Lactonization of GD1b ganglioside under acidic conditions

Rosaria Bassi, Laura Riboni, Sandro Sonnino, Guido Tettamanti

Research output: Contribution to journalArticlepeer-review

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

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry

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