W2270

Wiskostatin

• Synonyme(s) : 1-(3,6-dibromocarbazol-9-yl)-3-(dimethylamino)propan-2-ol
• Formule empirique (notation de Hill) : C₁₇H₁₈Br₂N₂O
• CAS Number: 253449-04-6
• Poids moléculaire : 426.15
• Numéro MDL: MFCD00218393
• Code UNSPSC : 12352200
• ID de substance PubChem : 329830469
• Nomenclature NACRES : NA.77

Propriétés

• Essai: ≥98% (HPLC)
• Niveau de qualité: 100
• Forme: powder
• Couleur: white to beige
• Solubilité: DMSO: 10 mg/mL, clear
• Température de stockage: 2-8°C
• Chaîne SMILES: CN(C)CC(O)Cn1c2ccc(Br)cc2c3cc(Br)ccc13
• InChI: 1S/C17H18Br2N2O/c1-20(2)9-13(22)10-21-16-5-3-11(18)7-14(16)15-8-12(19)4-6-17(15)21/h3-8,13,22H,9-10H2,1-2H3
• Clé InChI: XUBJEDZHBUPBKL-UHFFFAOYSA-N

Description

Description générale

Wiskostatin is a dibrominated carbazole. The N-alkylated side chain has a chiral hydroxyl group and a terminal tertiary amine.

Application

Wiskostatin has been used:

• as a small-molecule inhibitor of Wiskott-Aldrich syndrome protein (WASP) in human osteosarcoma U2OS cells and mouse-tail fibroblast cell lines
• as a neural (N)-WASP inhibitor in cultured neurons and in the human embryonic kidney (HEK293) cells expressing HA-Parkin
• as a neural (N)-WASP inhibitor in dorsal root ganglion (DRG) cells to investigate vascular endothelial growth factor (VEGF) effect on the actin related protein 2/3 complex (Arp 2/3)

Actions biochimiques/physiologiques

Wiskostatin is a selective inhibitor of N-WASP, a ubiquitously expressed member of the Wiskott-Aldrich Syndrome protein (WASp) family that regulates actin polymerization.

Wiskostatin is a selective inhibitor of N-WASP, a ubiquitously expressed member of the Wiskott-Aldrich Syndrome protein (WASp) family that regulates actin polymerization. Wiskostatin inhibits actin-dependent cellular functions, including migration, transmembrane transport and phagocytosis.

Wiskostatin mediates the inhibition of cytokinesis. It interacts with WASP especially at the regulatory guanosine-5^′-triphosphate (GTP)ase-binding domain (GBD).

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301,H413
• Conseils de prudence: P264 - P270 - P273 - P301 + P310 - P405 - P501
• Classification des risques: Acute Tox. 3 Oral - Aquatic Chronic 4
• 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