MG132

MG132

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Names
IUPAC name Benzyl N-[(2S)-4-methyl-1-[[(2S)-4-methyl-1-[[(2S)-4-methyl-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]carbamate
Other names N-Benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal Z-Leu-Leu-Leu-al
Identifiers
CAS Number	133407-82-6 Y
ChemSpider	406728 N
Jmol 3D model	Interactive image
PubChem	462382
InChI 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 N Key: TZYWCYJVHRLUCT-VABKMULXSA-N N
SMILES CC(C)C[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1
Properties
Chemical formula	C26H41N3O5
Molar mass	475.63 g·mol−1
Appearance	White solid
Solubility	100 mM in EtOH and DMSO
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

MG132 is a specific, potent, reversible, and cell-permeable proteasome inhibitor (K_i = 4 nM). It reduces the degradation of ubiquitin-conjugated proteins in mammalian cells and permeable strains of yeast by the 26S complex without affecting its ATPase or isopeptidase activities. MG132 activates c-Jun N-terminal kinase (JNK1), which initiates apoptosis. MG132 also inhibits NF-κB activation with an IC₅₀ of 3 µM and prevents β-secretase cleavage.