A GFP Inspired 8‐Methoxyquinoline–Derived Fluorescent Molecular Sensor for the Detection of Zn2+ by Two–Photon Microscopy

Author:

Csomos Attila12ORCID,Madarász Miklós3ORCID,Turczel Gábor4ORCID,Cseri Levente35ORCID,Bodor Andrea6ORCID,Matuscsák Anett7,Katona Gergely8ORCID,Kovács Ervin89ORCID,Rózsa Balázs378ORCID,Mucsi Zoltán1310ORCID

Affiliation:

1. Femtonics Ltd. Tűzoltó utca 59 H-1094 Budapest Hungary

2. Hevesy György PhD School of Chemistry Eötvös Loránd University Pázmány Péter sétány 1/A H-1117 Budapest Hungary

3. BrainVisionCenter Liliom utca 43–45 H-1094 Budapest Hungary

4. NMR Research Laboratory HUN-REN Research Centre for Natural Sciences Magyar tudósok körútja 2 H-1117 Budapest Hungary

5. Department of Organic Chemistry and Technology Budapest University of Technology and Economics Műegyetem rakpart 3 H-1111 Budapest Hungary

6. Analytical and BioNMR Laboratory Institute of Chemistry Eötvös Loránd University Pázmány Péter sétány 1/A H-1117 Budapest Hungary

7. Laboratory of 3D functional network and dendritic imaging HUN-REN Institute of Experimental Medicine Szigony utca 43 H-1083 Budapest Hungary

8. Two-Photon Measurement Technology Research Group Pázmány Péter Catholic University Práter utca 50/a H-1083 Budapest Hungary

9. Polymer Chemistry and Physics Research Group HUN-REN Research Centre for Natural Sciences Magyar tudósok körútja 2 H-1117 Budapest Hungary

10. Faculty of Materials and Chemical Sciences University of Miskolc H-3515 Miskolc Hungary

Abstract

AbstractAn effective, GFP‐inspired fluorescent Zn2+ sensor is developed for two–photon microscopy and related biological application that features an 8‐methoxyquinoline moiety. Excellent photophysical characteristics including a 37‐fold fluorescence enhancement with excitation and emission maxima at 440 nm and 505 nm, respectively, as well as a high two–photon cross–section of 73 GM at 880 nm are reported. Based on the experimental data, the relationship between the structure and properties was elucidated and explained backed up by DFT calculations, particularly the observed PeT phenomenon for the turn–on process. Biological validation and detailed experimental and theoretical characterization of the free and the zinc–bound compounds are presented.

Funder

Magyar Tudományos Akadémia

Nemzeti Kutatási Fejlesztési és Innovációs Hivatal

Nemzeti Kutatási, Fejlesztési és Innovaciós Alap

Publisher

Wiley

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