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

Kyu Myung Lee; Philipp Le; Stephan A. Sieber; Stephan M. Hacker

doi:10.1039/c9cc09204h

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

Kyu Myung Lee
, Philipp Le
, Stephan A. Sieber
, Stephan M. Hacker

Chair of Organic Chemistry II

Technical University of Munich

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

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.

Original language	English
Pages (from-to)	2929-2932
Number of pages	4
Journal	Chemical Communications
Volume	56
Issue number	19
DOIs	https://doi.org/10.1039/c9cc09204h
State	Published - 7 Mar 2020

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SDG 3 Good Health and Well-being

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10.1039/c9cc09204h

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title = "Degrasyn exhibits antibiotic activity against multi-resistant: Staphylococcus aureus by modifying several essential cysteines",

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.",

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AU - Lee, Kyu Myung

AU - Le, Philipp

AU - Sieber, Stephan A.

AU - Hacker, Stephan M.

PY - 2020/3/7

Y1 - 2020/3/7

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/85081078242

U2 - 10.1039/c9cc09204h

DO - 10.1039/c9cc09204h

M3 - Article

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AN - SCOPUS:85081078242

SN - 1359-7345

VL - 56

SP - 2929

EP - 2932

JO - Chemical Communications

JF - Chemical Communications

IS - 19

ER -

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

Abstract

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