Small-molecule inhibitors and probes for ubiquitin- and ubiquitin-like-specific proteases

Anna Borodovsky; Huib Ovaa; Wim J.N. Meester; Emily S. Venanzi; Matthew S. Bogyo; Brian G. Hekking; Hidde L. Ploegh; Benedikt M. Kessler; Herman S. Overkleeft

doi:10.1002/cbic.200400236

Small-molecule inhibitors and probes for ubiquitin- and ubiquitin-like-specific proteases

Anna Borodovsky, Huib Ovaa, Wim J.N. Meester, Emily S. Venanzi, Matthew S. Bogyo, Brian G. Hekking, Hidde L. Ploegh, Benedikt M. Kessler, Herman S. Overkleeft

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

72 Scopus citations

Abstract

There's always a catch. The post-translational modification of proteins with ubiquitin (Ub) or ubiquitin-like (Ubl) modifiers is an important signal in the regulation of a variety of biological processes, such as degradation and regulation of gene expression. Here we report the synthesis of a panel of peptide vinyl sulfones (see scheme) harboring various portions of the Ub C terminus by using a safety-catch linker. Depending on their length, such compounds can efficiently target Ubl-specific proteases.

Original language	English
Pages (from-to)	287-291
Number of pages	5
Journal	ChemBioChem
Volume	6
Issue number	2
DOIs	https://doi.org/10.1002/cbic.200400236
State	Published - Feb 2005
Externally published	Yes

Keywords

Active-site-directed probe
Enzymes
Proteases
Protein modifications
SUMO APG
Ubiquitin
Vinyl sulfones

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10.1002/cbic.200400236

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title = "Small-molecule inhibitors and probes for ubiquitin- and ubiquitin-like-specific proteases",

abstract = "There's always a catch. The post-translational modification of proteins with ubiquitin (Ub) or ubiquitin-like (Ubl) modifiers is an important signal in the regulation of a variety of biological processes, such as degradation and regulation of gene expression. Here we report the synthesis of a panel of peptide vinyl sulfones (see scheme) harboring various portions of the Ub C terminus by using a safety-catch linker. Depending on their length, such compounds can efficiently target Ubl-specific proteases.",

keywords = "Active-site-directed probe, Enzymes, Proteases, Protein modifications, SUMO APG, Ubiquitin, Vinyl sulfones",

author = "Anna Borodovsky and Huib Ovaa and Meester, \{Wim J.N.\} and Venanzi, \{Emily S.\} and Bogyo, \{Matthew S.\} and Hekking, \{Brian G.\} and Ploegh, \{Hidde L.\} and Kessler, \{Benedikt M.\} and Overkleeft, \{Herman S.\}",

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AU - Borodovsky, Anna

AU - Ovaa, Huib

AU - Meester, Wim J.N.

AU - Venanzi, Emily S.

AU - Bogyo, Matthew S.

AU - Hekking, Brian G.

AU - Ploegh, Hidde L.

AU - Kessler, Benedikt M.

AU - Overkleeft, Herman S.

PY - 2005/2

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AB - There's always a catch. The post-translational modification of proteins with ubiquitin (Ub) or ubiquitin-like (Ubl) modifiers is an important signal in the regulation of a variety of biological processes, such as degradation and regulation of gene expression. Here we report the synthesis of a panel of peptide vinyl sulfones (see scheme) harboring various portions of the Ub C terminus by using a safety-catch linker. Depending on their length, such compounds can efficiently target Ubl-specific proteases.

KW - Active-site-directed probe

KW - Enzymes

KW - Proteases

KW - Protein modifications

KW - SUMO APG

KW - Ubiquitin

KW - Vinyl sulfones

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ER -

Small-molecule inhibitors and probes for ubiquitin- and ubiquitin-like-specific proteases

Abstract

Keywords

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