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E3652 Sigma-Aldrich

Epoxomicin

≥95% (HPLC), solid

Synonym: N-Acetyl-N-methyl-L-isoleucyl-L-isoleucyl-N-[(1S)-3-methyl-1-[[(2R)-2-methyloxiranyl]carbonyl]butyl]-L-threoninamide

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Properties

Related Categories Application Index, Biochemicals and Reagents, Cell Signaling Enzymes, Enzymes, Inhibitors, and Substrates, Proteasome, Calpain and Lysosomal Proteases,
InChI Key   DOGIDQKFVLKMLQ-JTHVHQAWSA-N
assay   ≥95% (HPLC)
form   solid
storage temp.   −20°C

Description

General description

Epoxomicin is a linear peptide consisting of a threonine or serine residue with α′, β′-epoxyketone derived from leucine or a γ,δ-dehydroleucine. It is a natural product isolated from Actinomyces sp., and is a cell-permeable, potent, selective and irreversible proteasome inhibitor.

Application

Epoxomicin has been used:
• as an ubiquitin–proteosome system (UPS) inhibitor in pheochromocytoma PC12 cells
• as a proteasome inhibitor in mammary epithelial MCF-10A cells
• as a proteasome inhibitor in chymotryptic assay in cardiomyocytes

Packaging

50 μg in glass bottle

Biochem/physiol Actions

Epoxomicin binds covalently to the catalytic subunits of proteasome. It forms an adduct with target proteins. It inhibits chymotrypsin-like activity of the proteasome. Epoxomicin also inhibits the nuclear factor κ light chain enhancer of activated B cells (NF-κB) mediated proinflammatory signalling pathway. It is also a potent antitumor and anti-inflammatory agent.

Epoxomicin, a natural product isolated from Actinomyces sp., is a cell-permeable, potent, selective and irreversible proteasome inhibitor.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

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Certificate of Origin

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Protocols & Articles
Peer-Reviewed Papers
15

References

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