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Chemical Synthesis of Gangliosides

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Glycolipids

Part of the book series: Methods in Molecular Biology ((MIMB,volume 2613))

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.

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Authors and Affiliations

  1. Department of Applied Bioorganic Chemistry, Gifu University, Gifu, Japan

    Akihiro Imamura & Hideharu Ishida

  2. Institute for Glyco-core Research (iGCORE), Gifu University, Gifu, Japan

    Hiromune Ando

Authors
  1. Akihiro Imamura
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  2. Hiromune Ando
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  3. Hideharu Ishida
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Correspondence to Akihiro Imamura .

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Editors and Affiliations

  1. Department of Chemistry, Graduate School of Science, Osaka University, Osaka, Japan

    Kazuya Kabayama

  2. Institute of Molecular Biomembrane and Glycobiology, Tohoku Medical and Pharmaceutical University, Sendai, Japan

    Jin-ichi Inokuchi

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Imamura, A., Ando, H., Ishida, H. (2023). Chemical Synthesis of Gangliosides. In: Kabayama, K., Inokuchi, Ji. (eds) Glycolipids. Methods in Molecular Biology, vol 2613. Humana, New York, NY. https://doi.org/10.1007/978-1-0716-2910-9_8

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  • DOI: https://doi.org/10.1007/978-1-0716-2910-9_8

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  • Publisher Name: Humana, New York, NY

  • Print ISBN: 978-1-0716-2909-3

  • Online ISBN: 978-1-0716-2910-9

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