C0483

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

Name: Z-Leu-Leu-Glu-7-amido-4-methylcoumarin
Brand: SIGMA
Price: 457 USD
Availability: InStock

≥95%, solid

Synonym(s):

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

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5 MG

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About This Item

Empirical Formula (Hill Notation):

C₃₅H₄₄N₄O₉

Molecular Weight:

664.75

NACRES:

NA.77

PubChem Substance ID:

329774798

UNSPSC Code:

12352209

MDL number:

MFCD01074989

Key Documents

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InChI key

FOYHOBVZPWIGJM-KCHLEUMXSA-N

SMILES string

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

assay

≥95%

form

solid

solubility

DMSO: soluble

storage temp.

−20°C

Quality Level

200

Related Categories

Bioactive Small Molecule Inhibitors

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Show Differences

1 of 4

This Item	A3401	C0788	C9521
Sigma-Aldrich C0483 Z-Leu-Leu-Glu-7-amido-4-methylcoumarin	Sigma-Aldrich A3401 Ala-Ala-Phe-7-amido-4-methylcoumarin	Sigma-Aldrich C0788 Z-Leu-Leu-Glu β-naphthylamide	Sigma-Aldrich C9521 Z-Phe-Arg 7-amido-4-methylcoumarin hydrochloride
form solid	form powder	form powder	form powder
assay ≥95%	assay ≥98% (TLC)	assay ≥98%	assay ≥95% (HPLC)
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
storage temp. −20°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. −20°C
solubility DMSO: soluble	solubility ethanol: 20 mg/mL, clear, colorless to light yellow	solubility THF: 25 mg/mL, clear, colorless	solubility methanol: 20 mg/mL, clear, colorless

General description

Z-Leu-Leu-Glu-7-amido-4-methylcoumarin is a fluoropeptide.[1] It acts as a substrate for caspase-like activity.[2]

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,[3] neonatal cardiomyocytes[4] and rat brain samples.[5]

Biochem/physiol Actions

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

Fluorogenic substrate to measure peptidylglutamyl-peptide hydrolyzing activity of 20S proteasome.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

0000523387

0000500059

SLCG3355

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Evidence for the presence of five distinct proteolytic components in the pituitary multicatalytic proteinase complex. Properties of two components cleaving bonds on the carboxyl side of branched chain and small neutral amino acids.

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

Effect of Ferulic Acid, a Phenolic Inducer of Fungal Laccase, on 26S Proteasome Activities In Vitro.

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

SAK3 Administration Improves Spine Abnormalities and Cognitive Deficits in AppNL-G-F/NL-G-F Knock-in Mice by Increasing Proteasome Activity through CaMKII/Rpt6 Signaling.

Hisanao Izumi et al.

International journal of molecular sciences, 21(11) (2020-06-03)

Alzheimer's disease (AD) is the most common form of dementia and is characterized by neuropathological hallmarks consisting of accumulation of extracellular amyloid-β (Aβ) plaques and intracellular neurofibrillary tangles (NFT). Recently, we have identified a new AD therapeutic candidate, ethyl-8'-methyl-2',4-dioxo-2-(piperidin-1-yl)-2'H-spiro[cyclopentane-1,3'-imidazo [1,2-a]

Administration of a selective β2 adrenergic receptor antagonist exacerbates neuropathology and cognitive deficits in a mouse model of Alzheimer's disease.

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)

Regulation of ubiquitin-proteasome system, caspase enzyme activities, and extracellular proteinases in rat soleus muscle in response to unloading.

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

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