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A9965

Sigma-Aldrich

N-Acetyl-Tyr-Val-Ala-Asp-7-amido-4-trifluoromethylcoumarin

≥95% (HPLC), powder

Synonym(s):

Ac-YVAD-AFC

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About This Item

Linear Formula:
C33H36N5O10F3
Molecular Weight:
719.66
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

Assay

≥95% (HPLC)

form

powder

color

white

storage temp.

−20°C

SMILES string

CC(C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(O)=O)C(=O)Nc2ccc3c(OC(=O)C=C3C(F)(F)F)c2

InChI

1S/C33H36F3N5O10/c1-15(2)28(41-31(49)23(38-17(4)42)11-18-5-8-20(43)9-6-18)32(50)37-16(3)29(47)40-24(14-26(44)45)30(48)39-19-7-10-21-22(33(34,35)36)13-27(46)51-25(21)12-19/h5-10,12-13,15-16,23-24,28,43H,11,14H2,1-4H3,(H,37,50)(H,38,42)(H,39,48)(H,40,47)(H,41,49)(H,44,45)/t16-,23-,24-,28-/m0/s1

InChI key

GWKJISJKNKIJNP-DEQDFGQZSA-N

Gene Information

Amino Acid Sequence

NAc-Tyr-Val-Ala-Asp-AFC

Substrates

Membrane-permeable fluorogenic substrate for caspase 1 (ICE) and caspase 4 (TX).

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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Emma M Creagh et al.
PloS one, 4(3), e5055-e5055 (2009-03-31)
Members of the caspase family of cysteine proteases coordinate cell death through restricted proteolysis of diverse protein substrates and play a conserved role in apoptosis from nematodes to man. However, while numerous substrates for the mammalian cell death-associated caspases have
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Trypanosoma cruzi invades non-professional phagocytic cells by subverting their membrane repair process, which is dependent on membrane injury and cell signaling, intracellular calcium increase, and lysosome recruitment. Cells lacking lysosome-associated membrane proteins 1 and 2 (LAMP1 and LAMP2) are less
R A Jones et al.
Hepatology (Baltimore, Md.), 27(6), 1632-1642 (1998-06-10)
The mechanism of Fas antigen-induced hepatocyte apoptosis was investigated. Using a monoclonal antibody directed against the Fas antigen, apoptosis was induced in freshly isolated murine hepatocytes within 90 minutes of antibody addition as assessed by plasma membrane bleb formation, chromatin
Hsin-Ying Wu et al.
Particle and fibre toxicology, 10, 46-46 (2013-09-21)
Superparamagnetic iron oxide nanoparticles (IONPs) have been used as magnetic resonance imaging contrast agents for various research and diagnostic purposes, such as the detection of neuroinflammation and blood-brain-barrier integrity. As the central resident macrophage-like cells, microglia are responsible for managing
Peng Yin et al.
Acta neuropathologica, 137(6), 919-937 (2019-02-28)
The cytoplasmic accumulation of the nuclear TAR DNA-binding protein 43 (TDP-43) is a pathologic hallmark in amyotrophic lateral sclerosis, frontotemporal lobar degeneration, and other neurological disorders. However, most transgenic TDP-43 rodent models show predominant nuclear distribution of TDP-43 in the

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