Syntheses of new model compounds related to an antigenic epitope from Bupleurum falcatum L. and their distributions in various ganglioside- phospholipid monolayers

Noriyasu Hada, Yuhua Jin, Tadahiro Takeda, Isao Ohtsuka, Shoko Yokoyama

Research output: Contribution to journalArticle

4 Citations (Scopus)


6-N-[2-(Tetradecyl)hexadecanamido]hexyl β-D-glucopyranosyluronic acid-(1→6)-β-D-galactopyranosyl-(1→6)-β-D-galactopyranoside (1) and its clustering compound (2) carrying a tetravalent sugar unit, which are new model compounds related to a major antigenic epitope from antiulcer pectic polysaccharide of Bupleurum falcatum L., were synthesized and the distributions of 1 and 2 in mixed ganglioside (GM1, GD1a or GT1b)/phospholipid (DPPC) monolayers were observed using atomic force microscopy (AFM). AFM images showed that 1 was distributed in the GM1, GD1a and GT1b region of the mixed monolayers, in which 1 was miscible with GD1a. Specific distribution of 1 was observed in the mixed GM1/DPPC monolayer. Compound 2 was miscible with GM1, while 2 formed associations with GD1a and GT1b in the mixed monolayers. The distribution mode of 1 and 2 was different among the mixed ganglioside/DPPC monolayers.

Original languageEnglish
Pages (from-to)1281-1284
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Issue number9
Publication statusPublished - 2006 Sep 14



  • Atomic force microscopy
  • Bupleurum falcatum
  • Ganglioside/DPPC monolayer
  • Peptidic glycocluster

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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