A highly selective and sensitive fluorescent turn-on Al3+ chemosensor in aqueous media and living cells: experimental and theoretical studies

In Hong Hwang; Ye Won Choi; Kyung Beom Kim; Gyeong Jin Park; Jae Jun Lee; LeTuyen Nguyen; Insup Noh; Cheal Kim

doi:10.1039/C5NJ02334C

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A highly selective and sensitive fluorescent turn-on Al³⁺ chemosensor in aqueous media and living cells: experimental and theoretical studies†

In Hong Hwang,^a Ye Won Choi,^a Kyung Beom Kim,^a Gyeong Jin Park,^a Jae Jun Lee,^a LeTuyen Nguyen,^b Insup Noh^b and Cheal Kim*^a

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* Corresponding authors

^a Department of Fine Chemistry and Department of Interdisciplinary Bio IT Materials, Seoul National University of Science and Technology, Seoul 139-743, Korea
E-mail: chealkim@seoultech.ac.kr
Fax: +82-2-973-9149
Tel: +82-2-970-6693

^b Department of Chemical and Biomolecular Engineering, and Convergence Program of Biomedical Engineering and Biomaterials, Seoul National University of Science & Technology, Seoul 139-743, Republic of Korea

Abstract

A highly selective and sensitive fluorescent chemosensor (1) based on a 2-aminobenzoic acid Schiff base has been synthesized in one step. The binding properties of 1 with metal ions were investigated by fluorescence, UV-vis, ¹H NMR and electrospray ionization mass spectra. This sensor exhibited enhanced fluorescence in the presence of Al³⁺ in aqueous solution and also in living cells. The sensing mechanism of 1 toward Al³⁺ was explained by DFT/TDDFT calculations. The binding constant was determined to be 3.1 × 10⁸ M⁻¹ which is one of the highest binding affinities among such simple Schiff bases for Al³⁺ in buffer solution. The calibration curve for the analytical performance of Al³⁺ was found to be linear over a concentration range with a very low detection limit of 290 nM (3σ).

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Article information

DOI: https://doi.org/10.1039/C5NJ02334C
Article type: Paper
Submitted: 01 Sep 2015
Accepted: 16 Oct 2015
First published: 21 Oct 2015

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New J. Chem., 2016,40, 171-178

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A highly selective and sensitive fluorescent turn-on Al³⁺ chemosensor in aqueous media and living cells: experimental and theoretical studies

I. H. Hwang, Y. W. Choi, K. B. Kim, G. J. Park, J. J. Lee, L. Nguyen, I. Noh and C. Kim, New J. Chem., 2016, 40, 171 DOI: 10.1039/C5NJ02334C

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