Biological Activity
Competitive sphingosine kinase (SphK) inhibitor. Exhibits inhibitory activity in platelets and in cytosolic extracts from U937, Swiss 3T3 and PC12 cells. Selectively inhibits sphingosine phosphorylation; does not inhibit N-acylation, and displays no inhibitory effect on protein kinase C at concentrations that inhibit SphK. Increases the release of IL-1β and MCP-1 in cultured astrocytes; thought to mediate mechanical allodynia via this mechanism.
Technical Data
| M. Wt | 327.55 |
| Formula | C20H41NO2 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 119567-63-4 |
| PubChem ID | 5282309 |
| InChI Key | YRXOQXUDKDCXME-YIVRLKKSSA-N |
| Smiles | O[C@@H]([C@H](CO)N(C)C)/C=C/CCCCCCCCCCCCC |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 9.83 | 30 |
Preparing Stock Solutions
The following data is based on the product molecular weight 327.55. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.05 mL | 15.26 mL | 30.53 mL |
| 5 mM | 0.61 mL | 3.05 mL | 6.11 mL |
| 10 mM | 0.31 mL | 1.53 mL | 3.05 mL |
| 50 mM | 0.06 mL | 0.31 mL | 0.61 mL |
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References
References are publications that support the products' biological activity.
Patti et al (2012) Metabolomics implicates altered sphingolipids in chronic pain of neuropathic origin. Nat.Chem.Biol. 8 232 PMID: 22267119
Edsall et al (1998) N,N-dimethylsphingosine is a potent competitive inhibitor of sphingosine kinase but not of protein kinase C: modulation of cellular levels of sphingosine 1-phosphate and ceramide. Biochemistry 37 12892 PMID: 9737868
Yatomi et al (1996) N,N-dimethylsphingosine inhibition of sphingosine kinase and sphingosine 1-phosphate activity in human platelets. Biochemistry 35 626 PMID: 8555236
Keywords: N,N-Dimethylsphingosine, supplier, sphingosine, kinases, SphK, inhibitors, inhibits, neuropathic, pain, Sphingosine, Kinase, Sphingosine, Kinase, Tocris Bioscience
