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Submit ReviewN,N-Dimethylsphingosine
Description: Sphingosine kinase inhibitor
Chemical Name: (2S,3R,4E)-2-(Dimethylamino)-4-octadecene-1,3-diol
Purity: ≥98% (HPLC)
Biological Activity for N,N-Dimethylsphingosine
N,N-Dimethylsphingosine is a 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 for N,N-Dimethylsphingosine
| 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.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Product Datasheets for N,N-Dimethylsphingosine
References for N,N-Dimethylsphingosine
References are publications that support the biological activity of the product.
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
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Keywords: N,N-Dimethylsphingosine, N,N-Dimethylsphingosine supplier, sphingosine, kinases, SphK, inhibitors, inhibits, neuropathic, pain, Sphingosine, Kinase, 4640, Tocris Bioscience
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