Lactacystin

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Cat.No. 2267 - Lactacystin | C15H24N2O7S | CAS No. 133343-34-7
Description: Cell-permeable, potent and selective proteasome inhibitor
Chemical Name: (2R,3S,4R)-3-Hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-2-pyrrolidinecarboxy-N-acetyl-L-cysteine thioester
Datasheet
Citations (6)
Reviews
Literature (4)

Biological Activity

A cell-permeable, potent and selective proteasome inhibitor. A Streptomyces metabolite that is thought to bind irreversibly to the active site N-terminal threonine residue of the catalytic β-subunit of the 20S proteasome, thereby inhibiting its chymotrypsin and trypsin-like activities. Induces neurite outgrowth in Neuro 2a neuroblastoma cells and has been reported to induce apoptosis in human monoblast U937 cells. Also inhibits NF-κB activation (IC50 = 10 μM).

Technical Data

M. Wt 376.42
Formula C15H24N2O7S
Storage Desiccate at -20°C
CAS Number 133343-34-7
PubChem ID 6610292
InChI Key DAQAKHDKYAWHCG-RWTHQLGUSA-N
Smiles O=C1N[C@]([C@@](SC[C@H](NC(C)=O)[C@](O)=O)=O)([C@H](C(C)C)O)[C@@H](O)[C@H]1C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 3.76 10

Preparing Stock Solutions

The following data is based on the product molecular weight 376.42. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.1 mM 26.57 mL 132.83 mL 265.66 mL
0.5 mM 5.31 mL 26.57 mL 53.13 mL
1 mM 2.66 mL 13.28 mL 26.57 mL
5 mM 0.53 mL 2.66 mL 5.31 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Omura et al (1991) Lactacystin, a novel microbial metabolite, induces neuritogenesis of neuroblastoma cells. J.Antibiot. 44 113 PMID: 1848215

Fenteany et al (1995) Inhibition of proteasome activities and subunit-specific amino-terminal threonine modification by lactacystin. Science 268 726 PMID: 7732382

Bellas et al (1997) Inhibition of NF-κB activity induces apoptosis in murine hepatocytes. Am.J.Pathol. 151 891 PMID: 9327720


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Keywords: Lactacystin, Lactacystin supplier, Cell-permeable, potent, selective, proteasome, inhibitors, inhibits, Proteasome, Proteinases, Proteases, 2267, Tocris Bioscience

6 Citations for Lactacystin

Citations are publications that use Tocris products. Selected citations for Lactacystin include:

Ren et al (2013) A critical role for protein degradation in the nucleus accumbens core in cocaine reward memory. Neuropsychopharmacology 38 778 PMID: 23303053

Roselli et al (2011) CDK5 is essential for soluble amyloid β-induced degradation of GKAP and remodeling of the synaptic actin cytoskeleton. PLoS One 6 e23097 PMID: 21829588

Warchal et al (2019) Evaluation of Machine Learning Classifiers to Predict Compound Mechanism of Action When Transferred across Distinct Cell Lines. SLAS Discov 24 224 PMID: 30694704

Saldate et al (2018) The ubiquitin-proteasome system functionally links neuronal Tomosyn-1 to dendritic morphology. J Biol Chem 293 2232 PMID: 29269412

Wen et al (2015) FBG1 Is the Final Arbitrator of A1AT-Z Degradation. PLoS One 10 e0135591 PMID: 26295339

Pandya et al (2014) Glucocorticoid regulates TrkB protein levels via c-Cbl dependent ubiquitination: a decrease in c-Cbl mRNA in the prefrontal cortex of suicide subjects. Psychoneuroendocrinology 45 108 PMID: 24845182


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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.


Cancer

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Targeted Protein Degradation

Targeted Protein Degradation Research Product Guide

This brochure highlights the tools and services available from Bio-Techne to support Targeted Protein Degradation research, including:

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Targeted Protein Degradation

Targeted Protein Degradation Poster

Degraders (e.g. PROTACs) are bifunctional small molecules, that harness the Ubiquitin Proteasome System (UPS) to selectively degrade target proteins within cells. They consist of three covalently linked components: an E3 ubiquitin ligase ligand, a linker and a ligand for the target protein of interest. Authored in-house, this poster outlines the generation of a toolbox of building blocks for the development of Degraders. The characteristics and selection of each of these components are discussed. Presented at EFMC 2018, Ljubljana, Slovenia