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Key Documents

426102

Sigma-Aldrich

clasto-Lactacystin β-Lactone

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

Synonym(s):

clasto-Lactacystin β-Lactone, Omuralide, Proteasome Inhibitor IX

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About This Item

Empirical Formula (Hill Notation):
C10H15NO4
CAS Number:
Molecular Weight:
213.23
MDL number:
UNSPSC Code:
12352202
NACRES:
NA.77

Quality Level

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

DMSO: 3 mg/mL

shipped in

ambient

storage temp.

−20°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

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

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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