Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2023:2613:89-100.
doi: 10.1007/978-1-0716-2910-9_8.

Chemical Synthesis of Gangliosides

Akihiro Imamura  1 , Hiromune Ando  2 , Hideharu Ishida  3
Affiliations

Chemical Synthesis of Gangliosides

Akihiro Imamura et al. Methods Mol Biol. 2023.

Abstract

Synthetic methodologies for gangliosides have evolved over the past three decades. The strategies for constructing ganglioside skeletons can generally be classified as late-stage ceramide coupling, the glucosyl ceramide cassette strategy, or late-stage sialylation. Using these synthetic strategies, numerous natural gangliosides and their structural analogs, including functional probes, have been synthesized. This chapter describes the synthetic strategies for gangliosides and provides examples of the total synthesis of several gangliosides using each strategy.

Keywords: Ganglioside; Glycolipid; Glycosylation; Sialylation; Total synthesis.

PubMed Disclaimer

References

    1. Sonnino S, Mauri L, Chigorno V, Prinetti A (2006) Gangliosides as components of lipid membrane domains. Glycobiology 17:1R–13R - DOI
    1. Todeschini AR, Hakomori S (2008) Functional role of glycosphingolipids and gangliosides in control of cell adhesion, motility, and growth, through glycosynaptic microdomains. Biochim Biophys Acta 1780:421–433 - DOI
    1. Lopez PHH, Schnaar RL (2009) Gangliosides in cell recognition and membrane protein regulation. Curr Opin Struct Biol 60:537–544
    1. Yu RK, Tsai Y-T, Ariga T, Yanagisawa M (2011) Structures, biosynthesis, and functions of gangliosides – an overview. J Oleo Sci 60:537–544 - DOI
    1. Lloyd KO, Furukawa K (1998) Biosynthesis and functions of gangliosides: recent advances. Glycoconj J 15:627–636 - DOI

LinkOut - more resources