A novel benzimidazole-based fluorescence probe for detecting zinc ion in aqueous solution and zebrafish

Jin Yeong Yun; Ahran Kim; Suh Mi Hwang; Dongju Yun; Hyojin Lee; Ki Tae Kim; Cheal Kim

doi:10.1246/bcsj.20180390

A novel benzimidazole-based fluorescence probe for detecting zinc ion in aqueous solution and zebrafish

Jin Yeong Yun
, Ahran Kim
, Suh Mi Hwang
, Dongju Yun
, Hyojin Lee
, Ki Tae Kim
, Cheal Kim

Seoul National University of Science and Technology (SNUST)

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

24 Scopus citations

Abstract

A novel selective and sensitive chemosensor, (E)-1-((((1Hbenzo[d]imidazol-2-yl)methyl)imino)methyl)naphthalen-2-ol (BIN), was developed for fluorescence detection of Zn²⁺. The compound BIN acts as a fluorescent “turn-on” detector for Zn²⁺. The limit of detection (2.26¯M) for zinc ion is well below the WHO standard (76.0¯M). Probe BIN can be chemically reversible with ethylenediaminetetraacetic acid (EDTA). The binding mechanism of BIN with zinc ion was demonstrated by fluorescence, UV-visible, electrospray ionization mass spectroscopy, ¹HNMR titration and calculations. Importantly, probe BIN could be applied to determine zinc ion in water samples and living zebrafish.

Original language	English
Pages (from-to)	961-966
Number of pages	6
Journal	Bulletin of the Chemical Society of Japan
Volume	92
Issue number	5
DOIs	https://doi.org/10.1246/bcsj.20180390
State	Published - 2019

Keywords

DFT-calculations
Zebrafish imaging
Zinc sensor

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10.1246/bcsj.20180390

Cite this

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title = "A novel benzimidazole-based fluorescence probe for detecting zinc ion in aqueous solution and zebrafish",

abstract = "A novel selective and sensitive chemosensor, (E)-1-((((1Hbenzo[d]imidazol-2-yl)methyl)imino)methyl)naphthalen-2-ol (BIN), was developed for fluorescence detection of Zn2+. The compound BIN acts as a fluorescent “turn-on” detector for Zn2+. The limit of detection (2.26¯M) for zinc ion is well below the WHO standard (76.0¯M). Probe BIN can be chemically reversible with ethylenediaminetetraacetic acid (EDTA). The binding mechanism of BIN with zinc ion was demonstrated by fluorescence, UV-visible, electrospray ionization mass spectroscopy, 1HNMR titration and calculations. Importantly, probe BIN could be applied to determine zinc ion in water samples and living zebrafish.",

keywords = "DFT-calculations, Zebrafish imaging, Zinc sensor",

author = "Yun, \{Jin Yeong\} and Ahran Kim and Hwang, \{Suh Mi\} and Dongju Yun and Hyojin Lee and Kim, \{Ki Tae\} and Cheal Kim",

note = "Publisher Copyright: {\textcopyright} 2019 The Chemical Society of Japan",

year = "2019",

doi = "10.1246/bcsj.20180390",

language = "English",

volume = "92",

pages = "961--966",

journal = "Bulletin of the Chemical Society of Japan",

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TY - JOUR

T1 - A novel benzimidazole-based fluorescence probe for detecting zinc ion in aqueous solution and zebrafish

AU - Yun, Jin Yeong

AU - Kim, Ahran

AU - Hwang, Suh Mi

AU - Yun, Dongju

AU - Lee, Hyojin

AU - Kim, Ki Tae

AU - Kim, Cheal

PY - 2019

Y1 - 2019

N2 - A novel selective and sensitive chemosensor, (E)-1-((((1Hbenzo[d]imidazol-2-yl)methyl)imino)methyl)naphthalen-2-ol (BIN), was developed for fluorescence detection of Zn2+. The compound BIN acts as a fluorescent “turn-on” detector for Zn2+. The limit of detection (2.26¯M) for zinc ion is well below the WHO standard (76.0¯M). Probe BIN can be chemically reversible with ethylenediaminetetraacetic acid (EDTA). The binding mechanism of BIN with zinc ion was demonstrated by fluorescence, UV-visible, electrospray ionization mass spectroscopy, 1HNMR titration and calculations. Importantly, probe BIN could be applied to determine zinc ion in water samples and living zebrafish.

AB - A novel selective and sensitive chemosensor, (E)-1-((((1Hbenzo[d]imidazol-2-yl)methyl)imino)methyl)naphthalen-2-ol (BIN), was developed for fluorescence detection of Zn2+. The compound BIN acts as a fluorescent “turn-on” detector for Zn2+. The limit of detection (2.26¯M) for zinc ion is well below the WHO standard (76.0¯M). Probe BIN can be chemically reversible with ethylenediaminetetraacetic acid (EDTA). The binding mechanism of BIN with zinc ion was demonstrated by fluorescence, UV-visible, electrospray ionization mass spectroscopy, 1HNMR titration and calculations. Importantly, probe BIN could be applied to determine zinc ion in water samples and living zebrafish.

KW - DFT-calculations

KW - Zebrafish imaging

KW - Zinc sensor

UR - https://www.scopus.com/pages/publications/85068924828

U2 - 10.1246/bcsj.20180390

DO - 10.1246/bcsj.20180390

M3 - Article

AN - SCOPUS:85068924828

SN - 0009-2673

VL - 92

SP - 961

EP - 966

JO - Bulletin of the Chemical Society of Japan

JF - Bulletin of the Chemical Society of Japan

IS - 5

ER -

A novel benzimidazole-based fluorescence probe for detecting zinc ion in aqueous solution and zebrafish

Abstract

Keywords

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