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Merck

O9890

Sigma-Aldrich

5Z-7-Oxozeaenol

≥98% (HPLC), powder, TAK1 inhibitor

别名:

C 292, F 152, FR148083, L 783279, LL-Z1640-2

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About This Item

经验公式(希尔记法):
C19H22O7
分子量:
362.37
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

产品名称

5Z-7-Oxozeaenol, ≥98% (HPLC)

品質等級

化驗

≥98% (HPLC)

形狀

powder

顏色

white to off-white

溶解度

DMSO: >10 mg/mL

儲存溫度

2-8°C

SMILES 字串

COc1cc(O)c2C(=O)O[C@@H](C)CC=CC(=O)[C@@H](O)[C@@H](O)C\C=C\c2c1

InChI

1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3-/t11-,15-,18+/m0/s1

InChI 密鑰

NEQZWEXWOFPKOT-BYRRXHGESA-N

應用

5Z-7-Oxozeaenol用于:
  • 用作转化生长因子β激活激酶1(TAK1) 抑制剂,作用于人类结肠癌细胞
  • 用作TAK1特异性抑制剂对小鼠腹腔注射,能造成主动脉缩窄
  • 用作TAK1抑制剂处理细胞,用于荧光酶素报告基因检测
  • 测试生长分化因子(GDF2)介导的失巢凋亡

生化/生理作用

5Z-7-oxozeaenol 是ERK2(IC50 = 80 nM)、TAK1(MEKK7)、MKK7 和 MEK1 的有效 ATP竞争性不可逆抑制剂,它们在 ATP 结合位点都含有共同的半胱氨酸残基。5Z-7-oxozeaenol 对其他 MAP 激酶没有活性。5Z-7-oxozeaenol 也具有抗炎作用。
5Z-7-oxozeaenol的抗炎作用可能会影响心脏肥大。

特點和優勢

该化合物在受体分类和信号转导手册的 MAPKKKsMAPKs 页面上有重点介绍。如需浏览其他手册页面,请点击此处
该化合物是激酶磷酸酶生物学研究的特色产品。点击此处 ,查看更多激酶磷酸酶生物学精选产品。了解更多有关用于其他研究领域的生物活性小分子的信息,请访问 sigma.com/discover-bsm

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析证书(COA)

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访问文档库

Cytosolic Internalization of Anti-DNA Antibodies by Human Monocytes Induces Production of Pro-Inflammatory Cytokines Independently of the Tripartite Motif-Containing 21 (TRIM21)-Mediated Pathway
Park H, et al.
Frontiers in Immunology, 9 (2018)
Epigenetic regulation of GDF2 suppresses anoikis in ovarian and breast epithelia
Varadaraj A, et al.
Neoplasia, 17(11), 826-838 (2015)
Disruption of thioredoxin metabolism enhances the toxicity of transforming growth factor beta-activated kinase 1 (TAK1) inhibition in KRAS-mutated colon cancer cells
Hrabe JE, et al.
Redox Biology, 5, 319-327 (2015)
Dual-specificity phosphatase 14 protects the heart from aortic banding-induced cardiac hypertrophy and dysfunction through inactivation of TAK1-P38MAPK/-JNK1/2 signaling pathway
Li CY, et al.
Basic Research in Cardiology, 111(2), 19-19 (2016)
Te-Chia Wu et al.
Cancer research, 78(18), 5243-5258 (2018-07-18)
Inflammation affects tumor immune surveillance and resistance to therapy. Here, we show that production of IL1β in primary breast cancer tumors is linked with advanced disease and originates from tumor-infiltrating CD11c+ myeloid cells. IL1β production is triggered by cancer cell

商品

The extracellular signal regulated kinase (ERK1 and ERK2) pathways are activated by mitogens and play an important role in controlling cell growth and differentiation.

The extracellular signal regulated kinase (ERK1 and ERK2) pathways are activated by mitogens and play an important role in controlling cell growth and differentiation.

The mitogen-activated protein kinase (MAPK) family consists of both stress activated (SAPK) and mitogen-activated (MAPK) protein kinases. They form a network of signal transduction cascades that mediate cellular responses to a diverse range of stimuli, including growth factors, chemical or osmotic stress, irradiation, bacterial infection and proinflammatory cytokines.

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