110145

D-erythro-Sphingosine, N-Acetyl-

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

• Synonyme(s) : D-erythro-Sphingosine, N-Acetyl-, C₂ Ceramide
• Formule empirique (notation de Hill): C₂₀H₃₉NO₃
• Numéro CAS: 3102-57-6
• Poids moléculaire : 341.53
• Code UNSPSC : 12352211
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Pureté: ≥98% (TLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze
• Couleur: white to off-white
• Solubilité: DMSO: 25 mg/mL; ethanol: 5 mg/mL; methanol: 5 mg/mL
• Conditions d'expédition: ambient
• Température de stockage: −20°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
• Clé InChI: BLTCBVOJNNKFKC-QUDYQQOWSA-N

Description

Description générale

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.

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

Actions biochimiques/physiologiques

Cell permeable: yes

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

Product does not compete with ATP.

Reversible: no

Avertissement

Toxicity: Irritant (B)

Notes préparatoires

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

Reconstitution

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.

Autres remarques

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.

Informations légales

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable