681525

Wiskostatin

A cell-permeable N-alkylated carbazole derivative that selectively blocks actin filament assembly.

• Synonym(s): Wiskostatin
• Empirical Formula (Hill Notation): C₁₇H₁₈Br₂N₂O
• CAS Number: 253449-04-6
• Molecular Weight: 426.15
• MDL number: MFCD00218393
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: 5 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: Brc1cc2c([n](c3c2cc(cc3)Br)CC(O)CN(C)C)cc1
• 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

Description

General description

A cell-permeable N-alkylated carbazole derivative that selectively blocks actin filament assembly. Acts as a selective, reversible inhibitor of N-WASP (neural Wiskott Aldrich syndrome protein), a signal integrating protein. Appears to bind to N-WASP, stabilize the autoinhibited conformation and prevent the activation of Arp2/3 (actin-related protein 2/3) complex.

A cell-permeable N-alkylated carbazole derivative that selectively blocks actin filament assembly. Acts as a selective, reversible inhibitor of neural Wiskott Aldrich Syndrome protein (N-WASP). Reported to bind to N-WASP, stabilize the auto-inhibited conformation, and prevent the activation of actin-related protein 2/3 (Arp2/3) complex.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
N-WASP (neural Wiskott Aldrich syndrome protein)

Product does not compete with ATP.

Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Other Notes

Peterson, J.R., et al. 2004. Nat. Struct. Mol. Biol.11, 747.
Peterson, J.R., and Mitchison, T.J. 2002. Chem. Biol.9, 1275.

Legal Information

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

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301,H413
• Precautionary Statements: P264 - P270 - P273 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral - Aquatic Chronic 4
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3