We report a catalytic foldamer in which a fumaramide chromophore links a Ser residue to a helical domain that contains within its sequence the residues His and Asp. Photoisomerization of the fumaramide chromophore (withEgeometry) to the corresponding maleamide (withZgeometry) brings together a ‘catalytic triad’ of Ser, His, and Asp, triggering esterase activity that is absent in the fumaramide isomer. The fumaramide/maleamide linker thus acts as a light-sensitive switchable cofactor for activation of catalytic activity in short foldamers.

Light-mediated control of activity in a photosensitive foldamer that mimics an esterase

Pollastrini M.;Marafon G.;Moretto A.
2021

Abstract

We report a catalytic foldamer in which a fumaramide chromophore links a Ser residue to a helical domain that contains within its sequence the residues His and Asp. Photoisomerization of the fumaramide chromophore (withEgeometry) to the corresponding maleamide (withZgeometry) brings together a ‘catalytic triad’ of Ser, His, and Asp, triggering esterase activity that is absent in the fumaramide isomer. The fumaramide/maleamide linker thus acts as a light-sensitive switchable cofactor for activation of catalytic activity in short foldamers.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11577/3394185
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