Epoxomicin CAS: 134381-21-8
MF: C28H50N4O7
MW: 554.70

Epoxomicin (CAS 134381-21-8)

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Epoxomicin is rated 5.0 out of 5 by 1.
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Solicitud: Epoxomicin is a potent chymotrypsin-like proteasome inhibitor (CTRL) which has also been used as an inhibitor in pheochromocytoma PC12 cells
Número de CAS: 134381-21-8
Pureza: ≥95%
Peso Molecular: 554.70
Fórmula Molecular: C28H50N4O7
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
* En el Certificado de Análisis específico de lote, puede encontrar información específica (como el contenido en agua).

Epoxomicin is a potent proteasome inhibitor. Epoxomicin primarily inhibits the activity of CTRL(chymotrypsin-like proteasome). The novel α-epoxy ketone moiety of Epoxomicin forms covalent bonds with residues in particular catalytic subunits of the enzyme, disabling activity. The trypsin-like and peptidyl-glutamyl peptide hydrolyzing behavior of the proteasome were both inhibited by Epoxomicin as well (at 100 and 1,000-fold slower rates, respectively). Bone formation is heavily regulated by the ubiquitin-proteasome pathway, and Epoxomicin was shown to increase both bone volume and bone formation rates in rodents. Another study demonstrates that exposure to Epoxomicin and other proteasome inhibitors leads to dopaminergic cell death, producing a model of Parkinson′s disease in vivo. Epoxomicin is an inhibitor of 20S Proteasome.


References

1. Hanada, M., et al. 1992. J. Antibiot. 45: 1746-1752. PMID: 1468981

2. Meng, L., et al. 1999. Proc. Natl. Acad. Sci. U.S.A. 96: 10403-10408. PMID: 10468620

3. Schwarz, K., et al. 2000. J. Immunol. 164: 6147-6157. PMID: 10843664

4. Princiotta, M.F., et al. 2001. Proc. Natl. Acad. Sci. U.S.A. 98: 513-518. PMID: 11149939

5. Garrett, I.R., et al. 2003. J. Clin. Invest. 111: 1771-1782. PMID: 12782679

6. McNaught, K.S., et al. 2004. Ann. Neurol. 56: 149-162. PMID: 15236415

Estado de Materia :
Solid
Solubilidad :
Soluble in DMSO (10 mg/mL), and dichloromethane:methanol (9:1). Insoluble in water.
ALMACENAMIENTO :
Store at -20° C
Punto de ebullición :
~739.2° C at 760 mmHg (Predicted)
Densidad :
~1.1 g/cm3 (Predicted)
Indice de Refracción :
n20D 1.5
IC50 :
proteasome activity: IC50 = 4 nM; B16-F10, HCT116, and Moser solid tumor cells, as well as P388 and K562 leukemia cells: IC50 = 2-44 nM
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
WGK Alemania :
3
PubChem CID :
3035402
Indice de Merck :
14: 3630
Número MDL :
MFCD03791061
SMILES :
CC[[email protected]](C)[[email protected]@H](C(=O)NC(=O)[[email protected]]([[email protected]@H](C)O)NC(CC(C)C)C(=O)[[email protected]]1(CO1)C)NC(=O)[[email protected]]([[email protected]@H](C)CC)N(C)C(=O)C

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Epoxomicin (CAS 134381-21-8)  Menciones del Producto

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Citaciones 1 a 10 de un total de 18

PMID: # 30236993  Ryan, TA.|Roper, KM.|Bond, J.|Bell, SM.|Sweeney, ST.|Morrison, EE.| et al. 2018. Int. J. Biochem. Cell Biol. 104: 73-86.

PMID: # 28667089  Molinski, SV. et al. 2017. EMBO Mol Med.

PMID: # 28451739  Luks, L. et al. 2017. Arch. Toxicol.

PMID: # 29127190  Pan, I. et al. 2017. FASEB J.

PMID: # 25264277  Lupino, E. et al. 2014. Biochemical pharmacology. 92: 235-50.

PMID: # 24385906  Caffarelli, N. et al. 2013. PLoS Pathog. 9: e1003825.

PMID: # 24023882  Prasad, R. et al. 2013. PLoS ONE. 8: e73530.

PMID: # 23604491  Orre, M. et al. 2013. Brain. 136: 1415-31.

PMID: # 22702336  Uyama, M. et al. 2012. Genes Cells. 17: 548-58.

PMID: # 18757370  Shi, W. et al. 2008. J. Biol. Chem. 283: 31608-31616.

Citaciones 1 a 10 de un total de 18
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