Identification | Back 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 Properties | Back 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 | [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. |
Hazard Information | Back 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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