Issue 19, 2007
From the journal:

Chemical Communications

One-pot synthesis of a pentasaccharide with antibiotic activity against Helicobacter pylori†

Ping Wang,a   Heeseob Lee,a   Minoru Fukudaa  and  Peter H. Seeberger*ab  

* Corresponding authors

a Glycobiology Program, Cancer Research Center, Burnham Institute for Medical Research, La Jolla, CA, USA
E-mail: seeberger@burnham.org
Fax: +41 44 6331235
Tel: +41 44 6332103

b Laboratory for Organic Chemistry, Swiss Federal Institute of Technology (ETH) Zürich, Wolfgang-Pauli-Str. 10, HCI F315, Zürich, Switzerland

Abstract

A pentasaccharide that contains the α-1,4-GlcNAc mucin core two-branched O-glycan has been synthesized by a one-pot, two-step glycosylation strategy; this particular carbohydrate motif may provide protection against H. pylori induced pathologies since the synthetic pentasaccharide inhibits cholesterol α-glucosyltransferase (IC50 of 0.47 mM).

Graphical abstract: One-pot synthesis of a pentasaccharide with antibiotic activity against Helicobacter pylori

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Article information

DOI
https://doi.org/10.1039/B618662A
Article type
Communication
Submitted
21 Dec 2006
Accepted
24 Jan 2007
First published
20 Feb 2007

Chem. Commun., 2007, 1963-1965

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One-pot synthesis of a pentasaccharide with antibiotic activity against Helicobacter pylori

P. Wang, H. Lee, M. Fukuda and P. H. Seeberger, Chem. Commun., 2007, 1963 DOI: 10.1039/B618662A

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