5.38299

M2I-1

• Synonym(s): M2I-1, 5-(4-(Diisobutylamino)-3-nitrobenzylidene)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione, 5-(4-(Diisobutylamino)-3-nitrobenzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione, Mad 2 Inhibitor- 1, 5-(4-(Diisobutylamino)-3-nitrobenzylidene)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione, 5-(4-(Diisobutylamino)-3-nitrobenzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione, Mad2Inhibitor-1
• Empirical Formula (Hill Notation): C₁₉H₂₄N₄O₄S
• Molecular Weight: 404.48
• UNSPSC Code: 12352200

Properties

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

Description

General description

A cell-permeable nitrobenzylidene-thiobarbiturate compound that directly targets the hydrophobic core of Mad2 and selectively disrupts Mad2-Cdc20 complex formation. Shown to dose-dependently inhibit the interaction of Mad2 to Mad2-binding-peptide (Mbp1; IC₅₀ ~ 10.0 µM & K_d = 200 nM). Suggested to covalently modify Mad2-Cys¹⁴⁹ via a reversible Michael adduct formation. Significantly reduces the mitotic duration in paclitaxel (0.5 µM; Cat. No. 580555)-treated HeLa cells (25 µM of M2I-1) and impairs mitotic spindle assembly checkpoint (SAC) function.

A cell-permeable nitrobenzylidene-thiobarbiturate compound that directly targets the hydrophobic core of Mad2 and selectively disrupts Mad2-Cdc20 complex formation. Shown to dose-dependently inhibit the interaction of Mad2 to Mad2-binding-peptide (Mbp1; IC₅₀ ~ 10.0 µM & K_d = 200 nM). Suggested to covalently modify Mad2-Cys¹⁴⁹ via a reversible Michael adduct formation. Significantly reduces the mitotic duration in paclitaxel (0.5 µM; Cat. No. 580555)-treated HeLa cells (25 µM of M2I-1) and impairs mitotic spindle assembly checkpoint (SAC) function.

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
Mad2

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 1 month at -20°C.

Use only fresh DMSO for reconstitution.

Other Notes

Kastl, J., et al. 2015. ACS Chem. Biol.10, 1661.

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