TY - JOUR
T1 - Concise synthesis of the unnatural sphingosine and psychosine enantiomer
AU - Parameswar, Archana R.
AU - Hawkins, Jacqueline A.
AU - Mydock, Laurel K.
AU - Sands, Mark S.
AU - Demchenko, Alexei V.
N1 - Copyright:
Copyright 2010 Elsevier B.V., All rights reserved.
PY - 2010/6
Y1 - 2010/6
N2 - 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.
AB - 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.
KW - Carbohydrates
KW - Enantioselectivity
KW - Glycosylation
KW - Sphingolipids
UR - http://www.scopus.com/inward/record.url?scp=77953016045&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201000024
DO - 10.1002/ejoc.201000024
M3 - Article
C2 - 24371429
AN - SCOPUS:77953016045
SP - 3269
EP - 3274
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 17
ER -