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G2911

Sigma-Aldrich

GF 109203X

synthetic, ≥90% (HPLC)

Synonyme(s) :

3-(N-[Dimethylamino]propyl-3-indolyl)-4-(3-indolyl)maleimide, 3-[1-[3-(Dimethylamino)propyl]1H-indol-3-yl]-4-(1Hindol-3-yl)1H-pyrrole-2,5dione, Bisindolylmaleimide I

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About This Item

Formule empirique (notation de Hill):
C25H24N4O2
Numéro CAS:
133052-90-1
Poids moléculaire :
412.48
Numéro MDL:
MFCD00236428
Code UNSPSC :
12352202
ID de substance PubChem :
329799908
Nomenclature NACRES :
NA.77

Source biologique

synthetic

Niveau de qualité

100

Pureté

≥90% (HPLC)

Solubilité

DMSO: soluble (~1 mg/ml)

Température de stockage

2-8°C

Chaîne SMILES 

CN(C)CCCn1cc(C2=C(C(=O)NC2=O)c3c[nH]c4ccccc34)c5ccccc15

InChI

1S/C25H24N4O2/c1-28(2)12-7-13-29-15-19(17-9-4-6-11-21(17)29)23-22(24(30)27-25(23)31)18-14-26-20-10-5-3-8-16(18)20/h3-6,8-11,14-15,26H,7,12-13H2,1-2H3,(H,27,30,31)

Clé InChI

QMGUOJYZJKLOLH-UHFFFAOYSA-N

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Application

GF 109203X has been used as a protein kinase C inhibitor in HUVECs (human umbilical vein endothelial cells), angiotensinogen gene knockout (AGT KO) mice, and in granulosa cell cultures of female rats.

Actions biochimiques/physiologiques

A potent and selective competitive inhibitor of protein kinase C (PKC) and of glycogen synthase kinase-3 (GSK-3). Inhibits parathyroid hormone-induced Ca2+ resorption from isolated bone tissue, Staurosporine, another protein kinase inhibitor, actually enhanced Ca2+ resorption elicited by a number of agents, but GF109203X counteracted that enhancement.
A potent and selective competitive inhibitor of protein kinase C (PKC) and of glycogen synthase kinase-3 (GSK-3). In certain cells, inhibition of PKC leads to an increase in autophagy. For PKC inhibition, typically used at a concentration of 0.1-10 μM.

Quantité

For PKC inhibition, typically used at a concentration of 0.1-10 μM.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H350

Classification des risques

Carc. 1B

Risques supp

EUH019

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

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Consulter la Bibliothèque de documents

H2O2 Treatment of HUVECs Facilitates PKC Mediated Thr495 Phosphorylation on eNOS when Pre-treated with High Glucose Levels.
Guterbaum TJ, et al.
Journal of Metabolic Syndrome, 4(189), 2167-0943 (2015)
K Iizuka et al.
British journal of pharmacology, 128(4), 925-933 (1999-11-11)
1 G protein-mediated Ca2+ sensitization of airway smooth muscle contraction was investigated with respect to the relative importance of Rho-associated coiled coil forming protein kinase (ROCK) and protein kinase C (PKC). We examined the effects of Y-27632, a ROCK inhibitor
Src is required for mechanical stretch-induced cardiomyocyte hypertrophy through angiotensin II type 1 receptor-dependent beta-arrestin2 pathways.
Wang S, et al.
PloS one, 9(4), e92926-e92926 (2014)
Follicle-stimulating hormone (FSH) stimulates phosphorylation and activation of protein kinase B (PKB/Akt) and serum and glucocorticoid-induced kinase (Sgk): evidence for A kinase-independent signaling by FSH in granulosa cells.
Gonzalez-Robayna IJ, et al.
Molecular Endocrinology, 14(8), 1283-1300 (2000)
Yun Zhu et al.
Environmental toxicology and pharmacology, 48, 197-202 (2016-11-07)
Studies have shown that corticotrophin-releasing hormone (CRH) and relaxin are associated with early delivery. Our lab previously has shown the mycotoxin zeranol increases placental CRH expression. The mycotoxin is used in the farming industry to promote cattle growth, and some
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