Chemical Structure
Chemical Structure
Lactacystin [133343-34-7]
AG-CN2-0104
Overview
- SupplierAdipoGen Life Sciences
- Product NameLactacystin [133343-34-7]
- Delivery Days Customer10
- CAS Number133343-34-7
- CertificationResearch Use Only
- Estimated Purity>98%
- Molecular FormulaC15H24N2O7S
- Molecular Weight376.4
- Scientific DescriptionChemical. CAS: 133343-34-7. Formula: C15H24N2O7S. MW: 376.4. Isolated from Streptomyces lactacystinnaeus strain OM-6519. Induces neuritogenesis. Potent and selective irreversible proteasome inhibitor. Specifically inhibits 20S proteasome (MCP; multicatalytic complex). Blocks proteasome activity by targeting the catalytic beta-subunit. Apoptosis inducer. Anticancer compound. Upregulates HSP70 and HSP22. Induces differentiation and inhibits cell cycle progression in several tumor cell lines. Inhibits NF-kappaB activation by inhibiting IkappaB degradation. Cathepsin A inhibitor. beta-Secretase activity inhibitor. Anti-adipogenic. Autophagy inducer. - Induces neuritogenesis [1, 3]. Potent and selective irreversible proteasome inhibitor. Specifically inhibits 20S proteasome (MCP; multicatalytic complex) [2, 4, 7]. Blocks proteasome activity by targeting the catalytic beta-subunit [5]. Apoptosis inducer [4, 6, 7, 10]. Anticancer compound [6, 10, 13]. Upregulates HSP70 and HSP22 [8]. Induces differentiation and inhibits cell cycle progression in several tumor cell lines [9]. Inhibits NF-kappaB activation by inhibiting IkappaB degradation [11]. Cathepsin A inhibitor [12]. beta-Secretase activity inhibitor [14]. Anti-adipogenic [15, 16]. Autophagy inducer [17].
- SMILESCC(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
- Storage Instruction-20°C,2°C to 8°C
- UNSPSC12352200
References
- Lactacystin, a novel microbial metabolite, induces neuritogenesis of neuroblastoma cells: S. Omura, et al.; J. Antibiot. (Tokyo) 44, 113 (1991)
- Inhibition of proteasome activities and subunit-specific amino-terminal threonine modification by lactacystin: G. Fenteany, et al.; Science 268, 726 (1995)
- Structure-activity relationships of lactacystin, the first non-protein neurotrophic factor: T. Nagamitsu, et al.; J. Antibiot. (Tokyo) 48, 747 (1995)
- Lactacystin, a specific inhibitor of the proteasome, induces apoptosis in human monoblast U937 cells: S. Imajoh-Ohmi, et al.; BBRC 217, 1070 (1995)
- 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, 56 (1997)
- The proteasome inhibitor lactacystin induces apoptosis and sensitizes chemo- and radioresistant human chronic lymphocytic leukaemia lymphocytes to TNF-alpha-initiated apoptosis: J. Delic, et al.; Br. J. Cancer 77, 1103 (1998)
- Lactacystin, proteasome function, and cell fate: G. Fenteany & S.L. Schreiber; J. Biol. Chem. 273, 8545 (1998) (Review)
- Proteasome inhibitors MG132 and lactacystin hyperphosphorylate HSF1 and induce hsp70 and hsp27 expression: D. Kim, et al.; BBRC 254, 264 (1999)
- Induction of G1 arrest and selective growth inhibition by lactacystin in human umbilical vein endothelial cells: S.I. Kumeda, et al.; Anticancer Res. 19, 3961 (1999)
- Lactacystin activates FLICE (caspase 8) protease and induces apoptosis in Fas-resistant adult T-cell leukemia cell lines: Y. Yamada, et al.; Eur. J. Haematol. 64, 315 (2000)