Membrane Environment Enables Ultrafast Isomerization of Amphiphilic Azobenzene

Abstract: The non‐covalent affinity of photoresponsive molecules to biotargets represents an attractive tool for achieving effective cell photo‐stimulation. Here, an amphiphilic azobenzene that preferentially dwells within the plasma membrane is studied. In particular, its isomerization dynamics in different media is investigated. It is found that in molecular aggregates formed in water, the isomerization reaction is hindered, while radiative deactivation is favored. However, once protected by a lipid shell, the photochromic molecule reacquires its ultrafast photoisomerization capacity. This behavior is explained considering collective excited states that may form in aggregates, locking the conformational dynamics and redistributing the oscillator strength. By applying the pump probe technique in different media, an isomerization time in the order of 10 ps is identified and the deactivation in the aggregate in water is also characterized. Finally, it is demonstrated that the reversible modulation of membrane potential of HEK293 cells via illumination with visible light can be indeed related to the recovered trans→cis photoreaction in lipid membrane. These data fully account for the recently reported experiments in neurons, showing that the amphiphilic azobenzenes, once partitioned in the cell membrane, are effective light actuators for the modification of the electrical state of the membrane.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Membrane Environment Enables Ultrafast Isomerization of Amphiphilic Azobenzene ; volume:7 ; number:8 ; year:2020 ; extent:9
Advanced science ; 7, Heft 8 (2020) (gesamt 9)

Creator
Paternò, Giuseppe Maria
Colombo, Elisabetta
Vurro, Vito
Lodola, Francesco
Cimò, Simone
Sesti, Valentina
Molotokaite, Egle
Bramini, Mattia
Ganzer, Lucia
Fazzi, Daniele
D'Andrea, Cosimo
Benfenati, Fabio
Bertarelli, Chiara
Lanzani, Guglielmo

DOI
10.1002/advs.201903241
URN
urn:nbn:de:101:1-2022062613123249927123
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:21 AM CEST

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Associated

  • Paternò, Giuseppe Maria
  • Colombo, Elisabetta
  • Vurro, Vito
  • Lodola, Francesco
  • Cimò, Simone
  • Sesti, Valentina
  • Molotokaite, Egle
  • Bramini, Mattia
  • Ganzer, Lucia
  • Fazzi, Daniele
  • D'Andrea, Cosimo
  • Benfenati, Fabio
  • Bertarelli, Chiara
  • Lanzani, Guglielmo

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