426102

clasto-Lactacystin β-Lactone

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

• Synonim(y): clasto-Lactacystin β-Lactone, Omuralide, Proteasome Inhibitor IX
• Wzór empiryczny (zapis Hilla): C₁₀H₁₅NO₄
• Numer CAS: 154226-60-5
• Masa cząsteczkowa: 213.23
• UNSPSC Code: 12352202
• NACRES: NA.77
• MDL number: MFCD01076526
• Form: solid
• Storage condition: OK to freeze

Właściwości

• Quality Segment: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: white
• solubility: DMSO: 3 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: 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
• InChI key: FWPWHHUJACGNMZ-NBBQQVJHSA-N

Opis

General description

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.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
20S proteasome

Product does not compete with ATP.

Reversible: no

Preparation Note

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

Other Notes

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.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

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Informacja o środkach bezpieczeństwa

• Klasa składowania: 11 - Combustible Solids
• wgk: WGK 2