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About This Item
Empirical Formula (Hill Notation):
C9H4N4O4S
CAS Number:
Molecular Weight:
264.22
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Quality Level
assay
≥97% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
protect from light
color
beige to brown
solubility
DMSO: 1 mg/mL
shipped in
ambient
storage temp.
2-8°C
SMILES string
[s]1c2c([n+](c1C(=O)N)[O-])cc(cc2[N+](=O)[O-])C#N
InChI
1S/C9H4N4O4S/c10-3-4-1-5-7(6(2-4)13(16)17)18-9(8(11)14)12(5)15/h1-2H,(H2,11,14)
InChI key
FKRBAXZAJBBIAJ-UHFFFAOYSA-N
General description
A cell-permeable benzothiazolo-N-oxide compound that targets the ATP-binding pocket of polo-like kinase and is shown to inhibit Plk1 kinase activity in cell-free kinase assays (IC50 = 8.0 µM) and suppress the phosphorylation of cellular Plk1 substrate Cdc25C in rat kangaroo kidney-derived PTK cells (75% inhibition at 6.3 µM). BTO-1 treatment of cultured cells results in mitosis defects consistent with loss-of-Plk1 phenotypes seen in Plk1 RNAi-treated U20S cells, including the appearance of monopolar spindles and the reduction of γ-tubulin at the centrosomes. Plk1 inhibition by BTO-1 in HeLa cells results in a blockage of Rho and Rho-GEF recruitment, which is essential for the assembly of a functional contractile ring.
Packaging
Packaged under inert gas
Warning
Toxicity: Harmful (C)
Reconstitution
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
Brennan, I.M., et al. 2007. PloS ONE2, e409.
Peters, U., et al. 2006. Nat. Chem. Biol.2, 618.
McInnes, C., et al. 2006. Nat. Chem. Biol.2, 608.
Peters, U., et al. 2006. Nat. Chem. Biol.2, 618.
McInnes, C., et al. 2006. Nat. Chem. Biol.2, 608.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class
11 - Combustible Solids
wgk_germany
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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