Tetraphenylethene-based fluorescent probe with aggregation-induced emission behavior for Hg2+ detection and its application

Authors
Selvaraj, MuthusamyRajalakshmi, KanagarajAhn, Dae-HwanYoon, Su-JinNam, Yun-SikLee, YeonheeXu, YuanguoSong, Jong-WonLee, Kang-Bong
Issue Date
2021-03-01
Publisher
ELSEVIER
Citation
ANALYTICA CHIMICA ACTA, v.1148
Abstract
A tetraphenylethene (TPE) derivative was designed and synthesized upon conjugation with bis(thiophen-2-ylmethyl) amine (BTA) containing a mercury-binding moiety and further characterized by using Nuclear magnetic resonance (NMR), LC-MS, UV-Vis, and fluorescence spectroscopic methods. The resulting TPE-BTA exhibited comprehensive aggregation-induced emission while expressing a high quantum yield and emission intensity at 70% water fraction. The probe exhibited a good photochromic effect with a Stokes shift of 178 nm, and the emission intensity at 550 nm increased considerably with the color turning from dark green to bright green under a UV lamp upon the addition of 5 mu M Hg2+. The lowest-energy conformation of the probe showed that two thiophene rings were perpendicular to the phenyl ring, while two BTA molecules were situated in a staggered form to each other. The sulfur and nitrogen atoms present in TPE-BTA were coordinated to the Hg2+ ion, and these binding sites were confirmed by the NMR parameters, X-ray photoelectron spectroscopy signals, and structural calculations. The binding of Hg2+ to TPE-BTA was believed to restrict the intramolecular motion of TPE-BTA, thus inducing it to shine brighter according to the unique aggregation-induced emission effect. The concentration of Hg2+ was determined based on the enhancement of the emission intensity, and the present probe showed an extremely high sensitivity with a limit of detection of 10.5 nM. Furthermore, TPE-BTA enabled selective detection of Hg2+ even in the presence of a 1000-fold excess of other interfering metal ions. The proposed method was successfully employed to determine Hg2+ in living HeLa cells and real water samples. (C) 2020 Elsevier B.V. All rights reserved.
Keywords
Tetraphenylethene; Bis(thiophen-2-ylmethyl)amine; Density functional theory; Aggregation-induced emission; Fluorescent Hg2+ probe; Bioimaging
ISSN
0003-2670
URI
https://pubs.kist.re.kr/handle/201004/117276
DOI
10.1016/j.aca.2020.12.053
Appears in Collections:
KIST Article > 2021
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