clasto-Lactacystin β-lactone  (Synonyms: Omuralide; β-Clastolactacystin)

Clasto-Lactacystin β-lactone, a natural active metabolite of lactacystin, which is a metabolite of Streptomyces, acts as an irreversible 20S proteasome inhibitor.

20S proteasome^[1]

Clasto-Lactacystin β-lactone is a natural active metabolite of lactacystin, which is a metabolite of Streptomyces. Clasto-Lactacystin β-lactone is the cell cycle progression in an osteosarcoma cell line^[1]. Clasto-Lactacystin β-lactone is an irreversible 20S proteasome inhibitor, and also acts as a partial inhibitor of branched amino acid preferring peptidase (BrAAP). β-Lactone inactivates approximately 60% of the BrAAP activity rapidly, and the remaining 40% of the BrAAP activity is inactivated by β-lactone at a 50-fold slower rate^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

213.23

C₁₀H₁₅NO₄

154226-60-5

Liquid

Colorless to light yellow

O=C([C@H](C)[C@]1([H])O2)N[C@@]1([C@@H](O)C(C)C)C2=O

Room temperature in continental US; may vary elsewhere.

Solution, -20°C, 2 years

• [1]. Fenteany G, et al. A beta-lactone related to lactacystin induces neurite outgrowth in a neuroblastoma cell line and inhibits cell cycle progression in an osteosarcoma cell line. Proc Natl Acad Sci U S A. 1994 Apr 12;91(8):3358-62.  [Content Brief]

  [2]. McCormack TA, et al. Kinetic studies of the branched chain amino acid preferring peptidase activity of the 20S proteasome: development of a continuous assay and inhibition by tripeptide aldehydes and clasto-lactacystin beta-lactone. Biochemistry. 1998 May 26;37(21):7792-800.  [Content Brief]