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B5556

Sigma-Aldrich

Bay 11-7082

≥98% (HPLC), powder, NF-kB/TNF-α inhibitor

Sinónimos:

(E)-3-(4-Methylphenylsulfonyl)-2-propenenitrile

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About This Item

Fórmula empírica (notación de Hill):
C10H9NO2S
Número de CAS:
19542-67-7
Peso molecular:
207.25
MDL number:
MFCD00712162
UNSPSC Code:
12352200
PubChem Substance ID:
24891842
NACRES:
NA.77

product name

Bay 11-7082, ≥98% (HPLC), powder

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: >20 mg/mL
H2O: insoluble

SMILES string

Cc1ccc(cc1)S(=O)(=O)\C=C\C#N

InChI

1S/C10H9NO2S/c1-9-3-5-10(6-4-9)14(12,13)8-2-7-11/h2-6,8H,1H3/b8-2+

InChI key

DOEWDSDBFRHVAP-KRXBUXKQSA-N

Application

Bay 11-7082 has been used as:
  • a nuclear factor-kappa B (NF-kB) inhibitor to verify the action of the NF-kB signaling pathway in the production of interleukin (IL)-8
  • a nuclear factor-kappa B (NF-kB) inhibitor to study the role of NF-kB activation in Mycoplasma hyorhinis -induced epithelial-mesenchymal transition (EMT) and cell migration
  • a nod-like receptor family pyrin domain containing 3 (NLRP3) selective inhibitor to examine its effects on liver inflammation in mice after hematopoietic stem cell transplantation

Biochem/physiol Actions

Bay 11-7082 acts as a selective inhibitor for nod-like receptor family pyrin domain containing 3 (NLRP3) inflammasome pathway. In addition, to the inhibition of nuclear factor-kappa B (NF-kB), Bay 11-7082 also triggers apoptosis in anucleated erythrocytes, human T-cell leukemia virus type I (HTLV-I)-infected T-cell lines and primary adult T-cell leukemia cells.
Bay 11-7082 is an inhibitor of cytokine-induced IκB-α phosphorylation.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Bay 11-7082 inhibits transcription factor NF-kappaB and induces apoptosis of HTLV-I-infected T-cell lines and primary adult T-cell leukemia cells
Mori N, et al.
Blood, 100(5), 1828-1834 (2002)
Anti-inflammatory compounds parthenolide and Bay 11-7082 are direct inhibitors of the inflammasome
Juliana C, et al.
The Journal of Biological Chemistry, 285(13), 9792-9802 (2010)
Guoping Cheng et al.
OncoTargets and therapy, 9, 7563-7571 (2016-12-23)
α-Catenin is an important molecule involved in the maintenance of cell-cell adhesion and a prognostic marker in cancer since its expression is essential for preventing cancer metastasis. However, the mechanism that leads to the downregulation of α-catenin in cancer progression
Mycoplasma hyorhinis induces epithelial-mesenchymal transition in gastric cancer cell MGC803 via TLR4-NF-kappaB signaling
Duan H, et al.
Cancer Letters, 354(2), 447-454 (2014)
The role of NF-kappa B signaling pathway in polyhexamethylene guanidine phosphate induced inflammatory response in mouse macrophage RAW264. 7 cells
Kim HR, et al.
Toxicology Letters, 233(2), 148-155 (2015)
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