A multifunctional tripodal fluorescent probe for the recognition of Cr3+, Al3+, Zn2+ and F− with controllable ESIPT processes

Zhang, Hong; Sun, Tao; Ruan, Qin; Zhao, Jiang-Lin; Mu, Lan; Zeng, Xi; Jin, Zongwen; Su, Shaobo; Luo, Qingying; Yan, Yiyong; Redshaw, Carl

Abstract

Three 4-(benzo[d]thiazol-2-yl)-2,5-dihydroxybenzaldehyde fluorophores were introduced to construct a tripodal multifunctional ESPIT fluorescence probe L. The fluorescent analysis revealed that probe L exhibited excellent recognition capabilities towards Cr3+, Al3+, Zn2+ and F− ions with large Stokes shifts. Furthermore, under optimal conditions, the detection limit of probe L towards Cr3+, Al3+, Zn2+ and F− were low, of the order of 10−8 M, which indicated that probe L was sensitive to these four ions. Interestingly, the fluorescent and 1H NMR titration experiments revealed that the recognition mechanism of probe L towards the ions Cr3+, Al3+, Zn2+ and F− were different. The presence of Cr3+ and Al3+ recovered the ESIPT, but the presence of Zn2+ trigger a moderate deprotonation of the phenolic OH and induced an ESIPT red-shifted (60 nm) emission wavelength. Finally, the presence of F− completely deprotonated the free phenolic OH and a remarkable red-shifted (130 nm) ESIPT emission was observed. In other words, the ESIPT process of probe L is controllable. Furthermore, the utility of probe L as a biosensor in living cells (PC3 cells) towards Cr3+, Al3+ and Zn2+ ions has been demonstrated.

Citation

Zhang, H., Sun, T., Ruan, Q., Zhao, J.-L., Mu, L., Zeng, X., Jin, Z., Su, S., Luo, Q., Yan, Y., & Redshaw, C. (2019). A multifunctional tripodal fluorescent probe for the recognition of Cr3+, Al3+, Zn2+ and F− with controllable ESIPT processes. Dyes and pigments : an international journal, 162, 257-265. https://doi.org/10.1016/j.dyepig.2018.10.025

• Journal Article Type: Article
• Acceptance Date: Oct 16, 2018
• Online Publication Date: Oct 17, 2018
• Publication Date: Mar 1, 2019
• Deposit Date: Oct 27, 2018
• Publicly Available Date: Oct 18, 2019
• Journal: Dyes and Pigments
• Print ISSN: 0143-7208
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 162
• Pages: 257-265
• DOI: https://doi.org/10.1016/j.dyepig.2018.10.025
• Keywords: Process chemistry and technology; General chemical engineering; Fluorescent probe; ESIPT; Recognition; Cr3+; Al3+; Zn2+ and F−; Living cell
• Public URL: https://hull-repository.worktribe.com/output/1134671
• Publisher URL: https://www.sciencedirect.com/science/article/pii/S0143720818308611?via%3Dihub
• Additional Information: This article is maintained by: Elsevier; Article Title: A multifunctional tripodal fluorescent probe for the recognition of Cr3+, Al3+, Zn2+ and F− with controllable ESIPT processes; Journal Title: Dyes and Pigments; CrossRef DOI link to publisher maintained version: https://doi.org/10.1016/j.dyepig.2018.10.025; Content Type: article; Copyright: © 2018 Elsevier Ltd. All rights reserved.
• Contract Date: Nov 6, 2018