Preparation of lyso-GM1 (II3Neu5AcGgOse4-long chain bases) by a one-pot reaction.
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.
Sonnino
S
S
Department of Medical Chemistry and Biochemistry, Medical School, University of Milan, Italy.
Acquotti
D
D
Kirschner
G
G
Uguaglianza
A
A
Zecca
L
L
Rubino
F
F
Tettamanti
G
G
D002240:Carbohydrate Sequence; D005677:G(M1) Ganglioside / Q000031:analogs & derivatives* / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data
C029465:lysoGM1 ganglioside; D005677:G(M1) Ganglioside