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Lactacystin (CAS 133343-34-7)
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1
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).
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
Download SDS (MSDS)
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 .
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.
What is the appearance?
Thank you for your question. Lactacystin: sc-3575 is expected to be a white to off-white solid.
Date published: 2017-02-24
What are other recommended solvents?
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.
Date published: 2017-02-24
What conditions were used to achieve the inhibition shown in the Western Blots?
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)
Date published: 2017-02-24
What kind of container is used for sc-3575, glass or plastic container?
Thank you for your question. Lactacystin: sc-3575 is supplied in a plastic vial.
Date published: 2017-02-24
How long will it remain stable in -20℃ DMSO?
Thank you for your question.
We do not recommend storing Lactacystin, sc-3575, in aqueous solution for more than one day.
Date published: 2018-10-14
Rated 5 out of
5
by
JM 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
LR 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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