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经验公式(希尔记法):
C10H8Br2N2O2
化学文摘社编号:
分子量:
347.99
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
SMILES string
BrCC1=C(N(c2c(cccc2)[N+]1=O)[O-])CBr
InChI
1S/C10H8Br2N2O2/c11-5-9-10(6-12)14(16)8-4-2-1-3-7(8)13(9)15/h1-4H,5-6H2
InChI key
DQKNFTLRMZOAMG-UHFFFAOYSA-N
assay
≥95% (NMR)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, desiccated, protect from light
color
yellow-brown
solubility
DMSO: 50 mg/mL
storage temp.
−20°C
Quality Level
General description
A cell-permeable dibromomethylquinoxaline-dioxide compound with nematicidal properties that covalently binds to the peroxidatic cysteine of peroxiredoxin II in Toxoplasma gondii (TgPrxII) and irreversibly blocks its hyperperoxidation activity (IC50 = 23 µM). Also shown to alkylate or crosslink catalytic cysteines of wild type AcePrx-1 in Ancylostoma ceylanicum and human PrxII and PrxIV to inhibit their catalytic activity with similar efficiency. Ineffective towards mitochondrial hPrxIII.
Please note that the molecular weight for this compound is batch-specific due to variable water content.
Please note that the molecular weight for this compound is batch-specific due to variable water content.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
Peroxiredoxin
Peroxiredoxin
Reversible: no
Target IC50: 23 µM for blocking TgPrxII hyperperoxidation activity
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-70°C). Stock solutions are stable for up to 2 weeks at -70°C.
Use only fresh DMSO for reconstitution.
Other Notes
Nguyen, J.B., et al. 2013. Chem. Biol.20, 991.
Haraldsen, J. D., et al. 2009. Org. Biomol. Chem.7, 3040.
Carey, K.L., et al. 2004. Proc. Natl. Acad. Sci. USA101, 7433.
Haraldsen, J. D., et al. 2009. Org. Biomol. Chem.7, 3040.
Carey, K.L., et al. 2004. Proc. Natl. Acad. Sci. USA101, 7433.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 4
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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