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Merck
CN

400015

Sigma-Aldrich

Caspase-1 Inhibitor IV

The Caspase-1 Inhibitor IV, also referenced under CAS 154674-81-4, controls the biological activity of Caspase-1. This small molecule/inhibitor is primarily used for Cancer applications.

Synonym(s):

Caspase-1 Inhibitor IV, ICE Inhibitor IV, Ac-YVAD-AOM

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About This Item

Empirical Formula (Hill Notation):
C33H42N4O10
CAS Number:
154674-81-4
Molecular Weight:
654.71
MDL number:
MFCD00798794
UNSPSC Code:
12352200
NACRES:
NA.77

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Quality Level

100

Assay

≥96% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated

color

white

solubility

DMSO: 5 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

N([C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)O)C(=O)COC(=O)c2c(cccc2C)C)C(=O)[C@@H](NC(=O)C)Cc1ccc(cc1)O

InChI

1S/C33H42N4O10/c1-17(2)29(37-31(44)25(35-21(6)38)14-22-10-12-23(39)13-11-22)32(45)34-20(5)30(43)36-24(15-27(41)42)26(40)16-47-33(46)28-18(3)8-7-9-19(28)4/h7-13,17,20,24-25,29,39H,14-16H2,1-6H3,(H,34,45)(H,35,38)(H,36,43)(H,37,44)(H,41,42)/t20-,24-,25-,29-

InChI key

LOACDHZQOPEFKK-NFJAKAEBSA-N

Related Categories

General description

A highly selective, competitive, cell-permeable, and irreversible inhibitor of caspase-1, caspase-4, and caspase-5. Inactivates the enzyme with a rate limited by diffusion and is relatively inert toward other bionucleophiles such as glutathione, making it an excellent candidate for in vivo studies of enzyme inhibition.
Highly selective, competitive and irreversible inhibitor of caspase-1 and caspase-5. Inactivates the enzyme with a rate limited by diffusion and is relatively inert toward other bionucleophiles, such as glutathione, making it an excellent candidate for in vivo studies of enzyme inhibition.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
caspase-1
Product does not compete with ATP.
Reversible: no

Preparation Note

Following recosntitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Ac-Tyr-Val-Ala-Asp-AOM (AOM = 2,6-dimethylbenzoyloxymethyl ketone)
Garcia-Calvo, M., et al. 1998. J. Biol. Chem. 273, 32608.
Hilbi, H., et al. 1998. J. Biol. Chem. 273, 32895.
Thornberry, N.A., and Lazebnik, Y. 1998. Science 281, 1312.
Thornberry, N.A., et al. 1994. Biochemistry 33, 3934.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Ana Tapia-Abellán et al.
Science advances, 7(38), eabf4468-eabf4468 (2021-09-16)
[Figure: see text].

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