Visible‐Light Photoswitchable Covalent Tetra‐ <i>Ortho</i> ‐Fluoro‐Azobenzene Carbon Nanodot Hybrids for Optostimulation

Carbon nanodots (CNDs) have attracted growing interest due to their potential applications in sensing, imaging, and optically controlled bio‐applications. Herein, the covalent functionalization of citric acid/ethylenediamine‐based CNDs with a tetra‐ ortho ‐fluoro‐azobenzene derivative (F‐Azo) is presented. This approach aims to integrate the intrinsic photoluminescence of CNDs with the reversible photoisomerization properties of F‐Azos triggered by visible light. The CND‐F‐Azo hybrids are synthesized via a terminal carboxylic acid group located on the F‐Azo, which can be attached via amide coupling to surface‐accessible amines on the CNDs. The structural and optical characterization of the resulting hybrid material is performed using a variety of analytical and spectroscopic techniques, as well as computational analyses supporting the covalent linking between the molecular and nanomaterial components and the interactions existing between them. In order to assess the impact of functionalization on physicochemical properties, the hybrid is further analyzed with respect to zeta potential, lipophilicity, and cell viability using HEK‐293 cell assays. To assess cellular uptake and intracellular localization, confocal fluorescence imaging is employed. This work contributes to the development of light‐responsive nanomaterials with tailored surface properties, highlighting the potential of Azo‐functionalized CNDs as multifunctional platforms for future in vitro and in vivo optostimulation applications.

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Publication Details

Journal
ChemPhotoChem
Published
2025-10-10
DOI
https://doi.org/10.1002/cptc.202500197
Primary Topic
Luminescence and Fluorescent Materials
Type
article
Field-Weighted Citation Impact
0.00

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article

Visible‐Light Photoswitchable Covalent Tetra‐ Ortho ‐Fluoro‐Azobenzene Carbon Nanodot Hybrids for Optostimulation

Giuseppe Maria Paternò, Michal Langer, Teresa Gatti, Josef Wachtveitl et al.
ChemPhotoChem
Luminescence and Fluorescent Materials
article

Visible‐Light Photoswitchable Covalent Tetra‐ Ortho ‐Fluoro‐Azobenzene Carbon Nanodot Hybrids for Optostimulation

Giuseppe Maria Paternò, Michal Langer, Teresa Gatti, Josef Wachtveitl, Dominic Schatz, Juan Pablo Martínez, Paul P. Debes, Hermann A. Wegner, Maria Rosa Antognazza, Silvio Osella, Monika Schönhoff, Bernd M. Smarsly, Janis Heßling, Anthea Villano, Yagmur Aydogan‐Sun
article en

Abstract

Carbon nanodots (CNDs) have attracted growing interest due to their potential applications in sensing, imaging, and optically controlled bio‐applications. Herein, the covalent functionalization of citric acid/ethylenediamine‐based CNDs with a tetra‐ ortho ‐fluoro‐azobenzene derivative (F‐Azo) is presented. This approach aims to integrate the intrinsic photoluminescence of CNDs with the reversible photoisomerization properties of F‐Azos triggered by visible light. The CND‐F‐Azo hybrids are synthesized via a terminal carboxylic acid group located on the F‐Azo, which can be attached via amide coupling to surface‐accessible amines on the CNDs. The structural and optical characterization of the resulting hybrid material is performed using a variety of analytical and spectroscopic techniques, as well as computational analyses supporting the covalent linking between the molecular and nanomaterial components and the interactions existing between them. In order to assess the impact of functionalization on physicochemical properties, the hybrid is further analyzed with respect to zeta potential, lipophilicity, and cell viability using HEK‐293 cell assays. To assess cellular uptake and intracellular localization, confocal fluorescence imaging is employed. This work contributes to the development of light‐responsive nanomaterials with tailored surface properties, highlighting the potential of Azo‐functionalized CNDs as multifunctional platforms for future in vitro and in vivo optostimulation applications.

ChemPhotoChemVol. 9(12)
Goethe University Frankfurt (DE), VSB - Technical University of Ostrava (CZ), Politecnico di Torino (IT), Justus-Liebig-Universität Gießen (DE), University of Münster (DE), Italian Institute of Technology (IT), Center for Nano Science and Technology (IT), University of Warsaw (PL), Politecnico di Milano (IT)
European Commission, Deutsche Forschungsgemeinschaft, Uniwersytet Warszawski, European Regional Development Fund, Interdyscyplinarne Centrum Modelowania Matematycznego i Komputerowego UW
Openalex Percentile: Top 78%
Luminescence and Fluorescent Materials
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