110145

D-erythro-Sphingosine, N-Acetyl-

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

• Sinônimo(s): D-erythro-Sphingosine, N-Acetyl-, C₂ Ceramide
• Fórmula empírica (Notação de Hill): C₂₀H₃₉NO₃
• Número CAS: 3102-57-6
• Peso molecular: 341.53
• Número MDL: MFCD07374281
• Código UNSPSC: 12352211
• NACRES: NA.77

Propriedades

• Nível de qualidade: 100
• Ensaio: ≥98% (TLC)
• Formulário: solid
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze
• cor: white to off-white
• solubilidade: DMSO: 25 mg/mL; ethanol: 5 mg/mL; methanol: 5 mg/mL
• Condições de expedição: ambient
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: N([C@H]([C@H](O)\C=C\CCCCCCCCCCCCC)CO)C(=O)C
• InChI: 1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m0/s1
• chave InChI: BLTCBVOJNNKFKC-QUDYQQOWSA-N

Descrição

Descrição geral

Biologically active, cell-permeable, non-physiological ceramide analog. Inhibits cell growth and induces apoptosis in HL-60 cells. Induces intranucleosomal DNA fragmentation. An activator of heterotrimeric protein phosphatase 2A (PP2A). Stimulates a cytosolic serine/threonine protein phosphatase in T9 cells at concentrations as low as 100 nM. Activates stress activated protein kinase (SAPK) in HL-60 human promyelocytic cells.

Ações bioquímicas/fisiológicas

Cell permeable: yes

Primary Target
Inhibits cell growth and induces apoptosis in HL-60 cells

Product does not compete with ATP.

Reversible: no

Advertência

Toxicity: Irritant (B)

Nota de preparo

When diluting into aqueous solution, sonication may be necessary to achieve a uniform suspension.

Reconstituição

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 1 month at -20°C. Alcohol stock solutions are stable for <1 week at -20°C.

Outras notas

Westwick, J.K., et al. 1995. J. Biol. Chem.270, 22689.
Cifone, M.G., et al. 1994. J. Exp. Med.180, 1547.
Hannun, Y.A. 1994. J. Biol. Chem. 269, 3125.
Bielawska, A., et al. 1993. J. Biol. Chem.268, 26226.
Obeid, L.M., et al. 1993. Science259, 1769.
Ballou, L.R., et al. 1992. J. Biol. Chem.267, 20044.
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