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Merck

681525

Wiskostatin

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

Synonym(s):

Wiskostatin

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About This Item

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

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Product Name

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

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

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

Quality Level

100

Related Categories

Disclaimer

Toxicity: Standard Handling (A)

Biochem/physiol Actions

Cell permeable: yes
Primary Target
N-WASP (neural Wiskott Aldrich syndrome protein)
Product does not compete with ATP.
Reversible: yes

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.

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.

Packaging

Packaged under inert gas

Preparation Note

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

Legal Information

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

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H413

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class

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

wgk

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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