Concise Synthesis of the Unnatural Sphingosine and Psychosine Enantiomer

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

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 171 KB
• Volume: 2010
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.201000024

✦ Synopsis

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.