Chemical Property of Lactacystin
Chemical Property:
- Appearance/Colour:White powder
- Vapor Pressure:1.31E-23mmHg at 25°C
- Melting Point:233-235 ºC
- Refractive Index:1.559
- Boiling Point:714.875 °C at 760 mmHg
- PKA:3.11±0.10(Predicted)
- Flash Point:386.143 °C
- PSA：178.33000
- Density:1.367 g/cm3
- LogP:-0.56230
- Storage Temp.:−20°C
- Solubility.:Soluble in DMSO (up to 20 mg/ml), in Water (up to 10 mg/ml), or in Ethanol (up to 1 mg/ml).
- XLogP3:-0.3
- Hydrogen Bond Donor Count:5
- Hydrogen Bond Acceptor Count:8
- Rotatable Bond Count:8
- Exact Mass:376.13042228
- Heavy Atom Count:25
- Complexity:568
- Purity/Quality:
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98%,99%, *data from raw suppliers
Lactacystin *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Total 1 MSDS from other Authors
Useful:
- Canonical SMILES:CC1C(C(NC1=O)(C(C(C)C)O)C(=O)SCC(C(=O)O)NC(=O)C)O
- Isomeric SMILES:C[C@@H]1[C@@H]([C@](NC1=O)([C@H](C(C)C)O)C(=O)SC[C@@H](C(=O)O)NC(=O)C)O
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Description
Lactacystin is a microbial metabolite isolated from Streptomyces that is now widely used as a selective inhibitor of the 20S proteasome. Lactacystin was first characterized by its ability to induce differentiation and inhibit cell cycle progression in several tumor cell lines. At concentrations from 2 to 10 μM, lactacystin induces the outgrowth of neurites in the neuroblastoma cell line Neuro2a. Lactacystin irreversibly alkylates subunit X of the 20S proteasome. The concomitant inhibition of proteasome peptidase activity results in the accumulation of a variety of ubiquitinated proteins which would normally undergo rapid degradation. Thus, the effects of lactacystin are pleiotropic and depend substantially on the expression pattern of signalling proteins within the treated cell.
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Uses
A selective and potent inhibitor of proteasome-mediated degradation of ubiquitin-tagged proteins. A Streptomyces metabolite that acts as a highly specific inhibitor of the 20S proteasome (MCP: multicatalytic proteinase complex) Lactacystin has been used:as a proteasome inhibitor to inhibit protein degradationto inhibit proteasomal activity of cells for live cell imagingto block proteasomal proteolysis in human monocyte-derived dendritic cells (MoDCs) for 24 hto provide unilateral injection to animals to induce nigrostriatal lesions
