Radical-mediated thiol-ene 'click' reactions in deep eutectic solvents for bioconjugation

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 synth...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2022-02, Vol.24 (4), p.1456-1462
Hauptverfasser: Nolan, Mark D, Mezzetta, Andrea, Guazzelli, Lorenzo, Scanlan, Eoin M
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Sprache:eng
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Zusammenfassung: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. Herein, we report the first application of deep eutectic solvents (DESs) in radical-mediated hydrothiolation reactions.
ISSN:1463-9262
1463-9270
DOI:10.1039/d1gc03714e