ALEXIS Biochemicals: clasto-Lactacystin β-lactone (synthetic)

ALX-270-280

Revised 07-Apr-08

clasto-Lactacystin β-lactone (synthetic)
SYNONYMS	Omuralide
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Proteasome / Ubiquitin Modulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-270-280-C200		200 µg	280.00 USD
ALX-270-280-M001		1 mg	1'295.00 USD

Product Specification

FORMULA:	C₁₀H₁₅NO₄
MW:	213.2
CAS NUMBER:	155975-72-7
SOURCE/HOST:	Synthetic.
PURITY:	≥95% (HPLC)
APPEARANCE:	White to off-white powder.
SOLUBILITY:	20mg/ml soluble in DMSO or acetonitrile.
ACTIVITY:	K_obs/[I]=20’000M^-1s^-1 versus 20S:PA28 complex.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
USE/STABILITY:	Subject to hydrolysis in aqueous buffers. We do not recommend storing the aqueous solutions for more than one day.
HANDLING:	Protect from light.
IDENTITY:	Determined by ¹H-NMR.

Product Description

Highly specific, cell permeable, and irreversible 20S proteasome inhibitor. Inhibits ubiquitin proteasome pathway in cell culture (IC₅₀=1µM). It has been suggested that the natural product lactacystin acts as a precursor for clasto-lactacystin β-lactone and that the latter is the sole species that interacts with the proteasome. Inhibits cathepsin A. Leads to a reduction of adipogenesis.

Product Specific Literature References

Inhibition of proteasome activities and subunit-specific amino-terminal threonine modification by lactacystin: G. Fenteany, et al.; Science 268, 726 (1995) Abstract
Mechanistic studies on the inactivation of the proteasome by lactacystin: a central role for clasto-lactacystin beta-lactone: L.R. Dick, et al.; J. Biol. Chem. 271, 7273 (1996) Abstract
Mechanistic studies on the inactivation of the proteasome by lactacystin in cultured cells: L.R. Dick, et al.; J. Biol. Chem. 272, 182 (1997) Abstract; Full Text
Lactacystin and clasto-lactacystin beta-lactone modify multiple proteasome beta-subunits and inhibit intracellular protein degradation and major histocompatibility complex class I antigen presentation: A. Craiu, et al.; J. Biol. Chem. 272, 13437 (1997) Abstract; Full Text
Lactacystin, proteasome function, and cell fate: G. Fenteany & S.L. Schreiber; J. Biol. Chem. 273, 8545 (1998) Abstract; Full Text
Total synthesis and biological activity of lactacystin, omuralide and analogs: E.J. Corey & W.D. Li; Chem. Pharm. Bull. 47, 1 (1999) Abstract
Lactacystin, a proteasome inhibitor: discovery and its application in cell biology: H. Tomoda & S. Omura; Yakugaku Zasshi 120, 935 (2000), Review Abstract
Lactacystin inhibits cathepsin A activity in melanoma cell lines: L. Kozlowski, et al.; Tumour Biol. 22, 211 (2001) Abstract
Inhibition of human preadipocyte proteasomal activity by HIV protease inhibitors or specific inhibitor lactacystin leads to a defect in adipogenesis, which involves matrix metalloproteinase-9: S. De Barros, et al.; J. Pharmacol. Exp. Ther. 320, 291 (2007) Abstract
Effect of proteasome inhibitor clasto-lactacystin-beta-lactone on the proteome of the haloarchaeon Haloferax volcanii: P.A. Kirkland, et al.; Microbiology 153, 2271 (2007) Abstract

Further Categories Containing This Product:

Cathepsin Inhibitors • Proteasome / Related Products • MMP Inhibitors

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