MG-132

MG-132 Property

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

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29242990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

MG-132 Chemical Properties,Usage,Production

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