Issue 34, 2011
From the journal:

Chemical Communications

Synthesis of the glycan moiety of ganglioside HPG-7 with an unusual trimer of sialic acid as the inner sugar residue†‡§

Yuki Iwayama,ab   Hiromune Ando,*ab   Hide-Nori Tanaka,ab   Hideharu Ishidaa  and  Makoto Kiso*ab  

* Corresponding authors

a Department of Applied Bioorganic Chemistry, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan
E-mail: hando@ gifu-u.ac.jp
Fax: +81-58-293-3452
Tel: +81-58-293-3452

b Institute for Integrated Cell-Material Sciences (WPI program), Kyoto University, Yoshida Ushinomiya-cho, Sakyo-ku, Kyoto 606-8501, Japan

Abstract

The glycan moiety of ganglioside HPG-7, isolated from the sea cucumber (Holothuria pervicax), was synthesized for the first time. The characteristic substructure, a trisialic acid sequence embedded in the glycan, was deliberately constructed by utilizing suitably differentiated sialyl units for various synthetic purposes. Finally, a pentasaccharide was successfully delivered as the hexyl glycoside.

Graphical abstract: Synthesis of the glycan moiety of ganglioside HPG-7 with an unusual trimer of sialic acid as the inner sugar residue

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Article information

DOI
https://doi.org/10.1039/C1CC13200H
Article type
Communication
Submitted
31 May 2011
Accepted
11 Jul 2011
First published
21 Jul 2011

Chem. Commun., 2011,47, 9726-9728

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Synthesis of the glycan moiety of ganglioside HPG-7 with an unusual trimer of sialic acid as the inner sugar residue

Y. Iwayama, H. Ando, H. Tanaka, H. Ishida and M. Kiso, Chem. Commun., 2011, 47, 9726 DOI: 10.1039/C1CC13200H

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