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 okt 2021
Accepted
03 feb 2022
First published
03 feb 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

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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