A single fluorescent chemosensor for multiple target ions: Recognition of Zn2+ in 100% aqueous solution and F- in organic solvent

Eun Joo Song; Hyun Kim; In Hong Hwang; Kyung Beom Kim; Ah Ram Kim; Insup Noh; Cheal Kim

doi:10.1016/j.snb.2014.01.009

A single fluorescent chemosensor for multiple target ions: Recognition of Zn²⁺ in 100% aqueous solution and F^- in organic solvent

Eun Joo Song, Hyun Kim, In Hong Hwang, Kyung Beom Kim, Ah Ram Kim, Insup Noh, Cheal Kim

Seoul National University of Science and Technology (SNUST)

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

101 Scopus citations

Abstract

A structurally simple 2-((1-hydroxynaphthalene-2-yl)methyleneamino)acetic acid (1) was used as a turn-on fluorescent sensor for both Zn²⁺ and F^-. This receptor 1 showed a significant fluorescence enhancement in the presence of zinc ion over most other competitive metal ions in 100% aqueous solution. In particular, this chemosensor could clearly distinguish Zn ²⁺ from Cd²⁺. The spectroscopic studies suggested that the selective response to zinc ion involved the disruption of the internal charge transfer (ICT), and the inhibition of the CN isomerization and the excited-state proton transfer (ESIPT). In vitro studies with fibroblasts showed fluorescence when sensor 1 and Zn²⁺ were present. The receptor 1 could also sense F^- selectively in DMSO. The fluorescence, UV-vis titration and ¹H NMR titration indicated that F^- ion enhanced the fluorescence of 1 through deprotonation.

Original language	English
Pages (from-to)	36-43
Number of pages	8
Journal	Sensors and Actuators, B: Chemical
Volume	195
DOIs	https://doi.org/10.1016/j.snb.2014.01.009
State	Published - May 2014

Keywords

CN isomerization
Fluorescence
Fluoride
Internal charge transfer
Zinc ion

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10.1016/j.snb.2014.01.009

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title = "A single fluorescent chemosensor for multiple target ions: Recognition of Zn2+ in 100\% aqueous solution and F- in organic solvent",

abstract = "A structurally simple 2-((1-hydroxynaphthalene-2-yl)methyleneamino)acetic acid (1) was used as a turn-on fluorescent sensor for both Zn2+ and F-. This receptor 1 showed a significant fluorescence enhancement in the presence of zinc ion over most other competitive metal ions in 100\% aqueous solution. In particular, this chemosensor could clearly distinguish Zn 2+ from Cd2+. The spectroscopic studies suggested that the selective response to zinc ion involved the disruption of the internal charge transfer (ICT), and the inhibition of the CN isomerization and the excited-state proton transfer (ESIPT). In vitro studies with fibroblasts showed fluorescence when sensor 1 and Zn2+ were present. The receptor 1 could also sense F- selectively in DMSO. The fluorescence, UV-vis titration and 1H NMR titration indicated that F- ion enhanced the fluorescence of 1 through deprotonation.",

keywords = "CN isomerization, Fluorescence, Fluoride, Internal charge transfer, Zinc ion",

author = "Song, \{Eun Joo\} and Hyun Kim and Hwang, \{In Hong\} and Kim, \{Kyung Beom\} and Kim, \{Ah Ram\} and Insup Noh and Cheal Kim",

year = "2014",

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doi = "10.1016/j.snb.2014.01.009",

language = "English",

volume = "195",

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T1 - A single fluorescent chemosensor for multiple target ions

T2 - Recognition of Zn2+ in 100% aqueous solution and F- in organic solvent

AU - Song, Eun Joo

AU - Kim, Hyun

AU - Hwang, In Hong

AU - Kim, Kyung Beom

AU - Kim, Ah Ram

AU - Noh, Insup

AU - Kim, Cheal

PY - 2014/5

Y1 - 2014/5

N2 - A structurally simple 2-((1-hydroxynaphthalene-2-yl)methyleneamino)acetic acid (1) was used as a turn-on fluorescent sensor for both Zn2+ and F-. This receptor 1 showed a significant fluorescence enhancement in the presence of zinc ion over most other competitive metal ions in 100% aqueous solution. In particular, this chemosensor could clearly distinguish Zn 2+ from Cd2+. The spectroscopic studies suggested that the selective response to zinc ion involved the disruption of the internal charge transfer (ICT), and the inhibition of the CN isomerization and the excited-state proton transfer (ESIPT). In vitro studies with fibroblasts showed fluorescence when sensor 1 and Zn2+ were present. The receptor 1 could also sense F- selectively in DMSO. The fluorescence, UV-vis titration and 1H NMR titration indicated that F- ion enhanced the fluorescence of 1 through deprotonation.

AB - A structurally simple 2-((1-hydroxynaphthalene-2-yl)methyleneamino)acetic acid (1) was used as a turn-on fluorescent sensor for both Zn2+ and F-. This receptor 1 showed a significant fluorescence enhancement in the presence of zinc ion over most other competitive metal ions in 100% aqueous solution. In particular, this chemosensor could clearly distinguish Zn 2+ from Cd2+. The spectroscopic studies suggested that the selective response to zinc ion involved the disruption of the internal charge transfer (ICT), and the inhibition of the CN isomerization and the excited-state proton transfer (ESIPT). In vitro studies with fibroblasts showed fluorescence when sensor 1 and Zn2+ were present. The receptor 1 could also sense F- selectively in DMSO. The fluorescence, UV-vis titration and 1H NMR titration indicated that F- ion enhanced the fluorescence of 1 through deprotonation.

KW - CN isomerization

KW - Fluorescence

KW - Fluoride

KW - Internal charge transfer

KW - Zinc ion

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DO - 10.1016/j.snb.2014.01.009

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SN - 0925-4005

VL - 195

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JO - Sensors and Actuators, B: Chemical

JF - Sensors and Actuators, B: Chemical

ER -

A single fluorescent chemosensor for multiple target ions: Recognition of Zn²⁺ in 100% aqueous solution and F^- in organic solvent

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Keywords

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