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348086-66-8

348086-66-8 Structure

348086-66-8 Structure
IdentificationBack Directory
[Name]

Z-LEU-LEU-GLU-AMC
[CAS]

348086-66-8
[Synonyms]

Z-LLE-AMC
Z-ILE-AMC
Z-LLG-AMC
Z-LEU-LEU-GLY-AMC
Z-LEU-LEU-GLU-AMC
Z-LEU-LEU-GLU-MCA
CBZ-LEU-LEU-GLU-AMC
Proteasome Substrate II
Cbz-Leu-Leu-Glu-AMC, Z-LLE-AMC
PROTEASOME SUBSTRATE II (FLUOROGENIC)
Z-LEU-LEU-GLU-7-AMIDO-4-METHYLCOUMARIN
Z-LEU-LEU-GLU-7-AMINO-4-METHYLCOUMARIN
benzyloxycarbonyl-L-leucyl-L-leucyl-L-glutamic acid α-(4-methylcoumaryl-7-amide)
CARBOBENZOXY-L-LEUCYL-L-LEUCYL-L-GLUTAMIC-ACID-ALPHA-(4-METHYLCOUMARINYL)-7-AMIDE
BENZYLOXYCARBONYL-L-LEUCYL-L-LEUCYL-L-GLUTAMIC ACID ALPHA-(4-METHYLCOUMARYL-7-AMIDE)
L-α-Glutamine, N-[(phenylmethoxy)carbonyl]-L-leucyl-L-leucyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-
N-[(Phenylmethoxy)carbonyl]-L-leucyl-L-leucyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-alpha-glutamine
(5S,8S,11S)-5,8-Diisobutyl-11-((4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl)-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazatetradecan-14-oic acid
[Molecular Formula]

C35H44N4O9
[MDL Number]

MFCD01074989
[MOL File]

348086-66-8.mol
[Molecular Weight]

664.75
Chemical PropertiesBack Directory
[Boiling point ]

967.8±65.0 °C(Predicted)
[density ]

1.253±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble
[form ]

solid
[pka]

4.43±0.10(Predicted)
[color ]

Solid lyophilized powder
[Sequence]

{Z}-Leu-Leu-Glu-{AMC}
[InChIKey]

FOYHOBVZPWIGJM-KCHLEUMXSA-N
[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
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Z-LLE-AMC is a fluorogenic substrate for the caspase-like post-glutamate peptide hydrolase of the 26S proteasome or 20S proteolytic core. Caspase-like activity can be quantified by fluorescent detection of free AMC (also known as 7-amino-4-methylcoumarin), which is excited at 340-360 nm and emits at 440-460 nm. Z-LLE-AMC is typically used in cell lysates after experimental treatment.
[Uses]

A fluorogenic substrate for the peptidylglutamyl-peptide hydrolysing (caspase-like) activity of the proteasome which may be stimulated in the presence of Mg2+ ions and rapidly inactivated by N-acetylimidazole
[Uses]

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.
[General Description]

Z-Leu-Leu-Glu-7-amido-4-methylcoumarin is a fluoropeptide. It acts as a substrate for caspase-like activity.
[Biochem/physiol Actions]

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

+4°C
[References]

[1] MARIAN ORLOWSKI. Regulation of the peptidylglutamyl-peptide hydrolyzing activity of the pituitary multicatalytic proteinase complex[J]. Biochemistry Biochemistry, 1991, 30 24: 5999-6005. DOI: 10.1021/bi00238a025
[2] ELKE GEIER. A Giant Protease with Potential to Substitute for Some Functions of the Proteasome[J]. Science, 1999, 283 5404. DOI: 10.1126/science.283.5404.978
[3] MOHAMED-AMINE HAMOUDA. The small heat shock protein B8 (HSPB8) confers resistance to bortezomib by promoting autophagic removal of misfolded proteins in multiple myeloma cells.[J]. Oncotarget, 2014, 5 15: 6252-6266. DOI: 10.18632/oncotarget.2193
[4] LAURA TADLOCK. Transforming growth factor-beta inhibition of proteasomal activity: a potential mechanism of growth arrest.[J]. American journal of physiology. Cell physiology, 2003, 285 2: C277-85. DOI: 10.1152/ajpcell.00550.2002
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