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Degrasyn exhibits antibiotic activity against multi-resistant Staphylococcus aureus by modifying several essential cysteines

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Abstract

Degrasyn inhibits deubiquitination enzymes and has anti-cancer activity. We here show that it also exhibits antimicrobial activity against multi-resistant Staphylococcus aureus. Structure activity relationship studies demonstrate an important role of the electrophilic α-cyanoacrylamide moiety as a Michael acceptor. A suite of chemical proteomic techniques unraveled binding of this moiety to various cysteine residues of essential proteins in a reversibly covalent manner.

Graphical abstract: Degrasyn exhibits antibiotic activity against multi-resistant Staphylococcus aureus by modifying several essential cysteines

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Article information


Submitted
26 Nov 2019
Accepted
20 Dec 2019
First published
10 Feb 2020

This article is Open Access

Chem. Commun., 2020, Advance Article
Article type
Communication

Degrasyn exhibits antibiotic activity against multi-resistant Staphylococcus aureus by modifying several essential cysteines

K. M. Lee, P. Le, S. A. Sieber and S. M. Hacker, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC09204H

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