426102

clasto-Lactacystin β-Lactone

A highly specific, cell-permeable, and irreversible 20S proteasome inhibitor.

• Sinónimos: clasto-Lactacystin β-Lactone, Omuralide, Proteasome Inhibitor IX
• Fórmula empírica (notación de Hill): C₁₀H₁₅NO₄
• Número de CAS: 154226-60-5
• Peso molecular: 213.23
• Número MDL: MFCD01076526
• Código UNSPSC: 12352202
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Formulario: solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze
• color: white
• solubilidad: DMSO: 3 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• cadena SMILES: N1[C@@]2([C@@H](OC2=O)[C@H](C1=O)C)[C@@H](O)C(C)C
• InChI: 1S/C10H15NO4/c1-4(2)6(12)10-7(15-9(10)14)5(3)8(13)11-10/h4-7,12H,1-3H3,(H,11,13)/t5-,6+,7+,10-/m1/s1
• Clave InChI: FWPWHHUJACGNMZ-NBBQQVJHSA-N

Descripción

Descripción general

A cell-permeable, irreversible inhibitor of the trypsin-like, chymotrypsin-like, and peptidylglutamyl peptide hydrolysis activities of the 20S proteasome. It is believed that in vitro, the natural product, Lactacystin (Cat. No. 426100), acts as a precursor for clasto-lactacystin β-lactone, and the later is the sole species that interacts with the proteasome. Inhibits the proteasome in intact cells (IC₅₀ approximately 1 µM). clasto-Lactacystin β-lactone shows 5-10 fold greater potency than lactacystin in vitro.

A highly specific, cell-permeable, and irreversible 20S proteasome inhibitor. It is believed that in vitro, the natural product Lactacystin (Cat. No. 426100) acts as a precursor for clasto-lactacystin β-lactone and that the latter is the sole species that interacts with the proteasome.

Acciones bioquímicas o fisiológicas

Cell permeable: yes

Primary Target
20S proteasome

Product does not compete with ATP.

Reversible: no

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C. Rapidly hydrolyzed in aqueous buffers.

Otras notas

Corey, E.J., and Wei-Dong, Z. 1999. Chem. Pharm. Bull. 47, 1.
Dick, L.R., et al. 1997. J. Biol. Chem. 272, 182.
Dick, L.R., et al. 1996. J. Biol. Chem.271, 7273.
Fenteany, G., et al. 1995. Science268, 726.

Información legal

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 2