Ac-YVAD-cmk ≥95% (HPLC)

Sinônimo(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

SML0429

Ac-YVAD-cmk

≥95% (HPLC)

Sinônimo(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

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About This Item

Fórmula empírica (Notação de Hill):

C₂₄H₃₃ClN₄O₈

CAS Number:

178603-78-6

Peso molecular:

540.99

Número MDL:

MFCD00237124

Código UNSPSC:

12352200

ID de substância PubChem:

329825424

NACRES:

NA.77

Nível de qualidade

100

Ensaio

≥95% (HPLC)

Formulário

powder

cor

white to off-white

Condições de expedição

wet ice

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

UOUBHJRCKHLGFB-DGJUNBOTSA-N

Amino Acid Sequence

Ac-Tyr-Val-Ala-Asp-Chloromethylketone

Aplicação

Ac-YVAD-cmk has been used:

as an inflammasome inhibitor to add to THP-1 cells or PBMC (peripheral blood mononuclear cell) before stimulation[1]

as a caspase-1 inhibitor injected to C57BL/6 mice[2]

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[3]

to abolish the histidine-rich protein II (HRPII) effect on transendothelial electrical resistance (TEER)[4]

as caspase 1 inhibitor, to treat MCF-7 tumor xenograft mice, to validate the role of inflammasomes activation in tumor growth in vivo condition[5]

Ações bioquímicas/fisiológicas

Ac-YVAD-cmk is a selective caspase-1 inhibitor.

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.

Características e benefícios

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.