(R)-MG-132 A potent, reversible and selective proteasome inhibitor

(R)-MG-132 (CAS 1211877-36-9)

(R)-MG-132 | CAS 1211877-36-9 is rated 5.0 out of 5 by 4.
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Synonym: N-[(phenylmethoxy)carbonyl]- L-leucyl-N- [(1R)-1-formyl-3-methylbutyl]-L-leucinamide
Application: A potent, reversible and selective proteasome inhibitor
CAS Number: 1211877-36-9
Purity: ≥98%
Molecular Weight: 475.62
Molecular Formula: C26H41N3O5
* Refer to Certificate of Analysis for lot specific data (including water content).
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(R)-MG-132 is a potent, reversible and cell permeable proteasome inhibitor. The ubiquitin-proteasome pathway plays an integral role in the selective degradation of intracellular proteins. While important for clearing damaged or misfolded proteins, this proteolytic pathway also regulates the availability of key proteins involved in the control of inflammatory processes, cell cycle regulation, and gene expression. After treatment for one hour at 100 nM, (R)-MG-132 inhibits 50% and 31% of proteasome activity in lysates of J558L multiple myeloma cells and EMT6 breast cancer cells, respectively. The (R)-MG-132 stereoisomer is a more effective inhibitor of chymotrypsin-like (ChTL), trypsin-like (TL), and peptidylglutamyl peptide hydrolyzing proteasome (PGPH) activities compared to (S)-MG-132 (IC50 = 0.22 µM versus 0.89 µM (ChTL); 34.4 µM versus 104.43 µM (TL); 2.95 µM versus 5.70 µM (PGPH), respectively).


References

1. Lee, D.H. and Goldberg, A.L. 1998. Trends Cell Biol. 8: 397-403. PMID: 9789328
2. Arlt, A., et al. 2001. Oncogene. 20: 859-868. PMID: 11314019
3. Elliott, P.J., et al. 2003. J. Mol. Med. 81: 235-245. PMID: 12700891
4. Vivier, M., et al. 2008. J. Med. Chem. 51: 1043-1047. PMID: 18237109

Physical State :
Solid
Sequence :
Z-Leu-Leu-Leu-CHO
Solubility :
Soluble in water (partly soluble), ethanol (~25 mg/mL), DMSO (~25 mg/mL), and DMF (~25 mg/mL).
Storage :
Store at -20° C
Melting Point :
96-99° C
Boiling Point :
682.03° C at 760 mmHg (Predicted)
Density :
1.07 g/cm3 (Predicted)
Refractive Index :
n20D 1.51 (Predicted)
IC50 :
Peptidylglutamyl peptide hydrolyzing-like activity of 20S proteasome : IC50 = 2950 nM (human); Trypsin-like activity of 20S proteasome : IC50 = 34.4 µM (human); Chymotrypsin trypsin-like activity of 20S proteasome : IC50 = 220 nM (human)
pK Values :
pKa: 11.14 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
462382
SMILES :
CC(C)C[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCC1=CC=CC=C1

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Certificate of Analysis

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(R)-MG-132  Product Citations

See how others have used (R)-MG-132. Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

PMID: # 28086019  Haidar, M. et al. 2017. ACS Infect Dis. 3: 216-224.

PMID: # 25927990  Amaya, M. et al. 2015. PLoS ONE. 10: e0124792.

PMID: # 26250624  Jewett, K. et al. 2015. J Neurochem.

PMID: # 24608790  Peuget, S. et al. 2014. Cell Death Differ. 21: 1107-18.

PMID: # 23319609  Yang, F. et al. 2013. Proc. Natl. Acad. Sci. U.S.A. 110: 1863-8.

PMID: # 22461906  Lazar, C. et al. 2012. PloS one. 7: e34169.

Citations 1 to 6 of 6 total

What is the shipping temperature for this product?

Asked by: hawkeye11
This chemical, (R)-MG-132 (CAS 1211877-36-9), ships ambient.
Answered by: Chemical Support 1
Date published: 2017-03-27

What is the chemical stability at -20°C of the MG132 once dissolved in ethanol and DMSO?

Asked by: anapaula
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Rated 5 out of 5 by from We used this in human cell lines in cell We used this in human cell lines in cell culture and works well.
Date published: 2015-10-21
Rated 5 out of 5 by from Published paper in which we used it to elevate Published paper in which we used it to elevate neuronal activity by treating primary mouse cortical neuron cultures.
Date published: 2015-08-12
Rated 5 out of 5 by from Use it routinely in lab Use it routinely in lab, works fine.
Date published: 2015-05-19
Rated 5 out of 5 by from worked great worked great, we have no complaints- 5 stars
Date published: 2015-04-07
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