5.30746

Peroxiredoxin Inhibitor, Conoidin A

• Synonym(e): Peroxiredoxin Inhibitor, Conoidin A, 2,3- bis(Bromomethyl)quinoxaline-1,4-dioxide, Prx Inhibitor, 2,3-bis(Bromomethyl)quinoxaline-1,4-dioxide, Prx Inhibitor
• Empirische Formel (Hill-System): C₁₀H₈Br₂N₂O₂
• CAS-Nummer: 18080-67-6
• Molekulargewicht: 347.99
• UNSPSC-Code: 12352200
• NACRES: NA.77

Eigenschaften

• Assay: ≥95% (NMR)
• Qualitätsniveau: 100
• Form: solid
• Hersteller/Markenname: Calbiochem^®
• Lagerbedingungen: OK to freeze; desiccated; protect from light
• Farbe: yellow-brown
• Löslichkeit: DMSO: 50 mg/mL
• Lagertemp.: −20°C
• 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
• InChIKey: DQKNFTLRMZOAMG-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

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.

Biochem./physiol. Wirkung

Cell permeable: yes

Primary Target
Peroxiredoxin

Reversible: no

Target IC₅₀: 23 µM for blocking TgPrxII hyperperoxidation activity

Verpackung

Packaged under inert gas

Warnhinweis

Toxicity: Standard Handling (A)

Rekonstituierung

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.

Sonstige Hinweise

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.

Rechtliche Hinweise

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

Sicherheitshinweise

• H-Sätze: H413
• P-Sätze: P273 - P501
• Gefahreneinstufungen: Aquatic Chronic 4
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable