Lactonization of GD1b ganglioside under acidic conditions

Rosaria Bassi, Laura Riboni, Sandro Sonnino, Guido Tettamanti

Research output: Contribution to journalArticle

Abstract

Gangliosides that contain the disialosyl residue α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)- can lactonize in the presence of traces of acid and this reaction has been studied in detail on GD1b {β-Gal-(1→3)-β-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-Gal-(1→4)-β-Glc-(1→1)-Cer}. Lactonization occurs rapidly at a proton-ganglioside molar ratio of ≫1. At equilibrium, the ratio of GD1b to its lactone is 3:7. The data suggest the possibility that a proton-driven lactonization of gangliosides may occur in vivo.

Original languageEnglish
Pages (from-to)141-146
Number of pages6
JournalCarbohydrate Research
Volume193
Issue numberC
DOIs
Publication statusPublished - Oct 31 1989

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Gangliosides
Protons
Lactones
Acids
GD1b ganglioside

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry

Cite this

Bassi, R., Riboni, L., Sonnino, S., & Tettamanti, G. (1989). Lactonization of GD1b ganglioside under acidic conditions. Carbohydrate Research, 193(C), 141-146. https://doi.org/10.1016/0008-6215(89)85113-4

Lactonization of GD1b ganglioside under acidic conditions. / Bassi, Rosaria; Riboni, Laura; Sonnino, Sandro; Tettamanti, Guido.

In: Carbohydrate Research, Vol. 193, No. C, 31.10.1989, p. 141-146.

Research output: Contribution to journalArticle

Bassi, R, Riboni, L, Sonnino, S & Tettamanti, G 1989, 'Lactonization of GD1b ganglioside under acidic conditions', Carbohydrate Research, vol. 193, no. C, pp. 141-146. https://doi.org/10.1016/0008-6215(89)85113-4
Bassi, Rosaria ; Riboni, Laura ; Sonnino, Sandro ; Tettamanti, Guido. / Lactonization of GD1b ganglioside under acidic conditions. In: Carbohydrate Research. 1989 ; Vol. 193, No. C. pp. 141-146.
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