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Wiskostatin

SIGMA/W2270

Synonym: 1-(3,6-dibromocarbazol-9-yl)-3-(dimethylamino)propan-2-ol

CAS Number: 253449-04-6
Empirical Formula (Hill Notation): C17H18Br2N2O
Molecular Weight: 426.15
MDL Number: MFCD00218393
Linear Formula: C17H18Br2N2O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-W2270-5MG 5 mg
$155.00
1/EA
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45-W2270-25MG 25 mg
$613.00
1/EA
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assay ≥98% (HPLC)
color white to beige
form powder
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
InChI key XUBJEDZHBUPBKL-UHFFFAOYSA-N
Quality Level 100 
SMILES string CN(C)CC(O)Cn1c2ccc(Br)cc2c3cc(Br)ccc13
solubility DMSO: 10 mg/mL, clear
storage temp. 2-8°C
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)

Biochem/physiol Actions: 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.
Biochem/physiol Actions: Wiskostatin mediates the inhibition of cytokinesis. It interacts with WASP especially at the regulatory guanosine-5-triphosphate (GTP)ase-binding domain (GBD).
General description: Wiskostatin is a dibrominated carbazole. The N-alkylated side chain has a chiral hydroxyl group and a terminal tertiary amine.
Packaging: 5, 25 mg in glass bottle
Hazard Codes T
Risk Statements 25
Safety Statements 45
RIDADR UN 2811 6.1 / PGIII
WGK Germany WGK 3
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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