Cargando…

A Novel L-Shaped Fluorescent Probe for AIE Sensing of Zinc (II) Ion by a DR/NIR Response

In the field of optical sensors, small molecules responsive to metal cations are of current interest. Probes displaying aggregation-induced emission (AIE) can solve the problems due to the aggregation-caused quenching (ACQ) molecules, scarcely emissive as aggregates in aqueous media and in tissues....

Descripción completa

Detalles Bibliográficos
Autores principales: Diana, Rosita, Caruso, Ugo, Gentile, Francesco Silvio, Di Costanzo, Luigi, Panunzi, Barbara
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8658931/
https://www.ncbi.nlm.nih.gov/pubmed/34885935
http://dx.doi.org/10.3390/molecules26237347
_version_ 1784612845499973632
author Diana, Rosita
Caruso, Ugo
Gentile, Francesco Silvio
Di Costanzo, Luigi
Panunzi, Barbara
author_facet Diana, Rosita
Caruso, Ugo
Gentile, Francesco Silvio
Di Costanzo, Luigi
Panunzi, Barbara
author_sort Diana, Rosita
collection PubMed
description In the field of optical sensors, small molecules responsive to metal cations are of current interest. Probes displaying aggregation-induced emission (AIE) can solve the problems due to the aggregation-caused quenching (ACQ) molecules, scarcely emissive as aggregates in aqueous media and in tissues. The addition of a metal cation to an AIE ligand dissolved in solution can cause a “turn-on” of the fluorescence emission. Half-cruciform-shaped molecules can be a winning strategy to build specific AIE probes. Herein, we report the synthesis and characterization of a novel L-shaped fluorophore containing a benzofuran core condensed with 3-hydroxy-2-naphthaldehyde crossed with a nitrobenzene moiety. The novel AIE probe produces a fast colorimetric and fluorescence response toward zinc (II) in both in neutral and basic conditions. Acting as a tridentate ligand, it produces a complex with enhanced and red-shifted emission in the DR/NIR spectral range. The AIE nature of both compounds was examined on the basis of X-ray crystallography and DFT analysis.
format Online
Article
Text
id pubmed-8658931
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-86589312021-12-10 A Novel L-Shaped Fluorescent Probe for AIE Sensing of Zinc (II) Ion by a DR/NIR Response Diana, Rosita Caruso, Ugo Gentile, Francesco Silvio Di Costanzo, Luigi Panunzi, Barbara Molecules Article In the field of optical sensors, small molecules responsive to metal cations are of current interest. Probes displaying aggregation-induced emission (AIE) can solve the problems due to the aggregation-caused quenching (ACQ) molecules, scarcely emissive as aggregates in aqueous media and in tissues. The addition of a metal cation to an AIE ligand dissolved in solution can cause a “turn-on” of the fluorescence emission. Half-cruciform-shaped molecules can be a winning strategy to build specific AIE probes. Herein, we report the synthesis and characterization of a novel L-shaped fluorophore containing a benzofuran core condensed with 3-hydroxy-2-naphthaldehyde crossed with a nitrobenzene moiety. The novel AIE probe produces a fast colorimetric and fluorescence response toward zinc (II) in both in neutral and basic conditions. Acting as a tridentate ligand, it produces a complex with enhanced and red-shifted emission in the DR/NIR spectral range. The AIE nature of both compounds was examined on the basis of X-ray crystallography and DFT analysis. MDPI 2021-12-03 /pmc/articles/PMC8658931/ /pubmed/34885935 http://dx.doi.org/10.3390/molecules26237347 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Diana, Rosita
Caruso, Ugo
Gentile, Francesco Silvio
Di Costanzo, Luigi
Panunzi, Barbara
A Novel L-Shaped Fluorescent Probe for AIE Sensing of Zinc (II) Ion by a DR/NIR Response
title A Novel L-Shaped Fluorescent Probe for AIE Sensing of Zinc (II) Ion by a DR/NIR Response
title_full A Novel L-Shaped Fluorescent Probe for AIE Sensing of Zinc (II) Ion by a DR/NIR Response
title_fullStr A Novel L-Shaped Fluorescent Probe for AIE Sensing of Zinc (II) Ion by a DR/NIR Response
title_full_unstemmed A Novel L-Shaped Fluorescent Probe for AIE Sensing of Zinc (II) Ion by a DR/NIR Response
title_short A Novel L-Shaped Fluorescent Probe for AIE Sensing of Zinc (II) Ion by a DR/NIR Response
title_sort novel l-shaped fluorescent probe for aie sensing of zinc (ii) ion by a dr/nir response
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8658931/
https://www.ncbi.nlm.nih.gov/pubmed/34885935
http://dx.doi.org/10.3390/molecules26237347
work_keys_str_mv AT dianarosita anovellshapedfluorescentprobeforaiesensingofzinciiionbyadrnirresponse
AT carusougo anovellshapedfluorescentprobeforaiesensingofzinciiionbyadrnirresponse
AT gentilefrancescosilvio anovellshapedfluorescentprobeforaiesensingofzinciiionbyadrnirresponse
AT dicostanzoluigi anovellshapedfluorescentprobeforaiesensingofzinciiionbyadrnirresponse
AT panunzibarbara anovellshapedfluorescentprobeforaiesensingofzinciiionbyadrnirresponse
AT dianarosita novellshapedfluorescentprobeforaiesensingofzinciiionbyadrnirresponse
AT carusougo novellshapedfluorescentprobeforaiesensingofzinciiionbyadrnirresponse
AT gentilefrancescosilvio novellshapedfluorescentprobeforaiesensingofzinciiionbyadrnirresponse
AT dicostanzoluigi novellshapedfluorescentprobeforaiesensingofzinciiionbyadrnirresponse
AT panunzibarbara novellshapedfluorescentprobeforaiesensingofzinciiionbyadrnirresponse