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474790

Sigma-Aldrich

MG-132

A cell-permeable, potent, reversible proteasome inhibitor (Ki = 4 nM).

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C26H41N3O5
Número CAS:
133407-82-6
Peso molecular:
475.62
Número MDL:
MFCD00674886
Código UNSPSC:
12352200
NACRES:
NA.77
Preço e disponibilidade não estão disponíveis no momento.

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

solid

fabricante/nome comercial

Calbiochem®

condição de armazenamento

OK to freeze

cor

white

solubilidade

DMSO: 20 mg/mL
ethanol: 20 mg/mL

Condições de expedição

ambient

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

[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

chave InChI

TZYWCYJVHRLUCT-VABKMULXSA-N

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Amino Acid Sequence

Z-Leu-Leu-Leu-al

Descrição geral

A potent, reversible, and cell-permeable proteasome inhibitor (Ki = 4 nM). Reduces the degradation of ubiquitin-conjugated proteins in mammalian cells and permeable strains 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). Also reported to increases the survival rate of mesenchymal stem cells following their transplantation. Prevents β-secretase cleavage. A 10 mM (1 mg/210 µl) solution of MG-132 (Cat. No. 474791) in DMSO is also available. This material is ≥98% pure by HPLC. A material with ≥95% purity by HPLC (Cat. No. 474787) is also available.

Ações bioquímicas/fisiológicas

Cell permeable: yes
Primary Target
proteasome
Product does not compete with ATP.
Reversible: yes
Target IC50: 3 µM against NF-κB activation
Target Ki: 4 nM against proteasome

Advertência

Toxicity: Standard Handling (A)

Sequência

Z-Leu-Leu-Leu-CHO

Reconstituição

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Outras notas

Li, Z.W. et al. 2011. Sheng Li Xue Bao. 63, 525.
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.

Informações legais

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Certificados de análise (COA)

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Sigma-Aldrich

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Sigma-Aldrich

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