94367-21-2

Basic information

• Product Name: SUC-LEU-LEU-VAL-TYR-AMC
• Synonyms: Z-LLVY-AMC;succinyl-leucyl-leucyl-valyl-tyrosyl-methylcoumarinamide;SUC-LLVY-AMC;SUC-LEU-LEU-VAL-TYR-AMC;SUC-LEU-LEU-VAL-TYR-MCA;SUC-LEU-LEU-VAL-TYR-7-AMINO-4-METHYLCOUMARIN;SUCCINYL-L-LEUCYL-L-LEUCYL-L-VALYL-L-TYROSINE-4-METHYLCOUMARINYL-7-AMIDE;SUCCINYL-L-LEUCYL-L-LEUCYL-L-VALYL-L-TYROSINE 4-METHYLCOUMARYL-7-AMIDE
• CAS NO: 94367-21-2
• Molecular Formula: C40H53N5O10
• Molecular Weight: 763.88
• Product Categories: Pepetides
• Mol File: 94367-21-2.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 1116.8°Cat760mmHg
• Flash Point: 629.2°C
• Appearance: /
• Density: 1.249g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: −20°C
• Solubility: Soluble in DMSO (up to 20 mg/ml), or in DMF (up to 10 mg/ml)
• PKA: 4.69±0.10(Predicted)
• 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.
• CAS DataBase Reference: SUC-LEU-LEU-VAL-TYR-AMC(CAS DataBase Reference)
• NIST Chemistry Reference: SUC-LEU-LEU-VAL-TYR-AMC(94367-21-2)
• EPA Substance Registry System: SUC-LEU-LEU-VAL-TYR-AMC(94367-21-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 94367-21-2(Hazardous Substances Data)

Usage

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

InChI:InChI=1/C40H53N5O10/c1-21(2)16-29(42-33(47)14-15-34(48)49)38(52)43-30(17-22(3)4)39(53)45-36(23(5)6)40(54)44-31(19-25-8-11-27(46)12-9-25)37(51)41-26-10-13-28-24(7)18-35(50)55-32(28)20-26/h8-13,18,20-23,29-31,36,46H,14-17,19H2,1-7H3,(H,41,51)(H,42,47)(H,43,52)(H,44,54)(H,45,53)(H,48,49)/t29?,30?,31-,36-/m0/s1