376650

D-erythro-Sphingosine, N-Hexanoyl-

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

• Sinônimo(s): D-erythro-Sphingosine, N-Hexanoyl-, C₆ Ceramide
• Fórmula empírica (Notação de Hill): C₂₄H₄₇NO₃
• Número CAS: 124753-97-5
• Peso molecular: 397.63
• Número MDL: MFCD00870174
• Código UNSPSC: 12352211

Propriedades

• Nível de qualidade: 100
• Ensaio: ≥98% (TLC)
• forma: waxy solid
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze
• cor: white
• solubilidade: ethanol: 25 mg/mL; DMSO: soluble
• Condições de expedição: ambient
• temperatura de armazenamento: −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+
• chave InChI: NPRJSFWNFTXXQC-VHEBQXMUSA-N

Descrição

Descrição geral

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.

Ações bioquímicas/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

Advertência

Toxicity: Irritant (B)

Reconstituição

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

Outras 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.

Informações legais

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

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable