A potent proteasome inhibitor
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MG132

Item No. 10012628

Technical Information
Formal Name
benzyl ((S)-4-methyl-1-(((S)-4-methyl-1-(((S)-4-methyl-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)carbamate
CAS Number
133407-82-6
Synonyms
  • Cbz-L-Leu-L-Leu-L-Leucinal
Molecular Formula
C26H41N3O5
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 25 mg/ml
SMILES
O=C(OCC1=CC=CC=C1)N[C@@H](CC(C)C)C(N[C@@H](CC(C)C)C(N[C@H](C=O)CC(C)C)=O)=O
InChi Code
InChI=1S/C26H41N3O5/c1-17(2)12-21(15-30)27-24(31)22(13-18(3)4)28-25(32)23(14-19(5)6)29-26(33)34-16-20-10-8-7-9-11-20/h7-11,15,17-19,21-23H,12-14,16H2,1-6H3,(H,27,31)(H,28,32)(H,29,33)/t21-,22-,23-/m0/s1
InChi Key
TZYWCYJVHRLUCT-VABKMULXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (S)-MG132 is a potent, reversible and cell permeable proteasome inhibitor that inhibits cell growth in B16 and IPC227F cells with IC50 values of 42 and 77 nM, respectively.1 (S)-MG132 at 10 µM inhibits NF-κB activation, sensitizing a variety of carcinoma cell lines to apoptosis.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vivier, M., Rapp, M., Papon, J., et alSynthesis, radiosynthesis, and biological evaluation of new proteasome inhibitors in a tumor targeting approach. J. Med. Chem. 51(4), 1043-1047 (2008).

    2. Arlt, A., Vorndamm, J., Breitenbroich, M., et alInhibition of NF- k B sensitizes human pancreatic carcinoma cells to apoptosis induced by etoposide (VP16) or doxorubicin. Oncogene 20, 859-868 (2001).

    Product Citations

    Lao, L., Bourdeau, I., Gagliardi, L., et alARMC5 is part of an RPB1-specific ubiquitin ligase implicated in adrenal hyperplasia. Nucleic Acids Res. 50(11), 6343-6367 (2022).

    Jiang, S.-Y., Li, H., Tang, J.-J., et alDiscovery of a potent HMG-CoA reductase degrader that eliminates statin-induced reductase accumulation and lowers cholesterol. Nat. Commun. 9:5138, (2018).

    Tsuda, S., Shinohara, M., Oshita, T., et alNovel mechanism of regulation of the 5-lipoxygenase/leukotriene B4 pathway by high-density lipoprotein in macrophages. Sci. Rep. 7(1), 12989 (2017).