Issue 7, 2005
From the journal:

Organic & Biomolecular Chemistry

New aminocyclitols as modulators of glucosylceramide metabolism

Meritxell Egido-Gabás,a   Pedro Serrano,ab   Josefina Casas,a   Amadeu Llebariaa  and  Antonio Delgado*ab  

* Corresponding authors

a Research Unit on Bioactive Molecules (RUBAM), Departament de Química Orgànica Biològica, Institut d'Investigacions Químiques i Ambientals de Barcelona (IIQAB-C.S.I.C), Jordi Girona 18-26, Barcelona, Spain

b Universitat de Barcelona, Facultat de Farmàcia, Unitad de Química Farmacèutica (Unitat Associada al CSIC), Avda. Joan XXIII, s/n, Barcelona, Spain
E-mail: adelgado@cid.csic.es
Fax: int +34-932045904

Abstract

A series of 13 aminocyclitol derivatives belonging to two different families is described. Their configuration is governed by the regio- and stereocontrolled epoxide opening of a suitably protected conduritol-B epoxide. Studies on several glycosyl processing enzymes indicate that some of them are good inhibitors of glucosylceramide hydrolase. A rationale to account for preliminary structure–activity relationships is provided.

Graphical abstract: New aminocyclitols as modulators of glucosylceramide metabolism

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Article information

DOI
https://doi.org/10.1039/B411473F
Article type
Paper
Submitted
27 Jul 2004
Accepted
12 Jan 2005
First published
01 Mar 2005

Org. Biomol. Chem., 2005,3, 1195-1201

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New aminocyclitols as modulators of glucosylceramide metabolism

M. Egido-Gabás, P. Serrano, J. Casas, A. Llebaria and A. Delgado, Org. Biomol. Chem., 2005, 3, 1195 DOI: 10.1039/B411473F

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