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C2105

Sigma-Aldrich

Z-Val-Ala-Asp fluoromethyl ketone

≥90% (TLC), Caspase-1 inhibitor, powder

Synonym(s):

Z-VAD-FMK, Non-methylated

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About This Item

Empirical Formula (Hill Notation):
C21H28FN3O7
CAS Number:
161401-82-7
Molecular Weight:
453.46
MDL number:
MFCD03452883
UNSPSC Code:
12352209
PubChem Substance ID:
329774926
NACRES:
NA.77

Key Documents

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Product Name

Z-Val-Ala-Asp fluoromethyl ketone, powder, ≥90% (TLC)

Quality Level

200

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

Related Categories

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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLBX5511
SLBP0577V
SLBJ9867V
SLBH1257V
SLBC6642V

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Longlong Xie et al.
Signal transduction and targeted therapy, 5(1), 56-56 (2020-05-21)
Latent membrane protein 1 (LMP1) is a major Epstein-Barr virus (EBV)-encoded oncoprotein involved in latency infection that regulates mitochondrial functions to facilitate cell survival. Recently, mitochondrial fission has been demonstrated as a crucial mechanism in oncovirus-mediated carcinogenesis. Mitochondrial dynamin-related protein
Xintong Jiang et al.
JACC. Basic to translational science, 4(3), 304-317 (2019-07-18)
CANTOS (Canakinumab Antiinflammatory Thrombosis Outcome Study) confirmed interleukin (IL)-1β as an appealing therapeutic target for human atherosclerosis and related complications. However, there are serious gaps in our understanding of IL-1 production in atherosclerosis. Herein the authors show that complex plaques
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.
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