Pigments

JF - Dyes and Pigments

M1 - 108704

ER -

Ratiometric fluorescence In³⁺ sensing via In³⁺-triggered tautomerization: Its applications to water samples, live cells and zebrafish

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Keywords

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