397100

HNMPA-(AM)₃

A cell-permeable analog of HNMPA that yields the parent compound upon cleavage by cytosolic esterases.

• Sinónimos: HNMPA-(AM)₃, Hydroxy-2-naphthalenylmethylphosphonic Acid Trisacetoxymethyl Ester, Pro-drug II
• Fórmula empírica (notación de Hill): C₂₀H₂₃O₁₀P
• Número de CAS: 120944-03-8
• Peso molecular: 454.36
• Número MDL: MFCD00236443
• Código UNSPSC: 12352200
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Ensayo: ≥98% (TLC)
• Formulario: oil
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze
• color: colorless
• solubilidad: DMSO: 20 mg/mL; ethanol: 20 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• cadena SMILES: [P](=O)(OCOC(=O)C)(OCOC(=O)C)C(OCOC(=O)C)c1cc2c(cc1)cccc2
• InChI: 1S/C20H23O10P/c1-14(21)25-11-28-20(19-9-8-17-6-4-5-7-18(17)10-19)31(24,29-12-26-15(2)22)30-13-27-16(3)23/h4-10,20H,11-13H2,1-3H3
• Clave InChI: UQODAZKXEREJLZ-UHFFFAOYSA-N

Descripción

Descripción general

A cell-permeable analog of HNMPA that yields the parent compound upon cleavage by cytosolic esterases. Inhibits insulin receptor tyrosine kinase (IC₅₀ = 100 µM) and insulin-stimulated glucose oxidation in isolated rat adipocytes (IC₅₀ = 10 µM). Also reported to inhibit tyrosine autophosphorylation of the human insulin receptor (IC₅₀ = 200 µM).

A cell-permeable analog of HNMPA. Inhibits insulin receptor tyrosine kinase (IC₅₀ = 100 mM) and insulin-stimulated glucose oxidation in isolated rat adipocytes (IC₅₀ = 10 µM). Also reported to inhibit tyrosine autophosphorylation of the human insulin receptor (IC₅₀ = 200 µM). It has no effect on PKA (at concentrations up to 1 mM) or PKC (at concentrations up to 420 µM).

Acciones bioquímicas o fisiológicas

Cell permeable: yes

Primary Target
tyrosine kinase

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 100 µM and 10 µM against insulin receptor tyrosine kinase and insulin-stimulated glucose oxidation in isolated rat adipocytes, respectively

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

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

Otras notas

Baltensperger, K., et al. 1992. Proc. Natl. Acad. Sci. USA89, 7885.
Saperstein, R., et al. 1989. Biochemistry28, 5694.

Información legal

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

Información de seguridad

• Código de clase de almacenamiento: 10 - Combustible liquids
• Clase de riesgo para el agua (WGK): WGK 1
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable