5.00526

NOX Inhibitor VII, Thr101

• Synonym(s): NOX Inhibitor VII, Thr101, NADPH Oxidase Inhibitor VII, 6-Fluoro-2- o-tolylbenzo[d]isothiazol-3(2H)-one, 6-Fluoro-2-(2-methylphenyl)-1,2-benzothiazol-3(2H)-one
• Empirical Formula (Hill Notation): C₁₄H₁₀FNOS
• CAS Number: 727664-79-1
• Molecular Weight: 259.30
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• Quality Level: 100
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: light brown
• solubility: DMSO: 50 mg/mL
• storage temp.: 2-8°C

Description

General description

A cell-permeable, selenium-to-sulfur substituted Ebselen (Cat. No. 324483) derivative that exhibits similar NOX2 inhibitory activity as Ebselen by blocking p22phox c-terminal PRD (proline-rich domain) and p47phoxbis-SH3 interaction. Although less potent than Ebselen in cell-free p22phox PRD-p47phoxbis-SH3 binding (IC₅₀ = 4 vs. 0.3 µM) and NOX2 activity (IC₅₀ = 4 vs. 0.6 µM) assays, Thr101 is more potent and NOX2-selective than Ebselen in cell-based assays (Thr101 IC₅₀ /Ebselen IC₅₀ = 0.3/0.5, 3/0.15, 8/no inhibition, 8/0.7 µM, respectively, against NOX2, NOX1, NOX4, and NOX5) and exhibits no glutathione peroxidase activity.

A cell-permeable, selenium-to-sulfur substituted Ebselen (Cat. No. 324483) derivative that exhibits similar NOX2 inhibitory activity as Ebselen by blocking p22phox c-terminal PRD (proline-rich domain) and p47phoxbis-SH3 interaction. Although less potent than Ebselen in cell-free p22phox PRD-p47phoxbis-SH3 binding (IC₅₀ = 4 vs. 0.3 µM) and NOX2 activity (IC₅₀ = 4 vs. 0.6 µM) assays, Thr101 is more potent and NOX2-selective than Ebselen in cell-based assays (Thr101 IC₅₀ /Ebselen IC₅₀ = 0.3/0.5, 3/0.15, 8/no inhibition, 8/0.7 µM, respectively, against NOX2, NOX1, NOX4, and NOX5) and exhibits no glutathione peroxidase activity.

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
blocks p22phox c-terminal PRD (proline-rich domain) and p47phoxbis-SH3 interaction

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

Smith, S.M.E., et al. 2012. Chem. Biol.19, 752.

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable