Design, Synthesis and Characterization of a Visible-Light-Sensitive Molecular Switch and Its PEGylation Towards a Self-Assembling Molecule.
HBDI-like chromophores
light-driven molecular switches
light-sensitive molecules
nanoaggregates
photoswitches
self-assembling molecules
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
06 Sep 2022
06 Sep 2022
Historique:
received:
16
05
2022
pubmed:
14
6
2022
medline:
8
9
2022
entrez:
13
6
2022
Statut:
ppublish
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-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.
Identifiants
pubmed: 35695822
doi: 10.1002/chem.202201477
pmc: PMC9541190
doi:
Substances chimiques
Green Fluorescent Proteins
147336-22-9
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202201477Subventions
Organisme : Interdisciplinary Thematic Institute Qmat
ID : TI 2021-2028
Organisme : CNRS and Inserm
ID : ANR 10 IDEX 0002
Organisme : FRI STRAT'US
ID : ANR 20 SFRI 0012
Organisme : EUR QMAT
ID : ANR-17-EURE-002
Organisme : Labex NIE
ID : ANR-11-LABX-0058_NIE
Informations de copyright
© 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.
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