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2007:
Pérez-Castells Javier; Hernández-Gay José Juan; Denton Richard W; Tony Kurissery A; Mootoo David R; Jiménez-Barbero Jesús
The conformational behaviour and P-selectin inhibition of fluorine-containing sialyl LeX glycomimetics.
Organic & biomolecular chemistry 2007;
5(
7):.
A combination of experimental J/NOE NMR data with molecular mechanics and dynamics calculations has been used to examine the conformational behaviour and assign the configuration of synthetically prepared epimeric 3-carboxymethyl-O-Gal-(1-->1)-alpha-Man-fluoro-C-glycosides. It is shown that the population distributions around the glycosidic linkages strongly depend on the configuration at the fluorinated carbon of the pseudoacetal residue. It is also shown that these compounds resemble the inhibition ability of sialyl LeX towards P-selectin.
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