6533b830fe1ef96bd12970c0
RESEARCH PRODUCT
Design, Synthesis and Characterization of a Visible-Light-Sensitive Molecular Switch and Its PEGylation Towards a Self-Assembling Molecule.
Marco PaolinoMario SalettiAnnalisa RealeMariano LicciardiPaola VarvaràArnaud MarquetteJérémie LéonardClaudia BonechiAlessandro DonatiGianluca GiorgiGermano GiulianiBenedetta CarlottiFausto OrticaLoredana LatteriniMariangela GentileEugenio PaccagniniMassimo OlivucciAndrea Cappellisubject
light-driven molecular switchesnanoaggregatesHBDI-like chromophores; light-driven molecular switches; light-sensitive molecules; nanoaggregates; photoswitches; self-assembling molecules; Green Fluorescent Proteins; LightLightOrganic ChemistryGreen Fluorescent ProteinsHBDI-like chromophoresself-assembling moleculesGeneral Chemistrylight-sensitive moleculesCatalysisphotoswitchesdescription
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-to-E 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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2022-01-01 | Chemistry (Weinheim an der Bergstrasse, Germany) |