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Lactacystin

SIGMA/L6785 - ≥90% (HPLC)

CAS Number: 133343-34-7
Empirical Formula (Hill Notation): C15H24N2O7S
Molecular Weight: 376.43
MDL Number: MFCD01076525
Linear Formula: C15H24N2O7S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-L6785-.2MG 0.2 mg
$475.00
1/EA
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assay ≥90% (HPLC)
form powder
InChI 1S/C15H24N2O7S/c1-6(2)10(19)15(11(20)7(3)12(21)17-15)14(24)25-5-9(13(22)23)16-8(4)18/h6-7,9-11,19-20H,5H2,1-4H3,(H,16,18)(H,17,21)(H,22,23)/t7-,9+,10+,11+,15-/m1/s1
InChI key DAQAKHDKYAWHCG-RWTHQLGUSA-N
potency 4 nM Ki (proteasome inhibitor)
Quality Level 200 
SMILES string CC(C)[C@H](O)[C@]1(NC(=O)[C@H](C)[C@@H]1O)C(=O)SC[C@H](NC(C)=O)C(O)=O
solubility water: 10 mg/mL, clear, colorless
storage temp. −20°C
Application: Lactacystin has been used:
• as a proteasome inhibitor to inhibit protein degradation
• to inhibit proteasomal activity of cells for live cell imaging
• to block proteasomal proteolysis in human monocyte-derived dendritic cells (MoDCs) for 24 h
• to provide unilateral injection to animals to induce nigrostriatal lesions

Biochem/physiol Actions: Lactacystin can block the development of cell cycle and stimulate differentiation in a murine neuroblastoma cell line. It can serve as a precursor for clasto-lactacystin β-lactone. Cell-permeable and irreversible proteasome inhibitor (Ki = 4nM). Inhibits NF-kB activation (IC50 = 10mM). Induces neurite outgrowth in neuro2A mouse neuroblastoma cells.
General description: Lactacystin is an antibiotic and a metabolite of Streptomyces spp.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥90% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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