376650

D-erythro-Sphingosine, N-Hexanoyl-

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

• Synonym(e): D-erythro-Sphingosine, N-Hexanoyl-, C₆ Ceramide
• Empirische Formel (Hill-System): C₂₄H₄₇NO₃
• CAS-Nummer: 124753-97-5
• Molekulargewicht: 397.63
• MDL-Nummer: MFCD00870174
• UNSPSC-Code: 12352211
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98% (TLC)
• Form: waxy solid
• Hersteller/Markenname: Calbiochem^®
• Lagerbedingungen: OK to freeze
• Farbe: white
• Löslichkeit: ethanol: 25 mg/mL; DMSO: soluble
• Versandbedingung: ambient
• Lagertemp.: −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+
• InChIKey: NPRJSFWNFTXXQC-VHEBQXMUSA-N

Beschreibung

Allgemeine Beschreibung

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.

Biochem./physiol. Wirkung

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

Warnhinweis

Toxicity: Irritant (B)

Rekonstituierung

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

Sonstige Hinweise

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.

Rechtliche Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable