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S6510

Sigma-Aldrich

N-Succinyl-Leu-Leu-Val-Tyr-7-Amido-4-Methylcoumarin

≥90% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C40H53N5O10
CAS Number:
Molecular Weight:
763.88
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥90% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

SMILES string

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

InChI

1S/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)

InChI key

UVFAEQZFLBGVRM-UHFFFAOYSA-N

Amino Acid Sequence

N-Suc-Leu-Leu-Val-Tyr-7-AMC

Application

N-succinyl-Leu-Leu-Val-Tyr-7-amido-4-methylcoumarin was used in proteasome chymotrypsin-like activity assay in Jurkat cell lysate6 and crude cell lysate of rice.7

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrates

Fluorogenic substrate for chymotrypsin-like enzymes, such as cathepsin B and calpain which have been implicated in programmed cell death.

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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O Ullrich et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(11), 6223-6228 (1999-05-26)
The 20S proteasome has been shown to be largely responsible for the degradation of oxidatively modified proteins in the cytoplasm. Nuclear proteins are also subject to oxidation, and the nucleus of mammalian cells contains proteasome. In human beings, tumor cells
Madeline R Scott et al.
Molecular psychiatry, 25(4), 776-790 (2019-01-27)
Protein homeostasis is an emerging component of schizophrenia (SZ) pathophysiology. Proteomic alterations in SZ are well-documented and changes in transcript expression are frequently not associated with changes in protein expression in SZ brain. The underlying mechanism driving these changes remains
S Glockzin et al.
The Journal of biological chemistry, 274(28), 19581-19586 (1999-07-03)
The ubiquitin/proteasome pathway mediates the degradation of many short-lived proteins that are critically involved in the regulation of cell proliferation and cell death, including the tumor suppressor protein p53. Accumulation of p53 and induction of apoptosis in RAW 264.7 macrophages
Izaltina Silva-Jardim et al.
Acta tropica, 91(2), 121-130 (2004-07-06)
Proteasomes are multisubunit proteases that exist universally among eukaryotes. They have multiple proteolytic activities and are believed to have important roles in regulating cell cycle, selective intracellular proteolysis, and antigen presentation. Here we have partially purified Leishmania chagasi proteasome. The
T Reinheckel et al.
The Biochemical journal, 335 ( Pt 3), 637-642 (1998-10-31)
Oxidatively modified ferritin is selectively recognized and degraded by the 20S proteasome. Concentrations of hydrogen peroxide (H2O2) higher than 10 micromol/mg of protein are able to prevent proteolytic degradation. Exposure of the protease to high amounts of oxidants (H2O2, peroxynitrite

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