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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)

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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
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
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)
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
Hua Yang et al.
PloS one, 10(6), e0130953-e0130953 (2015-06-26)
While accumulating evidence has shown that the use of the diabetic drug metformin may be beneficial against various tumors in some epidemiological studies, a few studies failed to show the same beneficial effects. The molecular and cellular mechanisms for these

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