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Merck
CN

A0466

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:
201608-14-2
Molecular Weight:
729.61
NACRES:
NA.32
PubChem Substance ID:
329770614
UNSPSC Code:
12352209
MDL number:
MFCD01310970

Key Documents

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Product Name

N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-trifluoromethylcoumarin, ≥90% (HPLC), powder

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

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 key

GZDRODOYEFEHGG-NUDCOPPTSA-N

assay

≥90% (HPLC)

form

powder

color

white

solubility

H2O: 1 mg/mL

storage temp.

−20°C

Quality Level

200

Gene Information

human ... CASP3(836)

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).
A fluorogenic substrate for caspase 3; has better membrane permeability than the 7-amido-4-methylcoumarin derivative (A1086).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ6941
BCBV6604
BCBD7957V
BCBR9303V
BCBJ3153V

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Doreen Baumann et al.
International journal of medical microbiology : IJMM, 308(3), 387-404 (2018-03-20)
Enteropathogenic Escherichia coli (EPEC) subvert host cell signaling pathways by injecting effector proteins via a Type 3 Secretion System (T3SS). The T3SS-dependent EspB protein is a multi-functional effector protein, which contributes to adherence and translocator pore formation and after injection
Pierre Wallet et al.
PLoS pathogens, 13(10), e1006630-e1006630 (2017-10-03)
Guanylate binding proteins (GBPs) are interferon-inducible proteins involved in the cell-intrinsic immunity against numerous intracellular pathogens. The molecular mechanisms underlying the potent antibacterial activity of GBPs are still unclear. GBPs have been functionally linked to the NLRP3, the AIM2 and
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
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