| Identification | Back Directory | [Name]
MG-132 | [CAS]
133407-82-6 | [Synonyms]
MG-132
Z-LL-CHO
Z-LLL-CHO
(S)-MG132
MG132/MG-132
Z-LEU-LEU-LEU-H
z-leu-leu-leu-al
Z-LEU-LEU-LEU-CHO
Z-LEU-LEU-ALDEHYDE
CALPAIN INHIBITOR IV
N-cbz-leu-leu-leu-al
Z-Leu-Leu-Leu-al,MG132
Calpain inhibitor IV-2
N-CBZ-LEU-LEU-LEUCINAL
Z-LEU-LEU-LEU-ALDEHYDE
Z-LEU-LEU-LEU-H (ALDEHYDE)
PROTEASOME INHIBITOR MG-132
N-carbobenzyloxy-Leu-Leu-Leu-al
MG 132
Calpain inhibitor IV-2
CARBOBENZOXY-L-LEUCYL-L-LEUCYL-LEUCINAL
CARBOBENZOXY-L-LEUCYL-L-LEUCYL-L-LEUCINAL
BENZYLOXYCARBONYL-L-LEUCYL-L-LEUCYL-L-LEUCINAL
benzyloxycarbonylleucyl-leucyl-leucinealdehyde
N-[(PHENYLMETHOXY)CARBONYL]-L-LEUCYL-N-[(1S)-1-FORMYL-3-METHYLBUTYL]-L-LEUCINAMIDE
L-LeucinaMide, N-[(phenylMethoxy)carbonyl]-L-leucyl-N-[(1S)-1-forMyl-3-Methylbutyl]-
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
N-[(Phenylmethoxy)carbonyl]-L-leucyl-N-[(1S)-1-formyl-3-methylbutyl]-L-leucinamide Calpain inhibitor IV-2 MG 132 | [Molecular Formula]
C26H41N3O5 | [MDL Number]
MFCD00674886 | [MOL File]
133407-82-6.mol | [Molecular Weight]
475.62 |
| Chemical Properties | Back Directory | [Melting point ]
80-84℃ (DEC.) | [alpha ]
-61～-67° | [Boiling point ]
682.0±55.0 °C(Predicted) | [density ]
1.073 | [Fp ]
366℃ | [storage temp. ]
−20°C
| [solubility ]
methanol: 1 mg/mL
| [form ]
solid film
| [pka]
11.14±0.46(Predicted) | [color ]
White | [Water Solubility ]
Soluble in ethanol, chloroform, methanol, water. | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO, DMF or ethanol may be stored at -20° for up to 1 week. | [InChIKey]
TZYWCYJVHRLUCT-VABKMULXSA-N |
| Hazard Information | Back Directory | [Biological Activity]
Potent cell-permeable inhibitor of proteasome (IC 50 = 100 nM) and calpain (IC 50 = 1.2 μ M). Inhibits TNF-α-induced NF-κ B activation and I κ B α degradation. Induces neurite outgrowth in PC12 cells and has anticancer properties in vitro . | [Description]
MG-132 (133407-82-6) is a specific inhibitor of the chymotrypsin-like activity of the 20S proteasome (IC50=100 nM with Z-LLL-AMC as substrate).1 Also inhibits calpain (IC50=1.25 μM).1 Suppresses gastric cancer cell proliferation and induces macro-autophagy.2 Activates stress kinases and induces Hsp72.3 Induces neurite outgrowth.1 MG-132 blocks NFκB activation by blocking IκB proteolysis (IC50=3 μM).4 Cell permeable. | [Uses]
A proteasome and NF-κB inhibitor. | [Definition]
ChEBI: A tripeptide that is L-leucyl-L-leucyl-L-leucine in which the C-terminal carboxy group has been reduced to the corresponding aldehyde and the N-terminal amino group is
protected as its benzyloxycarbonyl derivative. | [General Description]
Potent, reversible, and cell-permeable proteasome inhibitor (Ki = 4 nM). Reduces the degradation of ubiquitin-conjugated proteins in mammalian cells and permeable stains of yeast by the 26S complex without affecting its ATPase or isopeptidase activities. Activates c-Jun N-terminal kinase (JNK1) and inhibits NF-κB activation (IC50 = 3 μM). | [Biochem/physiol Actions]
Cell permeable: yes | [storage]
Store at -20°C | [References]
1) Tsubuki et al. (1996), Differential inhibition of calpain and proteasome activities by peptidyl aldehydes of di-leucine and tri-leucine; J. Biochem.,? 119 572
2) Wu? et al. (2010), Macroautophagy and ERK phosphorylation counteract the antiproliferative effect of proteasome inhibitor in gastric cancer cells; Autophagy, 6 228
3) Meriin? et al. (1998), Proteasome inhibitors activate stress kinases and induce Hsp72. Diverse effects on apoptosis; J. Biol. Chem., 273 6373
4) Fiedler et al. (1998), Inhibition of TNF-alpha-induced NF-kappaB activation and IL-8 release in A549 cells with the proteasome inhibitor MG-132; Am. J. Respir. Cell Mol. Biol., 19 259 |
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