J. Lipid Res.
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Journal of Lipid Research, Vol 33, 1221-1226, Copyright © 1992 by Lipid Research, Inc.


ARTICLES

Preparation of lyso-GM1 (II3Neu5AcGgOse4-long chain bases) by a one-pot reaction

S Sonnino, D Acquotti, G Kirschner, A Uguaglianza, L Zecca, F Rubino and G Tettamanti
Department of Medical Chemistry and Biochemistry, Medical School, University of Milan, Italy.

A simple procedure is described for preparing lyso-GM1, a GM1 derivative that lacks the fatty acid moiety, starting from GM1 ganglioside using a one-pot reaction. Ganglioside deacylation was carried out in KOH/propan-1-ol in the absence of oxygen. The yield of lyso-GM1 under optimal conditions (6 h, 90 degrees C, 0.2 N KOH, 1 mM GM1) was 54%. The chemical structure of lyso-GM1 was determined by 1H- NMR and FAB-MS analyses, thus proving that the acetamide groups of galactosamine and sialic acid units were not affected during the deacylation reaction.
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