ChemInform 06/2012; 43(25):no-no. DOI:10.1002/chin.201225270
An original synthetic route based on multi-glycosylation and selective protection–deprotection steps has been developed which
allows a fast access to complex oligomannosides with both α-(1,3),α-(1,6) and α-(1,3),α-(1,4) cores. The later have been linked
to modified β-cyclodextrins bearing spacing arms of varying chemical structure and length through peptidic-like coupling,
leading to the formation of a range of oligomannosyl cyclodextrin conjugates. Complexation studies with sodium anthraquinone-2-sulfonate
(ASANa) and sodium adamantane 1-carboxylate (ACNa) as guest molecules demonstrated that the β-cyclodextrin inclusion properties
are preserved. Binding affinity studies using the mannose specific lectin Concanavalin A (Con A) demonstrated the key role
of the density and tridimensional structure of the sugar ligand in recognition events.
Journal of Inclusion Phenomena 03/2007; 57(1):9-14. DOI:10.1007/s10847-006-9170-6 · 1.43 Impact Factor
Angewandte Chemie International Edition 08/2006; 45(33):5465-8. DOI:10.1002/anie.200601123 · 11.34 Impact Factor
The synthesis of branched beta-cyclodextrins substituted with mannosyl mimetic derivatives at one primary hydroxy group is described. It was shown that the self-inclusion phenomenon observed for the target compounds in water did not preclude the inclusion properties of the cyclodextrin moiety.
Organic & Biomolecular Chemistry 06/2003; 1(10):1810-8. DOI:10.1039/B301670F · 3.49 Impact Factor