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A0466

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

Name: N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-trifluoromethylcoumarin
Brand: SIGMA

≥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

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Quality Level

200

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)

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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Multitalented EspB of enteropathogenic Escherichia coli (EPEC) enters cells autonomously and induces programmed cell death in human monocytic THP-1 cells.

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

Silkworm Storage Protein 1 Inhibits Autophagy-Mediated Apoptosis.

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

Basal Autophagy and Feedback Activation of Akt Are Associated with Resistance to Metformin-Induced Inhibition of Hepatic Tumor Cell Growth.

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

Cytoprotective effect of neuropeptides on cancer stem cells: vasoactive intestinal peptide-induced antiapoptotic signaling.

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

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)

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Global Trade Item Number

SKU	GTIN
A0466-1MG	04061826670446

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