A Synthetic Challenge to the Diversity of Gangliosides for Unveiling Their Biological Significance

• Ando Hiromune

  Center for Highly Advanced Integration of Nano and Life Sciences (G-CHAIN), Gifu University

• Komura Naoko

  Center for Highly Advanced Integration of Nano and Life Sciences (G-CHAIN), Gifu University

• Imamura Akihiro

  Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University

• Kiso Makoto

  Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University

• Ishida Hideharu

  Center for Highly Advanced Integration of Nano and Life Sciences (G-CHAIN), Gifu University Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University

Bibliographic Information

Other Title

• A synthetic to the diversity of gangliosides for unveiling their biological significance

Abstract

To determine the molecular basis underlying the multiple biological functions of glycoconjugates, such as glycoproteins and glycolipids, the chemical synthesis of homogenous glycoconjugates is essential. Our research into developing synthetic methods for glycoconjugates has resulted in a convenient synthetic approach to diverse gangliosides, a family of sialic acid-containing glycosphingolipids. The major difficulties in ganglioside synthesis, which involve the construction of sialic acid-containing oligosaccharides and the conjugation of the oligosaccharide and lipid, were overcome by developing highly reactive synthetic units for glycosidating sialic acids and incorporating the lipid. Furthermore, a method for fine-tuning the hydroxyl group reactivity of sialic acids enabled the sialic acids to be dimerized and embedded in oligosaccharide sequences. These methods have been combined to synthesize diverse gangliosides and their analogs for functional studies.

Journal

• Journal of Synthetic Organic Chemistry, Japan

  Journal of Synthetic Organic Chemistry, Japan 75 (11), 1162-1170, 2017

  The Society of Synthetic Organic Chemistry, Japan

Keywords

• Organic Chemistry

Details

• CRID: 1390282680316388224
• NII Article ID: 130006196292
• NII Book ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.75.1162
• ISSN: 18836526
• ISSN: 00379980
• NDL BIB ID: 028690071
• Web Site: http://id.ndl.go.jp/bib/028690071
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I028690071
• Web Site: https://www.jstage.jst.go.jp/article/yukigoseikyokaishi/75/11/75_1162/_pdf
• Text Lang: ja
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed