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SML0429

Ac-YVAD-cmk

≥95% (HPLC), selective caspase-1 inhibitor, powder

Synonym(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

Empirical Formula (Hill Notation):
C24H33ClN4O8
CAS Number:
178603-78-6
Molecular Weight:
540.99
UNSPSC Code:
12352200
PubChem Substance ID:
329825424
NACRES:
NA.77
MDL number:
MFCD00237124
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
100
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Product Name

Ac-YVAD-cmk, ≥95% (HPLC)

Quality Level

100

assay

≥95% (HPLC)

form

powder

color

white to off-white

shipped in

wet ice

storage temp.

−20°C

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

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

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 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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

常规特殊物品

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Certificates of Analysis (COA)

Lot/Batch Number
047M4714V
035M4729V
082M4705V

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Articles

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Caspases Inhibitors and Activators

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Triggering receptors expressed on myeloid cells 2 promotes corneal resistance against pseudomonas aeruginosa by inhibiting caspase-1-dependent pyroptosis
Qu W, et al.
Frontiers in immunology, 9(8), e2322-e2322 (2018)
Blockage of caspase-1 activation ameliorates bone marrow inflammation in mice after hematopoietic stem cell transplantation
Qiao J, et al.
Clinical Immunology (Orlando, Fla.), 162, 84-90 (2016)
Yan She et al.
Journal of ethnopharmacology, 242, 112051-112051 (2019-07-07)
Buyang Huanwu Decoction (BYHWD) is used in classical traditional Chinese medicine to prevent and treat cerebral ischemia. Glycosides, which are effective components extracted from BYHWD, mainly include astragaloside IV, paeoniflorin, and amygdalin. These glycosides are the primary pharmacologically effective constituents
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Global Trade Item Number

SKUGTIN
SML0429-5MG04061833222805
SML0429-1MG04061838037824