Four new enantiomerically and diastereomerically pure hemicryptophane hosts (M-SSS-2/P-SSS-2 and M-RRR-2/P-RRR-2 pairs) were designed for the recognition of sugar derivatives. Their absolute configuration was determined from the circular dichroism spectra and DFT calculations. The host molecules were then used for the stereoselective recognition of glucopyranosides. Binding constants were obtained from 1H NMR titration experiments showing an increase of affinity for this class of receptors, associated with an improved diastereo- and enantio-differentiation.
|Autori:||Jean Pierre Dutasta;Aline Schmitt;Olivier Perraud;Elina Payet;Bastien Chatelet;Benjamin Bousquet;Marion Valls;Daniele Padula;Lorenzo Di Bari;Alexandre Martinez|
|Titolo:||Improved hemicryptophane hosts for the stereoselective recognition of glucopyranosides|
|Anno del prodotto:||2014|
|Digital Object Identifier (DOI):||10.1039/c4ob00156g|
|Appare nelle tipologie:||1.1 Articolo in rivista|