A1086

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

Name: N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-methylcoumarin
Brand: SIGMA
Price: 620 USD

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

Synonym(s):

Ac-DEVD-AMC

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5 MG

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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

Key Documents

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Product Name

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

Quality Level

100

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

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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Show Differences

1 of 4

This Item	A6720	A0466	A9965
Sigma-Aldrich A1086 N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-methylcoumarin	Sigma-Aldrich A6720 N-Acetyl-Trp-Glu-His-Asp-7-amido-4-trifluoromethylcoumarin trifluoroacetate salt	Sigma-Aldrich A0466 N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-trifluoromethylcoumarin	Sigma-Aldrich A9965 N-Acetyl-Tyr-Val-Ala-Asp-7-amido-4-trifluoromethylcoumarin
assay ≥97% (HPLC)	assay ≥97% (HPLC)	assay ≥90% (HPLC)	assay ≥95% (HPLC)
form powder	form powder	form powder	form powder
Quality Level 100	Quality Level 200	Quality Level 200	Quality Level 200
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
solubility DMSO: 10 mM	solubility DMSO/DMF: 20 mM	solubility H₂O: 1 mg/mL	solubility -
color white	color yellow	color white	color white

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[1][2] and in bone marrow mesenchymal stem cells.[3]

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.

related product

Product No.

Description

Pricing

CASP3F

Caspase 3 Assay Kit, Fluorimetric

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

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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

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)

Treatment of Mycobacterium tuberculosis-Infected Macrophages with Poly(Lactic-Co-Glycolic Acid) Microparticles Drives NFκB and Autophagy Dependent Bacillary Killing.

Ciaran Lawlor et al.

PloS one, 11(2), e0149167-e0149167 (2016-02-20)

The emergence of multiple-drug-resistant tuberculosis (MDR-TB) has pushed our available repertoire of anti-TB therapies to the limit of effectiveness. This has increased the urgency to develop novel treatment modalities, and inhalable microparticle (MP) formulations are a promising option to target

Bortezomib-resistance is associated with increased levels of proteasome subunits and apoptosis-avoidance.

Yi-Xin Wu et al.

Oncotarget, 7(47), 77622-77634 (2016-10-22)

Bortezomib (BTZ), a proteasome inhibitor, is the first proteasome inhibitor to be used in clinical practice. Here we investigated the mechanisms underlying acquired bortezomib resistance in hepatocellular carcinoma (HCC) cells. Using stepwise selection, we established two acquired bortezomib-resistant HCC cell

EWS-FLI1 modulated alternative splicing of ARID1A reveals novel oncogenic function through the BAF complex.

Saravana P Selvanathan et al.

Nucleic acids research, 47(18), 9619-9636 (2019-08-09)

Connections between epigenetic reprogramming and transcription or splicing create novel mechanistic networks that can be targeted with tailored therapies. Multiple subunits of the chromatin remodeling BAF complex, including ARID1A, play a role in oncogenesis, either as tumor suppressors or oncogenes.

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