J. Lipid Res.
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Journal of Lipid Research, Vol 35, 2305-2311, Copyright © 1994 by Lipid Research, Inc.

ARTICLES

Synthesis of sphingosine-1-phosphate and dihydrosphingosine-1-phosphate

A Boumendjel and SP Miller
National Institutes of Health, Bethesda, MD 20892.

The syntheses of D-erythro-sphingosine-1-phosphate and DL-erythro- sphinganine-1-phosphate are described starting from the commercially available D-erythro-sphingosine and DL-erythro-sphinganine. The phosphate group is introduced via phosphoramidite chemistry using bis(2- cyanoethyl)-N,N-diisopropylamino-phosphoramidite as the monophosphorylating reagent. The procedure generates the phosphorylated sphingoid bases in three steps and 32-39% overall yields.
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S. Li, W. K. Wilson, and G. J. Schroepfer , Jr.
Chemical synthesis of D-ribo-phytosphingosine-1- phosphate, a potential modulator of cellular processes
J. Lipid Res., January 1, 1999; 40(1): 117 - 125.
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