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D-erythro-Sphingosine C-20

Cayman Chemical Item Number 10007903

(CAS 6918-49-6)

D-erythro-Sphingosine C-20 (CAS 6918-49-6)

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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 D-erythro-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 D-erythro-sphingosine C-20.1,2 The concentration of D-erythro-sphingosine C-20 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

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 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 63-77 (2000).

Formal Name 2S-​amino-​4E-​eicosene-​1,​3R-​diol
CAS Number 6918-49-6
Molecular Formula C20H41NO2
Formula Weight 327.6
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCC/C=C/C(O)​[C@@H]​(N)​CO

Background Reading

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 63-77 (2000).

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 1866-1871 (1996).
Size Price Quantity Subtotal
500 µg $25.00 $0.00
1 mg $45.00 $0.00
5 mg $150.00 $0.00
10 mg $250.00 $0.00
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Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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