Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

C2105

Sigma-Aldrich

Z-Val-Ala-Asp fluoromethyl ketone

powder, ≥90% (TLC)

Synonym(s):

Z-VAD-FMK, Non-methylated

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C21H28FN3O7
CAS Number:
Molecular Weight:
453.46
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥90% (TLC)

form

powder

shipped in

dry ice

storage temp.

−20°C

SMILES string

CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(O)=O)C(=O)CF

InChI

1S/C21H28FN3O7/c1-12(2)18(25-21(31)32-11-14-7-5-4-6-8-14)20(30)23-13(3)19(29)24-15(9-17(27)28)16(26)10-22/h4-8,12-13,15,18H,9-11H2,1-3H3,(H,23,30)(H,24,29)(H,25,31)(H,27,28)/t13-,15-,18-/m0/s1

InChI key

SUUHZYLYARUNIA-YEWWUXTCSA-N

Amino Acid Sequence

Z-Val-Ala-Asp-OMe-FMK

Biochem/physiol Actions

Non-methylated competitive and irreversible inhibitor of caspase-1, as well as other caspases, which can be used directly with purified enzymes. It does not require esterase to hydrolyze the O-methyl ester like the cell-permeable form, Z-Val-Ala-Asp(OMe) fluoromethyl ketone (Product Code V-116).

Features and Benefits

This compound is featured on the Caspases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Teruyuki Kajiume et al.
Cell death discovery, 4, 111-111 (2018-12-12)
Mature neutrophils must be quickly removed from inflammatory sites to prevent tissue damage. Neutrophil removal is thought to be accomplished primarily through caspase-dependent apoptosis, which involves several genes of mitochondrial origin. However, mature neutrophils show reduced gene transcription and mitochondrial
Tonghui Li et al.
Frontiers in pharmacology, 13, 854526-854526 (2022-06-07)
Aloe-emodin (1,8-dihydroxy-3-hydroxymethyl-anthraquinone), derived from some Chinese edible medicinal herbs, exerts a potential anticancer activity on various cancer cells, making it a drug candidate for cancer therapy. Yet, the role of aloe-emodin in pyroptosis, a new type of cell death, is
Feng Shi et al.
Theranostics, 9(9), 2424-2438 (2019-05-28)
EBV infection is a recognized epigenetic driver of carcinogenesis. We previously showed that EBV could protect cancer cells from TNF-induced necroptosis. This study aims to explore the epigenetic mechanisms allowing cancer cells with EBV infection to escape from RIP3-dependent necroptosis.
Shuiping Liu et al.
Signal transduction and targeted therapy, 4, 53-53 (2019-12-10)
5-Fluorouracil (5-FU) is known as a first-line chemotherapeutic agent against colorectal cancer (CRC), but drug resistance occurs frequently and significantly limits its clinical success. Our previous study showed that the protocadherin 17 (PCDH17) gene was frequently methylated and functioned as
Hyojung Kim et al.
Brain : a journal of neurology, 144(12), 3674-3691 (2021-09-29)
Aberrant activation of the non-receptor kinase c-Abl is implicated in the development of pathogenic hallmarks of Parkinson's disease, such as α-synuclein aggregation and progressive neuronal loss. c-Abl-mediated phosphorylation and inhibition of parkin ligase function lead to accumulation of parkin interacting

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service