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474787

MG-132

≥95% (HPLC), proteasome inhibitor, powder

Synonym(s):

Z-Leu-Leu-Leu-al, Proteasome Inhibitor XI, Z-Leu-Leu-Leu-CHO, Carbobenzoxy-L-leucyl-L-leucyl-L-leucinal, MG-132

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About This Item

Empirical Formula (Hill Notation):
C26H41N3O5
CAS Number:
133407-82-6
Molecular Weight:
475.62
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00674886
Assay:
≥95% (HPLC)
Form:
powder
Storage condition:
OK to freeze, protect from light
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Product Name

MG-132, ≥95% by HPLC, Potent, reversible, and cell-permeable proteasome inhibitor (Ki = 4 nM).

Quality Segment

100

assay

≥95% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

DMSO: 25 mg/mL, ethanol: 25 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

[H]C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1

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

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) which initiates apoptosis. Inhibits NF-κB activation (IC50 = 3 µM). This material is ≥95% pure by HPLC. A material with ≥98% purity by HPLC (Cat. No. 474790) is also available. Also available as a 20 mM solution in DMSO (Cat. No. 474788).

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Steinhilb, M.L., et al. 2001. J. Biol. Chem.276, 4476.
Meriin, A.B., et al. 1998. J. Biol. Chem. 273, 6373.
Adams, J., and Stein, R. 1996. Ann. Rep. Med. Chem.31, 279.
Klafki, H.W., et al. 1996. J. Biol. Chem.271, 2865.
Lee, D.H., and Goldberg, A.L., 1996. J. Biol. Chem.271, 27280.
Wiertz, E.J., et al. 1996. Cell84, 769.
Jensen, T.J., et al. 1995. Cell 83, 129.
Read, M.A., et al. 1995. Immunity2, 493.
Rock, K.L., et al. 1994. Cell 78, 761.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

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