General description
Highly purified preparation of bovine brain sphingosine containing >99% of the erythro isomer. A potent, cell-permeable, reversible, and selective inhibitor of protein kinase C (PKC; IC50 = 2.8 µM) and insulin receptor tyrosine kinase. PKC inhibition is competitive with respect to diacylglycerol, phorbol dibutyrate, and Ca2+. Does not affect the activity of myosin light chain kinase and protein kinase A. Induces apoptosis in human leukemia HL-60 cells. Note: This product is not to be used for animal treatment, in vivo research or in any other contact procedure with livestock.
Biochem/physiol Actions
Cell permeable: no
Primary Target
PKC
Product does not compete with ATP.
Reversible: no
Target IC50: 2.8 µM against PKC
Preparation Note
Following reconstitution, aliquot, purge with N₂ gas, and freeze (-20°C). Stock solutions are stable for up to 6 months under inert atmosphere at -20°C.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Irritant (B)
| Quality Segment | 100 |
| description | Merck USA index - 14, 8747 |
| assay | ≥98% (TLC) |
| form | solid |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze |
| color | white |
| solubility | chloroform: 1 mg/mL,methanol: 1 mg/mL,DMSO: 10 mg/mL |
| shipped in | ambient |
| storage temp. | −20°C |
| SMILES string | N[C@H]([C@H](O)\C=C\CCCCCCCCCCCCC)CO |
| InChI | 1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1 |
| InChI key | WWUZIQQURGPMPG-KRWOKUGFSA-N |
