A lipid component of CNS gangliosides
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Sphingosine (d20:1)

Item No. 10007903

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2S-amino-4E-eicosene-1,3R-diol
CAS Number
6918-49-6
Synonyms
  • D-erythro-Sphingosine C20
Molecular Formula
C20H41NO2
Formula Weight
327.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 2 mg/mlEthanol: Miscible
SMILES
OC[C@H](N)[C@H](O)/C=C/CCCCCCCCCCCCCCC
InChi Code
InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(21)18-22/h16-17,19-20,22-23H,2-15,18,21H2,1H3/b17-16+/t19-,20+/m0/s1
InChi Key
HTJSZHKGNMXZJN-YIVRLKKSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $37

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    1 mg

    $69

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    5 mg

    $194

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    10 mg

    $209

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    Product Description

    Sphingosines are long-chain base precursors of cellular sphingolipids used directly in the synthesis of ceramide, which in combination with sialic acid forms ganglioside. Sphingosine can exist in four stereoisomers, however only sphingosine occurs naturally. Compared to other sphingolipids throughout the body, which are predominantly composed of C-18 sphingosine, only central nervous system (CNS) gangliosides contain significant amounts of sphingosine.1,2 The concentration of sphingosine within mammalian brain gangliosides apparently increases with developmental maturation.1,2 Furthermore, the ratio of C-18 to C-20 sphingosine in the brain is thought to be related to some nervous system degeneration processes.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Valsecchi, M., Chigorno, V., Nicolini, M., et al. Changes of free long-chain bases in neuronal cells during differentiation and aging in culture. J. Neurochem. 67(5), 1866-1871 (1996).

    2. Sonnino, S., and Chigorno, V. Ganglioside molecular species containing C18-and C20-sphingosine in mammalian nervous tissues and neuronal cell cultures. Biochim. Biophys. Acta 1469(2), 63-77 (2000).