Concise synthesis of the unnatural sphingosine and psychosine enantiomer

Archana R. Parameswar; Jacqueline A. Hawkins; Laurel K. Mydock; Mark S. Sands; Alexei V. Demchenko

doi:10.1002/ejoc.201000024

Concise synthesis of the unnatural sphingosine and psychosine enantiomer

Archana R. Parameswar, Jacqueline A. Hawkins, Laurel K. Mydock, Mark S. Sands, Alexei V. Demchenko

Research output: Contribution to journal › Article

10 Scopus citations

Abstract

The accumulation of psychosine (galactosyl sphingosine) has been associated with the pathogenesis of Krabbe disease; however, the exact mechanism, of its cytotoxicity remains unclear. Herein, we describe the synthesis of the unnatural enantiomer of erythro-sphingosine, psychosine, and related derivatives thereof that would allow for the mechanistic elucidation of the toxicity of psychosine.

Original language	English
Pages (from-to)	3269-3274
Number of pages	6
Journal	European Journal of Organic Chemistry
Issue number	17
DOIs	https://doi.org/10.1002/ejoc.201000024
State	Published - Jun 1 2010

Keywords

Carbohydrates
Enantioselectivity
Glycosylation
Sphingolipids

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10.1002/ejoc.201000024

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Parameswar, A. R., Hawkins, J. A., Mydock, L. K., Sands, M. S., & Demchenko, A. V. (2010). Concise synthesis of the unnatural sphingosine and psychosine enantiomer. European Journal of Organic Chemistry, (17), 3269-3274. https://doi.org/10.1002/ejoc.201000024

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AU - Demchenko, Alexei V.

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