Fluorogenic Enzyme-Triggered Domino Reactions Producing Quinoxalin-2(1H)‑one-based Heterocycles

A simple and effective biocompatible domino reaction triggered by a model protease and leading to the formation of strongly fluorescent quinoxalin-2­(1H)-one N-heterocycles is described. Some positive attributes including versatility and the ability to provide outstanding fluorescence “OFF–ON” respo...

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Bibliographic Details
Published in:Organic letters 2020-08, Vol.22 (16), p.6494-6499
Main Authors: Dejouy, Garance, Renault, Kévin, Bonnin, Quentin, Chevalier, Arnaud, Michaudet, Cédric, Picquet, Michel, Valverde, Ibai E, Romieu, Anthony
Format: Article
Language:English
Subjects:
Chemical Sciences
Organic chemistry
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Summary:A simple and effective biocompatible domino reaction triggered by a model protease and leading to the formation of strongly fluorescent quinoxalin-2­(1H)-one N-heterocycles is described. Some positive attributes including versatility and the ability to provide outstanding fluorescence “OFF–ON” responses were revealed by this work. They open the way for practical applications of this novel type of “covalent-assembly”-based fluorescent probe in the fields of sensing and bioimaging.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c02287