Second generation mimics of ganglioside GM1 as artificial receptors for cholera toxin: Replacement of the sialic acid moiety

Authors
Bernardi, A Carrettoni, L Ciponte, AG Monti, D Sonnino, S
Citation
A. Bernardi et al., Second generation mimics of ganglioside GM1 as artificial receptors for cholera toxin: Replacement of the sialic acid moiety, BIOORG MED, 10(19), 2000, pp. 2197-2200
Citations number
20
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
10
Issue
19
Year of publication
2000
Pages
2197 - 2200
Database
ISI
SICI code
0960-894X(20001002)10:19<2197:SGMOGG>2.0.ZU;2-7
Abstract
In a program directed towards the design and synthesis of mimics of ganglio side GM1, the NeuAc recognition domain was replaced by simple hydroxy acids , and the affinity of the new ligands to the cholera toxin was determined b y fluorescence spectroscopy. The (R)-lactic acid derivative 4 was found to display the highest affinity of the series (K-D = 190 mu M). (C) 2000 Elsev ier Science Ltd. All rights reserved.