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C0483

Sigma-Aldrich

Z-Leu-Leu-Glu-7-amido-4-methylcoumarin

≥95%, solid

Synonyme(s) :

Cbz-Leu-Leu-Glu-AMC, Z-LLE-AMC

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About This Item

Formule empirique (notation de Hill):
C35H44N4O9
Poids moléculaire :
664.75
Numéro MDL:
MFCD01074989
Code UNSPSC :
12352209
ID de substance PubChem :
329774798
Nomenclature NACRES :
NA.77

Niveau de qualité

200

Pureté

≥95%

Forme

solid

Solubilité

DMSO: soluble

Température de stockage

−20°C

Chaîne SMILES 

CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)Nc2ccc3C(C)=CC(=O)Oc3c2

InChI

1S/C35H44N4O9/c1-20(2)15-27(38-34(45)28(16-21(3)4)39-35(46)47-19-23-9-7-6-8-10-23)33(44)37-26(13-14-30(40)41)32(43)36-24-11-12-25-22(5)17-31(42)48-29(25)18-24/h6-12,17-18,20-21,26-28H,13-16,19H2,1-5H3,(H,36,43)(H,37,44)(H,38,45)(H,39,46)(H,40,41)/t26-,27-,28-/m0/s1

Clé InChI

FOYHOBVZPWIGJM-KCHLEUMXSA-N

Amino Acid Sequence

Z-Leu-Leu-Glu-AMC

Description générale

Z-Leu-Leu-Glu-7-amido-4-methylcoumarin is a fluoropeptide. It acts as a substrate for caspase-like activity.

Application

Z-Leu-Leu-Glu-7-amido-4-methylcoumarin has been used as a fluorogenic substrate for peptidyl glutamyl peptide hydrolase (PGPH) in rat soleus muscle, neonatal cardiomyocytes and rat brain samples.

Actions biochimiques/physiologiques

Fluorogenic substrate for the measurement of the peptidylglutamyl-peptide hydrolyzing activity of the 20S proteasome.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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P Berthon et al.
Pflugers Archiv : European journal of physiology, 454(4), 625-633 (2007-03-06)
In the present study, we determined the impact of 5 and 10 days of muscle deconditioning induced by hindlimb suspension (HS) on the ubiquitin-proteasome system of protein degradation and caspase enzyme activities in rat soleus muscles. A second goal was
Caterina Branca et al.
Neurobiology of aging, 35(12), 2726-2735 (2014-07-19)
Currently, there are no available approaches to cure or slow down the progression of Alzheimer's disease (AD), which is characterized by the accumulation of extracellular amyloid-β (Aβ) deposits and intraneuronal tangles that comprised hyperphosphorylated tau. The β2 adrenergic receptors (β2ARs)
M Orlowski et al.
Biochemistry, 32(6), 1563-1572 (1993-02-16)
Initial studies on the specificity of the multicatalytic proteinase complex (MPC; EC 3.4.99.46) led to the identification of three distinct proteolytic components designated as trypsin-like, chymotrypsin-like, and peptidylglutamyl-peptide hydrolyzing, all sensitive to inactivation by 3,4-dichloroisocoumarin (DCI), a general serine proteinase
Anita Swatek et al.
International journal of molecular sciences, 21(7) (2020-04-08)
The 26S proteasome is an ATP-dependent protease complex (2.5 MDa) that degrades most cellular proteins in Eukaryotes, typically those modified by a polyubiquitin chain. The proteasome-mediated proteolysis regulates a variety of critical cellular processes such as transcriptional control, cell cycle
Khaoula Ben Younes et al.
BMC cancer, 17(1), 538-538 (2017-08-12)
Mantle cell lymphoma (MCL) is a B-cell hemopathy characterized by the t(11;14) translocation and the aberrant overexpression of cyclin D1. This results in an unrestrained cell proliferation. Other genetic alterations are common in MCL cells such as SOX11 expression, mutations
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