MG-132 Chemical Properties

Melting point:

80-84℃ (DEC.)

alpha 

-61～-67°

Boiling point:

682.0±55.0 °C(Predicted)

Density 

1.073

Flash point:

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

SMILES

C(N)(=O)[C@H](CC(C)C)N(C(=O)[C@H](CC(C)C)NC(OCC1=CC=CC=C1)=O)[C@H](C=O)CC(C)C

Safety Information

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29242990

MSDS

• Language:English Provider:SigmaAldrich

MG-132 Usage And Synthesis

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.

Uses

MG 132 is a potent, membrane-permeable proteasome inhibitor. It induces neurite outgrowth in PC12 cells. Neuroprotective product.

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 (K_i = 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).

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 .

Biochem/physiol Actions

Cell permeable: yes

storage

-20°C (desiccate)

References

[1] S TSUBUKI. Differential inhibition of calpain and proteasome activities by peptidyl aldehydes of di-leucine and tri-leucine.[J]. Journal of biochemistry, 1996, 119 3: 572-576. DOI:10.1093/oxfordjournals.jbchem.a021280
[2] WILLIAM KA KEI WU. Macroautophagy and ERK phosphorylation counteract the antiproliferative effect of proteasome inhibitor in gastric cancer cells.[J]. Autophagy, 2010, 6 2: 228-238. DOI:10.4161/auto.6.2.11042
[3] A B MERIIN. Proteasome inhibitors activate stress kinases and induce Hsp72. Diverse effects on apoptosis.[J]. The Journal of Biological Chemistry, 1998, 273 11: 6373-6379. DOI:10.1074/jbc.273.11.6373
[4] M A FIEDLER  J M S  K Wernke Dollries. Inhibition of TNF-alpha-induced NF-kappaB activation and IL-8 release in A549 cells with the proteasome inhibitor MG-132.[J]. American Journal of Respiratory Cell and Molecular Biology, 1998, 19 2: 259-268. DOI:10.1165/ajrcmb.19.2.3149

MG-132(133407-82-6)Related Product Information

• MG-115
• Trypsin
• Z-Leu-Leu-Beta-Hotyr-al
• ACHROMOPEPTIDASE
• trysin-chymotrypsin
• Basic protease
• CALPAIN INHIBITOR I
• MG-132
• Calpain Inhibitor I
• LACTACYSTIN
• L-Leu-Leu-Leu
• Z-LLL-AMC
• Z-LEU-LEU-LEU-FMK
• MG-262
• CALPAIN INHIBITOR IV
• MG-132 in Solution
• 1 MG PROTEASOME INHIBITOR MG-132Z-LEU-LEU-LEU-H (ALDEHYDE)
• 5 MG PROTEASOME INHIBITOR MG-132Z-LEU-LEU-LEU-H (ALDEHYDE)