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Sphingosine
From Wikipedia, the free encyclopedia
| Sphingosine | |
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| Molecular formula | C18H37NO2 |
| Molar mass | 299.492 |
| CAS number | [] |
| PubChem | |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Sphingosine (2-amino-4-octadecene-1,3-diol) is an 18-carbon amino alcohol with an unsaturated hydrocarbon chain, which forms a primary part of sphingolipids, a class of cell membrane lipids that include sphingomyelin, an important phospholipid.
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Sphingosine can be phosphorylated in vivo via two kinases, sphingosine kinase type 1 and sphingosine kinase type 2. This leads to the formation of sphingosine-1-phosphate, a potent signaling lipid.
Sphingolipid metabolites, such as ceramide, sphingosine and sphingosine-1-phosphate, are lipid signaling molecules involved in diverse cellular processes.
Sphingosine is synthesized from palmitoyl CoA and serine in a condensation required to yield dehydrosphingosine.
Dehydrosphingosine is then reduced by NADPH to dihydrosphingosine, and finally oxidized by FAD to sphingosine.
 Sphingolipid |
- Radin N (2003). "Killing tumours by ceramide-induced apoptosis: a critique of available drugs". Biochem J 371 (Pt 2): 243-56. PMID 12558497. article
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Ethanolamine - Heptaminol - Isoetarine - Norepinephrine - Propanolamine - Sphingosine