title: Concise Synthesis of the Unnatural Sphingosine and Psychosine Enantiomer.
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 erythrosphingosine, psychosine, and related derivatives thereof that would allow for the mechanistic elucidation of the toxicity of psychosine.
authors.affiliation: Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.
authors.forename: Archana R
authors.initials: AR
authors.lastname: Parameswar
authors.affiliation: Department of Internal Medicine and Department of Genetics, Washington University School of Medicine, St. Louis, Missouri 63110, USA.
authors.forename: Jacqueline A
authors.initials: JA
authors.lastname: Hawkins
authors.affiliation: Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.
authors.forename: Laurel K
authors.initials: LK
authors.lastname: Mydock
authors.affiliation: Department of Internal Medicine and Department of Genetics, Washington University School of Medicine, St. Louis, Missouri 63110, USA.
authors.forename: Mark S
authors.initials: MS
authors.lastname: Sands
authors.affiliation: Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.
authors.forename: Alexei V
authors.initials: AV
authors.lastname: Demchenko
keywords: carbohydrates; enantiomers; glycosphingolipids; glycosylation; psychosine; sphingosine