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

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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",

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year = "2019",

doi = "10.1246/bcsj.20180390",

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volume = "92",

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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

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DO - 10.1246/bcsj.20180390

M3 - Article

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JO - Bulletin of the Chemical Society of Japan

JF - Bulletin of the Chemical Society of Japan

IS - 5

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

Abstract

Keywords

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