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Merck

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:
Molecular Weight:
729.61
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
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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)

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)



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Konduru S Sastry et al.
Cell death & disease, 8(6), e2844-e2844 (2017-06-02)
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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
Kazuki Akazawa et al.
Bioconjugate chemistry, 29(5), 1720-1728 (2018-05-02)
Highly sensitive imaging of enzymatic activities in the deep tissues of living mammals provides useful information about their biological functions and for developing new drugs; however, such imaging is challenging. 19F magnetic resonance imaging (MRI) is suitable for noninvasive visualization