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SML1046

Sigma-Aldrich

CHIR99021

≥98% (HPLC), powder, GSK-3 inhibitor

Sinonimo/i:

6-[[2-[[4-(2,4-Dichlorophenyl)-5-(5-methyl-1H-imidazol-2-yl)-2-pyrimidinyl]amino]ethyl]amino]-3-pyridinecarbonitrile, CT99021

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About This Item

Formula empirica (notazione di Hill):
C22H18Cl2N8
Numero CAS:
Peso molecolare:
465.34
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

product name

CHIR99021, ≥98% (HPLC)

Saggio

≥98% (HPLC)

Forma fisica

powder

Colore

white to light brown

Solubilità

DMSO: 2 mg/mL, clear (warmed)

Temperatura di conservazione

−20°C

Stringa SMILE

ClC(C=C1Cl)=CC=C1C2=NC(NCCNC(N=C3)=CC=C3C#N)=NC=C2C4=NC(C)=CN4

InChI

1S/C22H18Cl2N8/c1-13-10-29-21(31-13)17-12-30-22(32-20(17)16-4-3-15(23)8-18(16)24)27-7-6-26-19-5-2-14(9-25)11-28-19/h2-5,8,10-12H,6-7H2,1H3,(H,26,28)(H,29,31)(H,27,30,32)
AQGNHMOJWBZFQQ-UHFFFAOYSA-N

Descrizione generale

CHIR99021 is an aminopyrimidine derivative. CHIR99021 promotes self-renewal potential of embryonic stem cells (ESCs) of mice by inhibiting glycogen synthase kinase-3 (GSK-3) activity and potentiates the upregulation of β-catenin and c-Myc functions. CHIR99021 promotes self-renewal of ESCs by modulating transforming growth factor β (TGF-β), Notch and mitogen-activated protein kinases (MAPK) signaling pathways. CHIR99021 is an agonist of wingless/integrated (wnt) signalling, upregulates cyclinA expression and promotes cell proliferation in non-small-cell lung cancer (NSCLC) cell lines.

Applicazioni

CHIR99021 has been used as a Wnt signaling agonist to study its effects on the differentiation of human pluripotent stem cell-derived cardiomyocytes (hPSCs).
CHIR99021 has been used:
  • in cocktail with small molecules to convert human lung fibroblast cells into neurons
  • as a culture medium supplement in potassium supplemented simplex optimization medium (KSOM) for the culture of blastocysts
  • for chronic inhibition of GSK-3 to investigate its role in corticogenesis

Azioni biochim/fisiol

CHIR99021 is a very potent inhibitor of Glycogen synthase kinase 3 (GSK3, IC50 values for GSK3α and GSK3β = 10 and 6.7 nM, respectively). There is no cross-reactivity against CDKs. CHIR99201 potentiates self-renewal of human and mouse embryonic stem cells, and enhances reprogramming of somatic cells into stem cells.

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Pittogrammi

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Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

No data available

Punto d’infiammabilità (°C)

No data available


Certificati d'analisi (COA)

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The roles of Notch3 on the cell proliferation and apoptosis induced by CHIR99021 in NSCLC cell lines: a functional link between Wnt and Notch signaling pathways
Li C, et al.
PLoS ONE, 8(12), e84659-e84659 (2013)
CHIR99021 promotes self-renewal of mouse embryonic stem cells by modulation of protein-encoding gene and long intergenic non-coding RNA expression
Wu Y, et al.
Experimental Cell Research, 319(17), 2684-2699 (2013)
Co-incident insertion enables high efficiency genome engineering in mouse embryonic stem cells
Shy BR
Nucleic Acids Research, 44, 7997-8010 (2016)
Chemical conversion of human lung fibroblasts into neuronal cells
Wan XY, et al.
International Journal of Molecular Medicine, 41(3), 1463-1468 (2018)
Pleiotropy of glycogen synthase kinase-3 inhibition by CHIR99021 promotes self-renewal of embryonic stem cells from refractory mouse strains
Ye S, et al.
PLoS ONE, 7(4), e35892-e35892 (2012)

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Protocolli

Step-by-step culture protocols for neural stem cell culture including NSC isolation, expansion, differentiation and characterization.

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