648469-M

Troglitazone

A α-tocopherol (vitamin E) moiety containing thiazolidinedione class of insulin-sensitizer that acts as an activator of peroxisome proliferator-activated receptors γ (PPARγ).

• Synonyme(s) : Troglitazone
• Formule empirique (notation de Hill): C₂₄H₂₇NO₅S
• Numéro CAS: 97322-87-7
• Poids moléculaire : 441.54
• Code UNSPSC : 12352200

Propriétés

• Niveau de qualité: 100
• Pureté: ≥98% (HPLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; protect from light
• Couleur: white to yellow
• Solubilité: DMSO: 10 mg/mL; ethanol: 5 mg/mL
• Température de stockage: −20°C
• InChI: 1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)
• Clé InChI: GXPHKUHSUJUWKP-UHFFFAOYSA-N

Description

Description générale

A α-tocopherol (vitamin E) moiety containing thiazolidinedione class of insulin-sensitizer that acts as an activator of peroxisome proliferator-activated receptors γ (PPARγ). Also exhibits anti-proliferative and anti-inflammatory properties. Shown to induce cell cycle arrest and apoptosis in human hepatoma cells. Inhibits vascular smooth muscle cell (VSMC) migration by rapidly activating MEK/ERK pathway leading to the induction of c-fos and Ets-1 expression. Blocks PDGF-induced cell proliferation of pancreatic stellate and accelerates p21^Cip1 turnover by inhibiting PKC_δ signaling in VSMCs. Exerts positive inotropic effect via Ca²⁺ sensitization in the sarcoplasmic reticulum and inhibits Na⁺/H⁺ exchange activity and proliferation of macrovascular endothelial cells.

A α-tocopherol (vitamin E) moiety containing thiazolidinedione class of insulin-sensitizer that acts as an activator of peroxisome proliferator-activated receptors γ (PPARγ). Also exhibits anti-proliferative and anti-inflammatory properties. Shown to induce cell cycle arrest and apoptosis in human hepatoma cells. Inhibits vascular smooth muscle cell (VSMCs) migration by rapidly activating MEK/ERK pathway leading to the induction of c-fos and Ets-1 expression. Blocks PDGF-induced cell proliferation of pancreatic stellate and accelerates p21^cip1 turnover by inhibiting PKCδ signaling in VSMCs. Exerts positive inotropic effect via Ca²⁺ sensitization in sarcoplasmic reticulum and inhibits Na⁺/H⁺ change activity.

Actions biochimiques/physiologiques

Primary Target
Peroxisome proliferator-activated receptors γ (PPARγ)

Avertissement

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 6 months at -20°C. Ethanol stock solutions are stable for up to 3 months at -20°C.

Autres remarques

Masamune, A., et al. 2002. J. Biol. Chem.277, 141.
Boyault, S., et al. 2001. FEBS Lett.501, 24.
de Dios, S.T., et al. 2001. J. Diabetes Complications15, 120.
Furuse, Y., et al. 2001. Br. J. Pharmacol.133, 1307.
Ghanim, H., et al. 2001. J. Clin. Endocrinol. Metab.86, 1306.
Goetze, S., et al. 2001. J. Cardiovasc. Pharmacol.38, 909.
Koga, H., et al. 2001. Hepatology33, 1087.
Rosen, E.D. and Spiegelman, B.M., 2001. J. Biol. Chem.276, 37731.
Subbaramaiah, K., et al. 2001. J. Biol. Chem.276, 12440.
Takashima, T., et al. 2001. Int. J. Oncol.19, 465.
Takeda, K., et al. 2001. J. Biol. Chem.276, 48950.
Tanaka, T., et al. 2001. Cancer Res.61, 2424.
Wakino, S., et al. 2001. J. Biol. Chem.276, 47650.

Informations légales

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable