For research use only. Not for therapeutic Use.
D-<wbr></wbr><em>erythro</em>-<wbr></wbr>Sphinganine is a precursor of ceramide and sphingosine as well as a substrate of sphingosine kinases, which generate sphinganine-<wbr></wbr>1-<wbr></wbr>phosphate. Sphinganine levels increase significantly in response to certain mycotoxins, including fumonisins, as well as in some cancers. Sphinganine can block protein kinase C activation in some cases but not others. Sphinganine-<wbr></wbr>1-<wbr></wbr>phosphate can emulate sphingosine-<wbr></wbr>1-<wbr></wbr>phosphate in cell signaling or have opposite intracellular effects.
| Catalog Number | R020718 |
| CAS Number | 764-22-7 |
| Synonyms | (2S,3R)-2-Amino-1,3-octadecanediol; C18-Dihydrosphingosine; D-erythro-?1,3-Dihydroxy-2-aminooctadecane; D-erythro-2-Amino-1,3-octadecanediol; ?Dihydrosphingosine; Octadecasphinganine; SPC 102860; erythro-Sphinganine; |
| Molecular Formula | C18H39NO2 |
| Purity | ≥95% |
| Target | Endogenous Metabolite |
| Storage | -20°C |
| IUPAC Name | (2S,3R)-2-aminooctadecane-1,3-diol |
| InChI | InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1 |
| InChIKey | OTKJDMGTUTTYMP-ZWKOTPCHSA-N |
| SMILES | CCCCCCCCCCCCCCCC(C(CO)N)O |
| Reference | <br>1. W. Zheng “Fenretinide increases dihydroceramide and dihydrosphingolipids due to inhibition of dihydroceramide desaturase” Georgia Institute ofTechnology, 2006<br>2. L. van der Westhuizen et al. “Sphingoid base levels in humans consuming fumonisin-contaminated maize in rural areas of the former Transkei, SouthAfrica: a cross-sectional study” Food Additives and Contaminants, Vol. 25(11), pages 1385 – 1391, 2008<br>3. Shih-Hsuan Hsiao et al. “Effects of Exogenous Sphinganine, Sphingosine, and Sphingosine-1-Phosphate on Relaxation and Contraction of PorcineThoracic Aortic and Pulmonary Arterial Rings” Toxicological Sciences, Vol. 86(1) Pp. 194-199, 2005</br></br></br> |
