Peroxiredoxin Inhibitor, Conoidin A

Name: Peroxiredoxin Inhibitor, Conoidin A
Brand: MM

Synonym(s):

Peroxiredoxin Inhibitor, Conoidin A, 2,3- bis(Bromomethyl)quinoxaline-1,4-dioxide, Prx Inhibitor, 2,3-bis(Bromomethyl)quinoxaline-1,4-dioxide, Prx Inhibitor

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₈Br₂N₂O₂

CAS Number:

18080-67-6

Molecular Weight:

347.99

MDL number:

MFCD00186742

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

100

Related Categories

Bioactive Small Molecule Inhibitors

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Peroxiredoxin

Reversible: no

Target IC₅₀: 23 µM for blocking TgPrxII hyperperoxidation activity

Disclaimer

Toxicity: Standard Handling (A)

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.

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.

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.

Legal Information

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

hcodes

H413

pcodes

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c