Issue 4, 2022

Radical-mediated thiol–ene ‘click’ reactions in deep eutectic solvents for bioconjugation

Abstract

Herein, we report the first application of deep eutectic solvents (DESs) in radical-mediated hydrothiolation reactions. Under UV and atmospheric-oxygen mediated conditions, the thiol–ene reaction was applied to amino acid and peptide ligation in DESs. The conditions facilitate highly-efficient synthesis of biomolecular targets using a ‘green’ methodology, with complete recycling of the reaction medium. Fluorescent labelling and glycosylation of a minimal sequence mimetic of angiotensin-converting enzyme 2 capable of binding the SARS-CoV-2 spike protein is demonstrated for applications in the study of inhibition of COVID-19 infectivity.

Graphical abstract: Radical-mediated thiol–ene ‘click’ reactions in deep eutectic solvents for bioconjugation

Supplementary files

Article information

Article type
Communication
Submitted
08 10 2021
Accepted
03 2 2022
First published
03 2 2022
This article is Open Access
Creative Commons BY license

Green Chem., 2022,24, 1456-1462

Radical-mediated thiol–ene ‘click’ reactions in deep eutectic solvents for bioconjugation

M. D. Nolan, A. Mezzetta, L. Guazzelli and E. M. Scanlan, Green Chem., 2022, 24, 1456 DOI: 10.1039/D1GC03714E

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