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SML1094

Sigma-Aldrich

CHIR 98014

≥98% (HPLC), powder, GSK-3 inhibitor

Sinónimos:

N-6-[2-[[4-(2,4-Dichlorophenyl)-5-(1H-imidazol-1-yl)-2-pyrimidinyl]amino]ethyl]-3-nitro-2,6-pyridinediamine, CHIR-98014

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About This Item

Fórmula empírica (notación de Hill):
C20H17Cl2N9O2
Número de CAS:
252935-94-7
Peso molecular:
486.31
MDL number:
MFCD10565922
UNSPSC Code:
12352200
PubChem Substance ID:
329825471
NACRES:
NA.77

product name

CHIR 98014, ≥98% (HPLC)

Quality Level

200

assay

≥98% (HPLC)

form

powder

color

white to brown

solubility

DMSO: 0.5 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

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

Application

CHIR 98014 has been used for the generation of small molecules neural progenitor cells and differentiation towards motor neurons. It has also been used as a Wnt/β-catenin pharmacological agonist in the cell-conditioned medium to perform chromatin immunoprecipitation (ChIP) studies in HT22 neurons.

Biochem/physiol Actions

CHIR 98014 is a glycogen synthase kinase-3 (GSK-3) inhibitor with IC50 values of 0.65 nM and 0.58 nM for GSK3α and GSK3β, respectively. CHIR98014 is 500-fold to >10,000-fold selectivity for GSK-3 versus 20 other protein kinases tested, including closest homologs Cdc2 and ERK2.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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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
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
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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