Issue 19, 2020
From the journal:

Chemical Communications

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

Kyu Myung Lee, ORCID logo a   Philipp Le,a   Stephan A. Sieber ORCID logo *a  and  Stephan M. Hacker ORCID logo *b  

* Corresponding authors

a Center for Integrated Protein Science, Department of Chemistry and Chair of Organic Chemistry II, Technische Universität München, Garching bei München, Germany
E-mail: stephan.sieber@tum.de

b Department of Chemistry, Technische Universität München, Garching bei München, Germany
E-mail: stephan.m.hacker@tum.de

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

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C9CC09204H
Article type
Communication
Submitted
26 Nov 2019
Accepted
20 Dec 2019
First published
10 Feb 2020
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2020,56, 2929-2932

Permissions

Request permissions

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, 56, 2929 DOI: 10.1039/C9CC09204H

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements