5.31661

SMYD2 Inhibitor, AZ505

• Sinónimos: SMYD2 Inhibitor, AZ505, N-Cyclohexyl-3-(3,4-dichlorophenethylamino)-N-(2-(2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethylamino)ethyl)propanamide, HMTase Inhibitor XV
• Fórmula empírica (notación de Hill): C₂₉H₃₈Cl₂N₄O₄
• Número de CAS: 1035227-43-0
• Peso molecular: 577.54
• Código UNSPSC: 12352200

Propiedades

• Ensayo: ≥95% (HPLC)
• Nivel de calidad: 100
• Formulario: solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; protect from light
• color: off-white
• solubilidad: DMSO: 50 mg/mL
• temp. de almacenamiento: 2-8°C
• InChI: 1S/C29H38Cl2N4O4/c30-23-8-6-20(18-24(23)31)10-13-32-15-12-27(38)35(22-4-2-1-3-5-22)17-16-33-14-11-21-7-9-25(36)28-29(21)39-19-26(37)34-28/h6-9,18,22,32-33,36H,1-5,10-17,19H2,(H,34,37)
• Clave InChI: LIBVHXXKHSODII-UHFFFAOYSA-N

Descripción

Descripción general

A cell-permeable benzooxazinyl-ethylaminoethyl-propanamide compound that acts as a potent and reversible inhibitor of SMYD2 (IC₅₀ = 120 nM, K_i = 300 nM, K_d = 500 nM). Shown to bind to the peptide-binding groove of the enzyme. This binding is dependent on the presence of S-adenosylmethionine (SAM). The inhibition appears to be competitive with respect to substrate and uncompetitive with respect to SAM. Displays ~700-fold greater selectivity over SMYD3, DOT1L, EZH2, GLP, G9a and SET7/9 protein lysine methyl transferases (IC₅₀ >83.3 µM). Inhibits SMYD2-mediated p53-K370 methylation in U2OS cells (at ~10 µM), but does not affect methylation in cells transfected with a Y240F mutant.

Please note that the molecular weight for this compound is batch-specific due to variable water content.

AZ505 is a cell-permeable, potent, reversible inhibitor of SMYD2 (IC₅₀ = 120 nM, K_i = 300 nM) that binds to the peptide-binding groove of the enzyme.

Acciones bioquímicas o fisiológicas

Cell permeable: yes

Primary Target
SMYD2

Advertencia

Toxicity: Standard Handling (A)

Forma física

Supplied as a di-trifluoroacetate salt.

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Use only fresh DMSO for reconstitution.

Otras notas

Ferguson, A.D., et al. 2011. Structure19, 1262.

Información legal

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

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable