A benzamide ether derivative that exhibits potent bactericidal activity against Staphylococcus aureus and Bacillus subtilis (minimum inhibitory concentration = 0.5 to 1 μg/ml), but does not affect E. coli, yeast, or human hepatocytes. Shown to reduce GTPase activity and induce FtsZ (a prokaryotic homologue of tubulin) polymerization in S. aureus in a dose-dependent manner. Reported to directly inhibit the GTPase activity of FtsZ in a concentration dependent manner (IC50 = 55 ng/ml). Shown to bind between the C-ternimal domain and helix 7 in a region analogous to the Taxol binding site of tubulin. Increases the survival rate to 100% in mice subjected to a lethal dose of S. aureus.
Biochem/physiol Actions
Cell permeable: yes
Primary Target FtsZ
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
Elsen, N. L., et al. 2012. J. Am. Chem. Soc.134, 12342. Andreu, J. M., et al. 2010. J. Biol. Chem.285, 14239. Haydon, D. J., et al. 2008. Science, 321, 1673. Sorto, N. A., et al. 2010. J. Org. Chem.75, 7946.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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