title: Preparation of lyso-GM1 (II3Neu5AcGgOse4-long chain bases) by a one-pot reaction.
abstract: 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.
authors.affiliation: Department of Medical Chemistry and Biochemistry, Medical School, University of Milan, Italy.
authors.forename: S
authors.initials: S
authors.lastname: Sonnino
authors.forename: D
authors.initials: D
authors.lastname: Acquotti
authors.forename: G
authors.initials: G
authors.lastname: Kirschner
authors.forename: A
authors.initials: A
authors.lastname: Uguaglianza
authors.forename: L
authors.initials: L
authors.lastname: Zecca
authors.forename: F
authors.initials: F
authors.lastname: Rubino
authors.forename: G
authors.initials: G
authors.lastname: Tettamanti
mesh_terms: 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
chemical_list: C029465:lysoGM1 ganglioside; D005677:G(M1) Ganglioside