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A1086

Sigma-Aldrich

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

≥97% (HPLC), powder

Synonym(s):

Ac-DEVD-AMC

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About This Item

Empirical Formula (Hill Notation):
C30H37N5O13
CAS Number:
169332-61-0
Molecular Weight:
675.64
MDL number:
MFCD00671411
UNSPSC Code:
12352209
PubChem Substance ID:
24890505
NACRES:
NA.77

Assay

≥97% (HPLC)

form

powder

composition

Peptide content, ~65%

color

white

solubility

DMSO: 10 mM

storage temp.

−20°C

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

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.

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Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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7-Amino-4-methylcoumarin Chromophore for substrates

Sigma-Aldrich

A9891

7-Amino-4-methylcoumarin

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)
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
Panagiotis Kratimenos et al.
Scientific reports, 7(1), 16664-16664 (2017-12-02)
We have previously shown that cerebral Hypoxia-ischemia (HI) results in activation of Src kinase in the newborn piglet brain. We investigated the regulatory mechanism by which the pre-apoptotic proteins translocate from mitochondria to the cytosol during HI through the Src
Hamid-Reza Kohan-Ghadr et al.
Biology of reproduction, 100(2), 479-494 (2018-08-24)
Insufficient perfusion of the trophoblast by maternal blood is associated with an increased generation of reactive oxygen species and complications of the placenta. In this study, we first examined whether rosiglitazone, an agonist of the peroxisome proliferator-activated receptor-γ (PPARγ), protects
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