L6785

Lactacystin

≥90% (HPLC), powder, proteosome inhibitor

• Empirical Formula (Hill Notation): C₁₅H₂₄N₂O₇S
• CAS Number: 133343-34-7
• Molecular Weight: 376.43
• UNSPSC Code: 12352200
• PubChem Substance ID: 24896445
• NACRES: NA.77
• MDL number: MFCD01076525

Properties

• Product Name: Lactacystin, ≥90% (HPLC)
• 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
• 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
• assay: ≥90% (HPLC)
• form: powder
• potency: 4 nM K_i (proteasome inhibitor)
• solubility: water: 10 mg/mL, clear, colorless
• storage temp.: −20°C
• Quality Level: 200

Description

Application

Lactacystin has been used:

• as a proteasome inhibitor to inhibit protein degradation[1]
• to inhibit proteasomal activity of cells for live cell imaging[2]
• to block proteasomal proteolysis in human monocyte-derived dendritic cells (MoDCs) for 24 h[3]
• to provide unilateral injection to animals to induce nigrostriatal lesions[4]

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.[5] 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.[6]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)