474787

MG-132, ≥95% by HPLC

Potent, reversible, and cell-permeable proteasome inhibitor (K_i = 4 nM).

• Synonym(s): Z-Leu-Leu-Leu-al, Proteasome Inhibitor XI, Z-Leu-Leu-Leu-CHO, Carbobenzoxy-L-leucyl-L-leucyl-L-leucinal, MG-132
• Empirical Formula (Hill Notation): C₂₆H₄₁N₃O₅
• CAS Number: 133407-82-6
• Molecular Weight: 475.62
• MDL number: MFCD00674886
• NACRES: NA.77

Properties

• Quality Level: 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

Description

Amino Acid Sequence

Z-Leu-Leu-Leu-al

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) 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.

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) 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

10 mg in Glass bottle

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3