Ac-YVAD-cmk

SIGMA/SML0429 - ≥95% (HPLC)

Synonym: Ac-Tyr-Val-Ala-Asp-Chloromethylketone; N-Acetyl-L-tyrosyl-L-valyl-N-[(1S)-1-(carboxymethyl)-3-chloro-2-oxopropyl]-L-alaninamide; N-acetyl-tyrosyl-valyl-alanyl-aspartyl chloromethyl ketone

CAS Number: 178603-78-6
Empirical Formula (Hill Notation): C₂₄H₃₃ClN₄O₈
Molecular Weight: 540.99
MDL Number: MFCD00237124
Linear Formula: C₂₄H₃₃ClN₄O₈
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-SML0429-1MG	1 mg	$110.00 1/EA	Add To Favorites
45-SML0429-5MG	5 mg	$441.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95% (HPLC)
color	white to off-white
form	powder
InChI	1S/C24H33ClN4O8/c1-12(2)21(24(37)26-13(3)22(35)28-17(10-20(33)34)19(32)11-25)29-23(36)18(27-14(4)30)9-15-5-7-16(31)8-6-15/h5-8,12-13,17-18,21,31H,9-11H2,1-4H3,(H,26,37)(H,27,30)(H,28,35)(H,29,36)(H,33,34)/t13-,17-,18-,21-/m0/s1
InChI key	UOUBHJRCKHLGFB-DGJUNBOTSA-N
Quality Level	100
shipped in	wet ice
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)CCl
storage temp.	−20°C

Amino Acid Sequence:	Ac-Tyr-Val-Ala-Asp-Chloromethylketone
Application:	Ac-YVAD-cmk has been used: • as an inflammasome inhibitor to add to THP-1 cells or PBMC (peripheral blood mononuclear cell) before stimulation • as a caspase-1 inhibitor injected to C57BL/6 mice • as a caspase-1 inhibitor, administered into mice before and during hematopoietic stem cell transplantation (HSCT) to evaluate its effect on bone marrow inflammatory injury • to abolish the histidine-rich protein II (HRPII) effect on transendothelial electrical resistance (TEER) • as caspase 1 inhibitor, to treat MCF-7 tumor xenograft mice, to validate the role of inflammasomes activation in tumor growth in vivo condition
Biochem/physiol Actions:	Ac-YVAD-cmk is a selective ireversible inhibitor of caspase-1 (interleukin-1β converting enzyme, ICE) with some activity also against caspase-4. Ac-YVAD-cmk is anti-apoptotic and has anti-inflammatory and neuroprotective effects, thought to result from its preventing caspase-1 activation of the proinflammatory cytokine, Interleukin-1β.
Features and Benefits:	This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Packaging:	1, 5 mg in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352200

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