In a program directed towards the design and synthesis of mimics of ganglioside GM1, the NeuAc recognition domain was replaced by simple hydroxy acids, and the affinity of the new ligands to the cholera toxin was determined by 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 Elsevier Science Ltd. All rights reserved.
Second generation mimics of ganglioside GM1 as artificial receptors for cholera toxin: Replacement of the sialic acid moiety / A. Bernardi, L. Carrettoni, A. Ciponte, D. Monti, S. Sonnino. - In: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS. - ISSN 0960-894X. - 10:19(2000), pp. 2197-2200. [10.1016/S0960-894X(00)00428-5]
Second generation mimics of ganglioside GM1 as artificial receptors for cholera toxin: Replacement of the sialic acid moiety
A. BernardiPrimo
;S. SonninoUltimo
2000
Abstract
In a program directed towards the design and synthesis of mimics of ganglioside GM1, the NeuAc recognition domain was replaced by simple hydroxy acids, and the affinity of the new ligands to the cholera toxin was determined by 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 Elsevier Science Ltd. All rights reserved.
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