ChemicalBook--->CAS DataBase List--->94367-21-2

94367-21-2

94367-21-2 Structure

94367-21-2 Structure
IdentificationBack Directory
[Name]

SUC-LEU-LEU-VAL-TYR-AMC
[CAS]

94367-21-2
[Synonyms]

Z-LLVY-AMC
SUC-LLVY-AMC
SUC-LEU-LEU-VAL-TYR-AMC
SUC-LEU-LEU-VAL-TYR-MCA
CALPAIN SUBSTRATE (FLUOROGENIC)
SUC-LEU-LEU-VAL-TYR-AMC USP/EP/BP
PROTEASOME SUBSTRATE III (FLUOROGENIC)
CHYMOTRYPSIN SUBSTRATE III, FLUOROGENIC
PROTEASOME 20S, (SUC-LEU-LEU-VAL-TYR-AMC)
SUC-LEU-LEU-VAL-TYR-7-AMINO-4-METHYLCOUMARIN
succinyl-Leu-Leu-Val-Tyr-7-amino-4-methylcoumarin
N-SUCCINYL-LEU-LEU-VAL-TYR 7-AMIDO-4-METHYLCOUMARIN
N-SUCCINYL-LEU-LEU-VAL-TYR 7-AMIDO-4-*ME THYLCOUMARI
N-SUCCINYL-LEU-LEU-VAL-TYR-7-AMINO-4-METHYLCOUMARIN AMC
succinyl-leucyl-leucyl-valyl-tyrosyl-methylcoumarinamide
CHYMOTRYPSIN SUBSTRATE III, FLUOROGENIC ; SUC-LEU-LEU-VAL-TYR-AMC
SUCCINYL-L-LEUCYL-L-LEUCYL-L-VALYL-L-TYROSINE 4-METHYLCOUMARYL-7-AMIDE
SUCCINYL-L-LEUCYL-L-LEUCYL-L-VALYL-L-TYROSINE-4-METHYLCOUMARINYL-7-AMIDE
N-SUCCINYL-L-LEUCYL-L-LEUCYL-L-VALYL-L-TYROSINE-4-METHYLCOUMARYL-7-AMIDE
N-Succinyl-l-leucyl-l-leucyl-l-valyl-l-tyrosine-4-methylcoumaryl-7-amidefluorogenicsubstrateforchymotryspin
L-Tyrosinamide, N-(3-carboxy-1-oxopropyl)-L-leucyl-L-leucyl-L-valyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-
4-[[1-[[1-[[(1S)-1-[[(1S)-1-(4-hydroxybenzyl)-2-keto-2-[(2-keto-4-methyl-chromen-7-yl)amino]ethyl]carbamoyl]-2-methyl-propyl]carbamoyl]-3-methyl-butyl]carbamoyl]-3-methyl-butyl]amino]-4-keto-butyric acid
4-[[1-[[1-[[(2S)-1-[[(2S)-3-(4-hydroxyphenyl)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-oxobutanoic acid
4-[[1-[[1-[[(2S)-1-[[(2S)-3-(4-hydroxyphenyl)-1-[(4-methyl-2-oxo-chromen-7-yl)amino]-1-oxo-propan-2-yl]amino]-3-methyl-1-oxo-butan-2-yl]amino]-4-methyl-1-oxo-pentan-2-yl]amino]-4-methyl-1-oxo-pentan-2-yl]amino]-4-oxo-butanoic acid
[Molecular Formula]

C40H53N5O10
[MDL Number]

MFCD00080248
[MOL File]

94367-21-2.mol
[Molecular Weight]

763.88
Chemical PropertiesBack Directory
[Boiling point ]

1116.8±65.0 °C(Predicted)
[density ]

1.249±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO (up to 20 mg/ml), or in DMF (up to 10 mg/ml)
[form ]

Lyophilized solid
[pka]

4.69±0.10(Predicted)
[color ]

White to Off-White
[Water Solubility ]

0.1% trifluoroacetic acid in acetonitrile: water (3:1): 1mg/mL, clear, colorless
[Sequence]

Suc-Leu-Leu-Val-Tyr-AMC
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or DMF may be stored at -20°C for up to 1 month.
[InChIKey]

UVFAEQZFLBGVRM-UHFFFAOYSA-N
[SMILES]

CC(C)CC(NC(=O)CCC(O)=O)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(Cc1ccc(O)cc1)C(=O)Nc2ccc3C(C)=CC(=O)Oc3c2
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 4
Hazard InformationBack Directory
[Description]

Suc-Leu-Leu-Val-Tyr-AMC (94367-21-2) is a fluorogenic substrate for the chymotryptic activity of the 20S proteasome1 and other chymotrypsin-like proteases, as well as calpains2. A commonly used substrate for assaying proteasomal enzymatic activity.3,4 Excitation max.: 360 nm; emission max.: 460 nm.
[Uses]

Suc-Leu-Leu-Val-Tyr-AMC is a fluorgenic substrate for chymotrypsin-like proteases, as well as calpains. It can be used to treat tuberculosis.
[Definition]

ChEBI: A tetrapeptide compound with a succinyl group at the N-terminal and a 7-amino-4-methylcoumarin group at the C-terminal.
[Biochem/physiol Actions]

In the presence of chymotrypsin-like enzyme activity, the fluorophore, 7-amido-4-methylcoumarin is released from N-succinyl-Leu-Leu-Val-Tyr-7-amido-4-methylcoumarin. The fluorescence obtained is a measure of the enzyme activity.6
[References]

1) Stein et al. (1996), Kinetic characterization of the chymotryptic activity of the 20S proteasome; Biochemistry, 35 3899 2) Sasaki et al. (1984), Comparative specificity and kinetic studies on porcine calpain I and calpain II with naturally occurring peptides and synthetic fluorogenic substrates; J. Biol. Chem., 259 12489 3) Hamouda et al. (2014), The small heat shock protein B8 (HSPB8) confers resistance to bortezomib by promoting autophagic removal of misfolded proteins in multiple myeloma cells; Oncotarget, 5 6252 4) Min et al. (2017), USP14 inhibitor attenuates cerebral ischemia/reperfusion-induced neuronal injury in mice; J. Neurochem,, 140 826
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