N-Acetyl-L-erythro-sphingosineN-Acetyl-L-erythro-sphingosine
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N-Acetyl-L-erythro-sphingosine

N-C2:0-L-erythro-Ceramide

This product contains an L-erythro-sphingosine containing an acetic amide linkage and is useful for comparison studies against the natural D-erythro isomer. This product is also very useful as an internal standard1,2 and contains a short-chain fatty acid enabling it to enter easily into cells. L-erythro-Sphingosine is an inactive or less active isomer of the naturally occurring D-erythro-sphingosine. Natural sphingosine induces dephosphorylation of retinoblastoma gene product and inhibits cell growth while L-erythro-sphingosine is 5-8-fold less active. However, the L-erythro-sphingosine is taken up by cells to the same extent as the natural sphingosine indicating that cellular uptake was not the factor influencing activity.3 L-erythrosphingosine, along with other sphingosine isomers, has been found to be an activator of 3-Phosphoinositide-dependent kinase 1.
Cat# Size Price Qty Buy
1847 1 mg £140.63

Additional Information

Property Value or Rating
Product Size 1 mg
Manufacturer Matreya, LLC
Empirical Formula C20H39NO3
CAS# 150338-90-2
Formula Weight 341.5
Solvent none
Source synthetic
Purity 98+%
Analytical Methods TLC, GC
Natural Source Synthetic
Solubility chloroform, ethanol, methanol, DMSO, DMF (up to 5 mg/ml)
Physical Appearance A neat solid
Storage -20°C
References

1. T. Cunningham et al. “Product inhibition of secreted phospholipase A2 may explain lysophosphatidylcholines' unexpected therapeutic properties” Journal of Inflammation, 5:17 doi:10.1186/1476-9255-5-17, 2008 
2. T. Cunninghame et al “Uncompetitive Phospholipase A2 Inhibition by CHEC Sequences Including Oral Treatment of Experimental Autoimmune Myeloencephalitis” The Open Enzyme Inhibition Journal, vol. 2 pp. 1-7, 2009 
3. Y. Hannun et al. “Stereoselectivity of Induction of the Retinoblastoma Gene Product (pRb) Dephosphorylation by D-erythro-Sphingosine Supports a Role for pRb in Growth Suppression by Sphingosine” Biochemistry, vol. 34 pp. 1885-1892, 1995

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