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非天然鞘氨醇和鞘氨醇半乳糖苷对映体的简洁合成。

Concise Synthesis of the Unnatural Sphingosine and Psychosine Enantiomer.

作者信息

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

机构信息

Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.

Department of Internal Medicine and Department of Genetics, Washington University School of Medicine, St. Louis, Missouri 63110, USA.

出版信息

European J Org Chem. 2010 Jun;2010(17). doi: 10.1002/ejoc.201000024.

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.

摘要

半乳糖神经酰胺(psychosine)的积累与克拉伯病的发病机制有关,然而,其细胞毒性的确切机制仍不清楚。在此,我们描述了赤藓糖神经酰胺(psychosine)及其相关衍生物的非天然对映体的合成,这将有助于阐明半乳糖神经酰胺(psychosine)的毒性机制。

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