Epoxomicin
SIGMA/E3652 - ≥95% (HPLC), solid
Synonym: N-Acetyl-N-methyl-L-isoleucyl-L-
CAS Number: 134381-21-8
MDL Number: MFCD03791061
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: E3652-50UG
| assay | ≥95% (HPLC) |
| form | solid |
| InChI | 1S/C28H50N4O7/c1-11-16(5) |
| InChI key | DOGIDQKFVLKMLQ-JTHVHQAWSA |
| Quality Level | 100  |
| SMILES string | CC[C@H](C)[C@H](NC(=O)[C@ |
| storage temp. | −20°C |
| 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 |
| 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. |
| Biochem/physiol Actions: | Epoxomicin, a natural product isolated from Actinomyces sp., is a cell-permeable, potent, selective and irreversible proteasome inhibitor. |
| 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. |
| Packaging: | 50 μg in glass bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥95% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352202 |