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Merck
CN

SML1094

Sigma-Aldrich

CHIR 98014

≥98% (HPLC), powder, GSK-3 inhibitor

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别名:
N-6-[2-[[4-(2,4-二氯苯基)-5-(1H-咪唑-1-基)-2-嘧啶基]氨基]乙基] -3-硝基-2,6-吡啶二胺, CHIR-98014
经验公式(希尔记法):
C20H17Cl2N9O2
分子量:
486.31
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥98% (HPLC)

形式

powder

颜色

white to brown

溶解性

DMSO: 0.5 mg/mL, clear (warmed)

储存温度

−20°C

SMILES字符串

NC1=C(C=CC(NCCNC2=NC(C3=C(Cl)C=C(Cl)C=C3)=C(N4C=CN=C4)C=N2)=N1)[N+]([O-])=O

InChI

1S/C20H17Cl2N9O2/c21-12-1-2-13(14(22)9-12)18-16(30-8-7-24-11-30)10-27-20(29-18)26-6-5-25-17-4-3-15(31(32)33)19(23)28-17/h1-4,7-11H,5-6H2,(H3,23,25,28)(H,26,27,29)

InChI key

MDZCSIDIPDZWKL-UHFFFAOYSA-N

应用

CHIR 98014已用于小分子型神经元祖细胞(small molecules neural progenitor cell)的生成及其向运动神经元的分化。它也已作为细胞条件培养基中的Wnt/β-连环蛋白激动剂,用于在HT22神经元细胞中进行染色质免疫沉淀(ChIP)分析。

生化/生理作用

CHIR 98014 是一种糖原合酶激酶 3(GSK-3)抑制剂,对 GSK3α 和 GSK3β 的 IC50 值分别为 0.65 nM 和 0.58 nM。 CHIR98014 对 GSK-3 的选择性是对其他 20 种蛋白激酶(包括最接近的同源物 Cdc2 和 ERK2)的 500 倍至 >10,000 倍。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Matías A Medina et al.
Translational psychiatry, 8(1), 45-45 (2018-03-06)
Synaptic abnormalities have been described in individuals with autism spectrum disorders (ASD). The cell-adhesion molecule Neuroligin-3 (Nlgn3) has an essential role in the function and maturation of synapses and NLGN3 ASD-associated mutations disrupt hippocampal and cortical function. Here we show
Diana Gumber et al.
eLife, 9 (2020-12-18)
WNT proteins are secreted symmetry breaking signals that interact with cell surface receptors of the FZD family to regulate a multitude of developmental processes. Studying selectivity between WNTs and FZDs has been hampered by the paucity of purified WNT proteins
Paola Rusmini et al.
Autophagy, 15(4), 631-651 (2018-10-20)
Macroautophagy/autophagy, a defense mechanism against aberrant stresses, in neurons counteracts aggregate-prone misfolded protein toxicity. Autophagy induction might be beneficial in neurodegenerative diseases (NDs). The natural compound trehalose promotes autophagy via TFEB (transcription factor EB), ameliorating disease phenotype in multiple ND

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