Lactacystin CAS: 133343-34-7
MF: C15H24N2O7S
MW: 376.43
A proteasome inhibitor and cathepsin A inhibitor.

Lactacystin (CAS 133343-34-7)

Lactacystin | CAS 133343-34-7 is rated 5.0 out of 5 by 2.
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Synonym: N-Acetyl-S-{[(2R,3S,4R)-3-hydroxy-2-(1-hydroxy-2-methylpropyl)-4-methyl-5-oxo-2-pyrrolidinyl]carbonyl}-L-cysteine
Application: A proteasome inhibitor and cathepsin A inhibitor
CAS Number: 133343-34-7
Purity: >98%
Molecular Weight: 376.43
Molecular Formula: C15H24N2O7S
* Refer to Certificate of Analysis for lot specific data (including water content).
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Lactacystin is a potent and selective irreversible proteasome inhibitor and cathepsin A inhibitor. Lactacystin is a microbial metabolite isolated from Streptomyces first characterized by its ability to induce differentiation and inhibit cell cycle progression in several tumor cell lines. 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. Thus, the effects of this substance are pleiotropic and depend substantially on the expression pattern of signaling proteins within the treated cell. It is shown to inhibit cell proliferation and to induce neurite outgrowth in murine neuroblastoma cell lines such as Neuro 2a.


References

1. Fenteany, G., et al. 1994. Proc. Natl. Acad. Sci. U.S.A. 91: 3358-3362. PMID: 8159752

2. Fenteany, G., et al. 1995. Science. 268: 726-731. PMID: 7732382

Usage :
Stable for up to 1 year after receipt when stored at -20°C. Stock solutions should be aliquoted and stored at -20°C for up to 1 month.
Physical State :
Solid
Derived From :
Streptomyces lactacystinnaeus
Solubility :
Soluble in DMSO (~20 mg/ml), water (10 mg/ml), ethanol (~1 mg/ml), methanol, DMF (~20 mg/ml), and PBS pH7.2 (~2 mg/ml).
Storage :
Store at -20° C
Melting Point :
233-235° C (dec.)
Boiling Point :
714.88° C at 760 (Predicted)
Density :
1.37 g/cm3 (Predicted)
Refractive Index :
n20D 1.56 (Predicted)
IC50 :
NF-κB activation : IC50 = 10 µM; chymotrypsin-like activity of 20S proteasome: IC50 = 70 nM (human DLD1 cells ); Splicing factor 3B subunit 3: IC50 = 3.48 µM (human)
pK Values :
pKa: 3.11 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
6610292
MDL Number :
MFCD01076525
SMILES :
C[[email protected]@H]1[[email protected]@H]([[email protected]](NC1=O)([[email protected]](C(C)C)O)C(=O)SC[[email protected]@H](C(=O)O)NC(=O)C)O

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Certificate of Analysis

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Lactacystin  Product Citations

See how others have used Lactacystin. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 47 total

PMID: # 30529563  Barrera-Vázquez, OS. et al. 2019. Virology. 527: 146-158.

PMID: # 29596520  Dvorak, KM. et al. 2018. PLoS ONE. 13: e0195278.

PMID: # 30315172  Fornasiero, EF. et al. 2018. Nat Commun. 9: 4230.

PMID: # 29046440  Frabutt, DA.|Wang, B.|Riaz, S.|Schwartz, RC.|Zheng, YH.| et al. 2018. J. Virol. 92:

PMID: # 30275345  Fan, W. et al. 2018. Mol. Cell. Biol.

PMID: # 29451820  Smelter, DF. et al. 2018. Am. J. Physiol. Heart Circ. Physiol. 314: H1179-H1191.

PMID: # 30538428  Zhu, H. et al. 2018. Drug Des Devel Ther. 12: 4023-4031.

PMID: # 28622358  Glück, S. et al. 2017. PLoS ONE. 12: e0179607.

PMID: # 28475871  Benvegnù, S. et al. 2017. Mol. Cell. 66: 358-372.e7.

PMID: # 27974697  Pathangey, LB. et al. 2017. Oncotarget. 8: 10785-10808.

Citations 1 to 10 of 47 total

What is the appearance?

Asked by: chemicalsmg
Thank you for your question. Lactacystin: sc-3575 is expected to be a white to off-white solid.
Answered by: Chemical Support 3
Date published: 2017-02-24

What are other recommended solvents?

Asked by: chemicalsmg
Thank you for your question. Lactacystin: sc-3575 is also soluble in pyridine or acetonitrile, however it is insoluble in hexane, benzene, chloroform or ethyl acetate.
Answered by: Chemical Support 3
Date published: 2017-02-24

What conditions were used to achieve the inhibition shown in the Western Blots?

Asked by: ChemSynth123
Thank you for your question. Lactacystin: sc-3575 was treated on C6 cells under the following conditions: 3.5 μm lactacystin for 20 hrs. (Journal reference: http://www.jbc.org/content/275/32/24847.full)
Answered by: Chemical Support 3
Date published: 2017-02-24

What kind of container is used for sc-3575, glass or plastic container?

Asked by: ChemSynth123
Thank you for your question. Lactacystin: sc-3575 is supplied in a plastic vial.
Answered by: Chemical Support 3
Date published: 2017-02-24

How long will it remain stable in -20℃ DMSO?

Asked by: chemicalsmg
Thank you for your question. We do not recommend storing Lactacystin, sc-3575, in aqueous solution for more than one day.
Answered by: TechService7
Date published: 2018-10-14
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Rated 5 out of 5 by from An increase in HSP 70/HSC 70 An increase in HSP 70/HSC 70, HSP 105 protein expression was observed by WB in C6 cells post treatment with Lactacystin. -SCBT QC
Date published: 2015-01-16
Rated 5 out of 5 by from Asanuma Asanuma, et. al. (PubMed ID 16622418) used Lactacystin (sc-3575) to inhibit proteosomes in podocytes; treated for 2-12 hours with a concentration of 2.5 M. -SCBT Publication Review
Date published: 2015-01-16
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