<i>C</i>-Sialosides: Synthesis and Biological Activities

DOI Web Site 62 References
  • Hirai Go
    Synthetic Organic Chemistry Laboratory, RIKEN RIKEN Center for Sustainable Resource Science CREST, JST
  • Ota Eisuke
    Synthetic Organic Chemistry Laboratory, RIKEN Keio University
  • Sakai Motonari
    Synthetic Organic Chemistry Laboratory, RIKEN Tokyo Medical and Dental University
  • Nishiyama Shigeru
    Keio University
  • Sodeoka Mikiko
    Synthetic Organic Chemistry Laboratory, RIKEN RIKEN Center for Sustainable Resource Science CREST, JST Tokyo Medical and Dental University

Bibliographic Information

Other Title
  • C-シアロシド結合を有する糖鎖アナログ：その合成と利用価値
  • C-Sialosides : Synthesis and Biological Activities

Search this article

Abstract

This mini-review focuses on the synthesis and biological activities of sialic acid (SA) derivatives with a C-glycosidic linkage in place of the standard O-glycosidic bond at the C-2 position. We summarize reported synthetic methodologies for mono- and di-saccharides in separate sections. Then, we introduce our strategy for the construction of C-sialoside linkages utilizing Ireland–Claisen rearrangement reaction and its application to the synthesis of a ganglioside GM4 analogue. Although C-sialosides are expected to be useful as sialidase-resistant analogues of sialoglycoconjugates (sialoGCs), their biological activities have not yet been investigated in detail. Herein we briefly discuss the potential applications of C-sialosides.

Journal

References(62)*help

See more

Related Projects

See more

Keywords

Details 詳細情報について

Report a problem

Back to top