An Off-On-Off Fluorescent Sensor for pH Windows Based on the 13aneN4-Zn 2+ System

Valeria Amendola 1, * Greta Bergamaschi 1 Giacomo Dacarro 1 Franck Denat 2 Frederic Boschetti 3 Maria Nikolantonaki 4 Regis Gougeon 4 Giulia d'Alessio 4 Anne-Sophie Viaux 4 Lucie Bertheau 4 Stéphane Guyot 4 Nicolas Sok 4, * Piersandro Pallavicini 1
* Auteur correspondant
1 Dipartimenti di chimica - Department of Chemistry [Università di Pavia]
2 ICMUB - Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon]
3 CheMatech - Macrocycle Design Technologies
4 PAM - Procédés Alimentaires et Microbiologiques
Abstract : The new ligand L was prepared and features a 13-membered tetraaza macrocyclic ring with a 1,8-naphthalimide fluorophore appended to a C atom of its backbone. The protonation constants of L as well as its complexation constants with Zn2+ ions were determined in 1:1 water/methanol solutions by potentiometric titrations. Fluorimetric pH titrations were performed with L alone and L in the presence of Zn2+ ions (1:1), and the species distributions (%) versus pH were compared. A window-shaped fluorescence trend was observed with pH for the L/Zn2+ system, which behaves as an off-on-off pH sensor. The on window is centred in the 6.5-7.5 pH range, in correspondence with the formation of [ZnL](2+). The ligand L also works as a sensor for Zn2+ ions in this pH window, which includes the physiological pH value (7.4). Accordingly, L was used as a probe for the visualization of the Zn2+ pools in Saccharomyces cerevisiae yeast cells at pH 7.4 and has the additional ability to distinguish between living and dead cells.
Keywords : Sensors Fluorescence Yeast cells Macrocyclic ligands Chelation-enhanced fluorescence Metal-complexes zinc Chemosensors Micelles Cyclam Ions Lipophilicity Macrocycles Equilibria
Type de document :
Article dans une revue
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https://hal-univ-bourgogne.archives-ouvertes.fr/hal-01492871
Contributeur : Pam - Université de Bourgogne <>
Soumis le : lundi 20 mars 2017 - 16:07:01
Dernière modification le : samedi 22 septembre 2018 - 15:08:04

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UNIV-BOURGOGNE | ICMUB | INC-CNRS | PAM | AGROSUP-PAM | AGROSUP-DIJON

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Valeria Amendola, Greta Bergamaschi, Giacomo Dacarro, Franck Denat, Frederic Boschetti, et al.. An Off-On-Off Fluorescent Sensor for pH Windows Based on the 13aneN4-Zn 2+ System. European Journal of Inorganic Chemistry, Wiley-VCH Verlag, 2016, 2016 (32), pp.5106 - 5113. ⟨10.1002/ejic.201600749⟩. ⟨hal-01492871⟩

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