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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Hsin-Ying Wu et al.
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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
Anny Carolline Silva Oliveira et al.
Frontiers in cellular and infection microbiology, 11, 788482-788482 (2022-01-25)
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
Ilona Domracheva et al.
Life sciences, 186, 92-101 (2017-08-16)
This study was designed to investigate the mechanism underlying cancer cell apoptosis caused by selenophenoquinolinones and coumarins. Twelve derivatives were studied according to their ability to suppress the proliferation of cancer cells in vitro (i.e., HepG2, MH-22A, MCF-7), induce cell

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