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C2211

Sigma-Aldrich

Z-Leu-Leu-Leu-al

≥90% (HPLC)

Synonym(s):

MG-132

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About This Item

Empirical Formula (Hill Notation):
C26H41N3O5
CAS Number:
Molecular Weight:
475.62
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

product name

Z-Leu-Leu-Leu-al, ≥90% (HPLC)

Quality Level

assay

≥90% (HPLC)

form

powder

color

white

solubility

DMSO: soluble

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

Gene Information

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Amino Acid Sequence

Z-Leu-Leu-Leu-al

Application

Z-Leu-Leu-Leu-al or MG132 has been used as a proteasome inhibitor. It has also been used to test the ubiquitylation and sumoylation pathways in urchin embryos.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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MG132, a proteasome inhibitor, induced death of calf pulmonary artery endothelial cells via caspase-dependent apoptosis and GSH depletion.
Anticancer Research (2010)
Vaino K. Hopsu-Havu, Mikko Jarvinen, Heidrun Kirschke
Proteolysis in Cell Functions (1997)
Rho-associated protein kinase 1 (ROCK1) is increased in Alzheimer's disease and ROCK1 depletion reduces amyloid-? levels in brain
Benjamin W
Journal of Neurochemistry (2016)
Proteasome inhibitors: from research tools to drug candidates
Alexei F.Kisselev
Chemistry and Biology, 8(8), 739-758 (2001)
An Inducible Retroviral Expression System for Tandem Affinity Purification Mass-Spectrometry-Based Proteomics Identifies Mixed Lineage Kinase Domain-like Protein (MLKL) as an Heat Shock Protein 90 (HSP90) Client*
Johannes W. Bigenzahn
Molecular and Cellular Proteomics (2016)

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