376650

D-erythro-Sphingosine, N-Hexanoyl-

Biologically active, cell-permeable, non-physiological ceramide analog.

• Sinónimos: D-erythro-Sphingosine, N-Hexanoyl-, C₆ Ceramide
• Fórmula empírica (notación de Hill): C₂₄H₄₇NO₃
• Número de CAS: 124753-97-5
• Peso molecular: 397.63
• Número MDL: MFCD00870174
• Código UNSPSC: 12352211
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Análisis: ≥98% (TLC)
• formulario: waxy solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze
• color: white
• solubilidad: ethanol: 25 mg/mL; DMSO: soluble
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• InChI: 1S/C24H47NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h18-19,22-23,26-27H,3-17,20-21H2,1-2H3,(H,25,28)/b19-18+
• Clave InChI: NPRJSFWNFTXXQC-VHEBQXMUSA-N

Descripción

Descripción general

Biologically active, cell-permeable, non-physiological ceramide analog. Induces a dramatic arrest in the G₀/G₁ phase of the cell cycle. Activates MAP kinase. Activates protein phosphatase 2A (PP2A) at 10 nM. Inhibits diacylglycerol accumulation and phospholipase D (PLD) activation in fibroblasts. Induces apoptosis in MOLT-4 leukemia cells.

Biologically active, cell-permeable, nonphysiological ceramide analog. Stimulates cytosolic serine/threonine protein phosphatase in T9 cells and induces phosphorylation on Thr-669 in A-431 cells by stimulation of ceramide-activated protein kinase. Induces a dramatic arrest in the G_o/G₁ phase of the cell cycle. Activates MAP kinase. Activates protein phosphatase 2A (PP2A) at 10 nM. Inhibits diacylglycerol accumulation and phospholipase D activation in fibroblasts. Induces apoptosis in Molt-4 leukemia cells.

Acciones bioquímicas o fisiológicas

Cell permeable: yes

Effective concentration: 10 nM in activating protein phosphatase 2A (PP2A)

Primary Target
MAP kinase, protein phosphatase 2A (PP2A)

Product does not compete with ATP.

Reversible: no

Advertencia

Toxicity: Irritant (B)

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

Otras notas

Jayadev, S., et al. 1995. J. Biol. Chem. 270, 2047.
Venable, M.E., et al. 1994. J. Biol. Chem. 269, 26040.
Dobrowsky, R.T., et al. 1993. J. Biol. Chem. 268, 15523.
Raines, M.A., et al. 1993. J. Biol. Chem.268, 14572.
Dobrowsky, R.T., and Hannun, Y.A. 1992. J. Biol. Chem.267, 5048.

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