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. 2023 Mar 1;24(5):e202200570.
doi: 10.1002/cbic.202200570. Epub 2023 Jan 26.

Amber Light Control of Peptide Secondary Structure by a Perfluoroaromatic Azobenzene Photoswitch

Eleonora Cataldi  1 , Martina Raschig  1 , Marcus Gutmann  1 , Patrick T Geppert  2 , Matthias Ruopp  1 , Marvin Schock  1 , Hubert Gerwe  1 , Rüdiger Bertermann  2 , Lorenz Meinel  1   3 , Maik Finze  2 , Agnieszka Nowak-Król  2 , Michael Decker  1 , Tessa Lühmann  1
Affiliations

Amber Light Control of Peptide Secondary Structure by a Perfluoroaromatic Azobenzene Photoswitch

Eleonora Cataldi et al. Chembiochem. .

Abstract

The incorporation of photoswitches into the molecular structure of peptides and proteins enables their dynamic photocontrol in complex biological systems. Here, a perfluorinated azobenzene derivative triggered by amber light was site-specifically conjugated to cysteines in a helical peptide by perfluoroarylation chemistry. In response to the photoisomerization (trans→cis) of the conjugated azobenzene with amber light, the secondary structure of the peptide was modulated from a disorganized into an amphiphilic helical structure.

Keywords: amber light; decafluoroazobezene; peptide stapling; perfluoroarylation; photocontrol.

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