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Article Dans Une Revue Chemistry - A European Journal Année : 2022

Design, Synthesis and Characterization of a Visible‐Light‐Sensitive Molecular Switch and Its PEGylation Towards a Self‐Assembling Molecule

Résumé

HBDI-like chromophores represent a novel set of biomimetic switches mimicking the fluorophore of the green fluorescent protein that are currently studied with the hope to expand the molecular switch/motor toolbox. However, until now members capable of absorbing visible light in their neutral (i. e. non-anionic) form have not been reported. In this contribution we report the preparation of an HBDI-like chromophore based on a 3-phenylbenzofulvene scaffold capable of absorbing blue light and photoisomerizing on the picosecond timescale. More specifically, we show that double-bond photoisomerization occurs in both the E-to-Z and Z-toE directions and that these can be controlled by irradiating with blue and UV light, respectively. Finally, as a preliminary applicative result, we report the incorporation of the chromophore in an amphiphilic molecule and demonstrate the formation of a visible-light-sensitive nanoaggregated state in water.
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Origine : Publication financée par une institution

Dates et versions

hal-03834067 , version 1 (28-10-2022)

Identifiants

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Marco Paolino, Mario Saletti, Annalisa Reale, Mariano Licciardi, Paola Varvarà, et al.. Design, Synthesis and Characterization of a Visible‐Light‐Sensitive Molecular Switch and Its PEGylation Towards a Self‐Assembling Molecule. Chemistry - A European Journal, 2022, 28 (50), pp.e202201477. ⟨10.1002/chem.202201477⟩. ⟨hal-03834067⟩
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