Please use this identifier to cite or link to this item: http://hdl.handle.net/2067/46185
Title: Oxidative Coupling of Coumarins by Blue-LED-Driven in situ Activation of Horseradish Peroxidase in a Two-Liquid-Phase System
Authors: Zippilli, Claudio
Bizzarri, Bruno Mattia 
Gabellone, Sofia
botta, lorenzo 
Saladino, Raffaele 
Journal: CHEMCATCHEM 
Issue Date: 2021
Abstract: 
A blue-LED-driven two-liquid-phase system has been set up for the in situ activation of horseradish peroxidase avoiding the use of hydrogen peroxide and drawbacks related to enzyme denaturation and undesired radical side-reactions. The photobiocatalytic system was applied for the oxidative coupling of natural and synthetic coumarins to bicoumarins, allowing to obtain homodimers in only one step, avoiding the use of tedious protecting groups. Two natural C-2 symmetric bicoumarins derived from the coupling of scopoletin were synthesized for the first time. UV-visible spectrophotometry analysis confirmed the radical-free and blue-LED-driven in situ oxidation of the green solvent 2-methyltetrahydrofuran to the corresponding hydroperoxide, which in turn oxidizes the ferric heme of horseradish peroxidase to ferryl intermediate, triggering the oxidative coupling reaction.
URI: http://hdl.handle.net/2067/46185
ISSN: 1867-3899
DOI: 10.1002/cctc.202100753
Rights: Attribution-NonCommercial-NoDerivs 3.0 United States
Appears in Collections:A1. Articolo in rivista

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