A1086

N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-methylcoumarin

Name: N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-methylcoumarin
Brand: SIGMA

≥97% (HPLC), Fluorogenic caspase 3 substrate, powder

Synonym(s):

Ac-DEVD-AMC

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All Photos(1)

About This Item

Empirical Formula (Hill Notation):

C₃₀H₃₇N₅O₁₃

CAS Number:

169332-61-0

Molecular Weight:

675.64

UNSPSC Code:

12352209

PubChem Substance ID:

24890505

NACRES:

NA.77

MDL number:

MFCD00671411

Product Name

N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-methylcoumarin, ≥97% (HPLC), powder

SMILES string

CC(C)[C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(O)=O)NC(C)=O)C(=O)N[C@@H](CC(O)=O)C(=O)Nc1ccc2C(C)=CC(=O)Oc2c1

InChI

1S/C30H37N5O13/c1-13(2)26(35-27(44)18(7-8-22(37)38)33-29(46)19(11-23(39)40)31-15(4)36)30(47)34-20(12-24(41)42)28(45)32-16-5-6-17-14(3)9-25(43)48-21(17)10-16/h5-6,9-10,13,18-20,26H,7-8,11-12H2,1-4H3,(H,31,36)(H,32,45)(H,33,46)(H,34,47)(H,35,44)(H,37,38)(H,39,40)(H,41,42)/t18-,19-,20-,26-/m0/s1

InChI key

ALZSTTDFHZHSCA-RNVDEAKXSA-N

assay

≥97% (HPLC)

form

powder

composition

Peptide content, ~65%

color

white

solubility

DMSO: 10 mM

storage temp.

−20°C

Quality Level

100

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Application

N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-methylcoumarin has been used as a substrate for caspase-3 assay in human colon cancer cell line and in bone marrow mesenchymal stem cells.

Biochem/physiol Actions

Fluorogenic substrate for caspase 3, a protease that is rapidly activated when cells are exposed to apoptotic conditions and that cleaves poly(ADP-ribose) polymerase.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Caspases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Autophagy induced by ionizing radiation promotes cell death over survival in human colorectal cancer cells

Classen F, et al.

Experimental Cell Research, 374(1), 29-37 (2018)

The ALS-linked E102Q mutation in Sigma receptor-1 leads to ER stress-mediated defects in protein homeostasis and dysregulation of RNA-binding proteins.

Alice Dreser et al.

Cell death and differentiation, 24(10), 1655-1671 (2017-06-18)

Amyotrophic lateral sclerosis (ALS) is characterized by the selective degeneration of motor neurons (MNs) and their target muscles. Misfolded proteins which often form intracellular aggregates are a pathological hallmark of ALS. Disruption of the functional interplay between protein degradation (ubiquitin

Effect of fatty acids on human bone marrow mesenchymal stem cell energy metabolism and survival

Fillmore N, et al.

PLoS ONE, 10(3), e0120257-e0120257 (2015)

PDI is an essential redox-sensitive activator of PERK during the unfolded protein response (UPR)

Kranz P, et al.

Cell Death & Disease, 8(8), e2986-e2986 (2017)

Reevaluation of ATR signaling in primary resting chronic lymphocytic leukemia cells: evidence for pro-survival or pro-apoptotic function.

Maxime Beyaert et al.

Oncotarget, 8(34), 56906-56920 (2017-09-17)

ATM, primarily activated by DNA double-strand breaks, and ATR, activated by single-stranded DNA, are master regulators of the cellular response to DNA damage. In primary chronic lymphocytic leukemia (CLL) cells, ATR signaling is considered to be switched off due to

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