clasto-Lactacystin β-lactone

SIGMA/L7035

Synonym: (1R,4R,5S)-1-[(1S)-1-Hydroxy-2-Methylpropyl]-4-Methyl-6-Oxa-2-Azabicyclo[3.2.0]Heptane-3,7-Dione; Omuralide

CAS Number: 154226-60-5
Empirical Formula (Hill Notation): C₁₀H₁₅NO₄
Molecular Weight: 213.23
MDL Number: MFCD01076526
Linear Formula: C₁₀H₁₅NO₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-L7035-.1MG	0.1 mg	$478.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95% (HPLC)
form	film
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
Quality Level	100
SMILES string	[H][C@@]12OC(=O)[C@@]1(NC(=O)[C@@H]2C)[C@@H](O)C(C)C
solubility	DMSO: soluble 25 mg/mL
storage temp.	−20°C

Application:	Clasto-Lactacystin β-lactone has been used as a proteasomal inhibitor.
Application:	Clasto-Lactacystin β-lactone has been used as a protein degradation inhibitor to test its effect on memory improvements in mice. It has also been used as a proteasome inhibitor in human ovarian surface epithelium (HOSE) cells and dendritic cells (DCs).
Biochem/physiol Actions:	Cell-permeable and irreversible proteasome inhibitor. Lactacystin acts as a precursor for clasto-lactacystin β-lactone.
Biochem/physiol Actions:	Clasto-Lactacystin β-lactone (cLβL) is synthesized from lactacystin. It is cell-permeable and cLβL acts on the N-terminal threonine of subunit proteasome β -subunit X It also inhibits 20S proteasome activity in Haloferax volcanii by acting in the N-threonine residue of the β -type subunits.

Symbol	GHS07
Signal word	Warning
Hazard statements	H319
Precautionary statements	P264 - P280 - P305 + P351 + P338 - P337 + P313
Hazard Codes	T
Risk Statements	25-36/37/38
Safety Statements	26-45
RIDADR	UN 2811 6.1 / PGIII
WGK Germany	WGK 2
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352200

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