SML0429

Ac-YVAD-cmk

≥95% (HPLC)

• Synonyme(s) : 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
• Formule empirique (notation de Hill): C₂₄H₃₃ClN₄O₈
• Numéro CAS: 178603-78-6
• Poids moléculaire : 540.99
• Numéro MDL: MFCD00237124
• Code UNSPSC : 12352200
• ID de substance PubChem : 329825424
• Nomenclature NACRES : NA.77

Propriétés

• Pureté: ≥95% (HPLC)
• Forme: powder
• Couleur: white to off-white
• Conditions d'expédition: wet ice
• Température de stockage: −20°C
• Chaîne SMILES: 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
• 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
• Clé InChI: UOUBHJRCKHLGFB-DGJUNBOTSA-N

Description

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable