Formulation: A crystalline solid
Formal Name: 2S-amino-4E-octadecene-1,3S-diol
Purity: ≥98%
Formula Markup: C18H37NO2
Formula Weight: 299,5
Shelf life (days): 730
CAS Number: 25695-95-8
Notes: Sphingosines are long-chain base precursors of cellular sphingolipids and are used directly in the synthesis of ceramide. Sphingosine can exist in four stereoisomers, however only D-erythro-sphingosine occurs naturally. L-threo-Sphingosine C-18, an analog of D-erythro-sphingosine, inhibits protein kinase C in mixed micelle assays with 50% inhibition at 2.2 mol % making it a slightly more potent inhibitor compared to D-erythro-sphingosine (50% inhibition at 2.8 mol %) or other analogs of shorter alkyl chain length.{15200} Addition of L-threo-Sphingosine C-18 to primary cultured cerebellar cells does not decrease serine palmitoyltransferase (SPT) activity, the rate-limiting enzyme in ceramide biosynthesis, whereas under similar conditions D-erythro-sphingosine inhibits SPT activity.{15203}