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Key Documents

A0466

Sigma-Aldrich

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

≥90% (HPLC), powder

Synonym(s):

Ac-DEVD-AFC

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About This Item

Empirical Formula (Hill Notation):
C30H34F3N5O13
CAS Number:
Molecular Weight:
729.61
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥90% (HPLC)

form

powder

color

white

solubility

H2O: 1 mg/mL

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(OC(=O)C=C2C(F)(F)F)c1

InChI

1S/C30H34F3N5O13/c1-12(2)25(38-26(47)17(6-7-21(40)41)36-28(49)18(10-22(42)43)34-13(3)39)29(50)37-19(11-23(44)45)27(48)35-14-4-5-15-16(30(31,32)33)9-24(46)51-20(15)8-14/h4-5,8-9,12,17-19,25H,6-7,10-11H2,1-3H3,(H,34,39)(H,35,48)(H,36,49)(H,37,50)(H,38,47)(H,40,41)(H,42,43)(H,44,45)/t17-,18-,19-,25-/m0/s1

InChI key

GZDRODOYEFEHGG-NUDCOPPTSA-N

Gene Information

human ... CASP3(836)

Amino Acid Sequence

NAc-Asp-Glu-Val-Asp-AFC

Biochem/physiol Actions

A 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. The 7-amido-4-trifluoromethylcoumarin derivative has better membrane permeability than the 7-amido-4-methylcoumarin derivative (A1086).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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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Analysis of the minimal specificity of caspase-2 and identification of Ac-VDTTD-AFC as a caspase-2-selective peptide substrate.
Kitevska T, Roberts SJ, Pantaki-Eimany D, et al.
Bioscience Reports (2014)
Aditya D Joshi et al.
Molecular pharmacology, 92(3), 366-374 (2017-07-12)
The aryl hydrocarbon receptor (AhR) is a ligand-activated transcription factor that regulates a plethora of target genes. Historically, the AhR has been studied as a regulator of xenobiotic metabolizing enzyme genes, notably cytochrome P4501A1 encoded by CYP1A1, in response to
Su Jin Kang et al.
International journal of molecular sciences, 20(2) (2019-01-17)
Autophagy is a natural physiological process, and it induces the lysosomal degradation of intracellular components in response to environmental stresses, including nutrient starvation. Although an adequate autophagy level helps in cell survival, excessive autophagy triggered by stress such as starvation
Konduru S Sastry et al.
Cell death & disease, 8(6), e2844-e2844 (2017-06-02)
Cancer stem cells (CSCs) are increasingly considered to be responsible for tumor initiation, metastasis and drug resistance. The drug resistance mechanisms activated in CSCs have not been thoroughly investigated. Although neuropeptides such as vasoactive intestinal peptide (VIP) can promote tumor
Elisabetta Gabano et al.
Dalton transactions (Cambridge, England : 2003), 46(41), 14174-14185 (2017-10-07)
The design, synthesis, characterization and biological properties of a Pt(iv) complex containing the very active inhibitor of histone deacetylase (2-propynyl)octanoic acid, POA, as an axial ligand are reported here. The title complex, namely (OC-6-44)-acetatodiamminedichlorido(2-(2-propynyl)octanoato)platinum(iv), 1, containing POA in racemic or

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