Skip to Content
Merck
CN
All Photos(1)

Documents

Safety Information

C0483

Sigma-Aldrich

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

≥95%, solid

Sign Into View Organizational & Contract Pricing

Synonym(s):
Cbz-Leu-Leu-Glu-AMC, Z-LLE-AMC
Empirical Formula (Hill Notation):
C35H44N4O9
Molecular Weight:
664.75
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥95%

form

solid

solubility

DMSO: soluble

storage temp.

−20°C

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

InChI key

FOYHOBVZPWIGJM-KCHLEUMXSA-N

Amino Acid Sequence

Z-Leu-Leu-Glu-AMC

General description

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.

Biochem/physiol Actions

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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)
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
O I Savchuk et al.
Fiziolohichnyi zhurnal (Kiev, Ukraine : 1994), 61(5), 11-20 (2016-02-06)
Functional as well as structural reorganization of brain tissues takes place in the surrounding and remotes brain areas after focal ischemic lesions. In particular, reactive or regenerative processes have been described to occur in the infarction areas and the contralateral

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service