General description
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.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
Inhibits cell growth and induces apoptosis in HL-60 cells
Product does not compete with ATP.
Reversible: no
Preparation Note
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.
When diluting into aqueous solution, sonication may be necessary to achieve a uniform suspension.
Other Notes
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.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Irritant (B)
| Quality Level | 100 |
| assay | ≥98% (TLC) |
| form | solid |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze |
| color | white to off-white |
| solubility | DMSO: 25 mg/mL,ethanol: 5 mg/mL,methanol: 5 mg/mL |
| shipped in | ambient |
| storage temp. | −20°C |
| SMILES string | 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 |
| InChI key | BLTCBVOJNNKFKC-QUDYQQOWSA-N |
