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. This journal is © the Partner Organisations 2014.
Schmitt, A., Perraud, O., Payet, E., Chatelet, B., Bousquet, B., Valls, M., et al. (2014). Improved hemicryptophane hosts for the stereoselective recognition of glucopyranosides. ORGANIC & BIOMOLECULAR CHEMISTRY, 12(24), 4211-4217 [10.1039/c4ob00156g].
Improved hemicryptophane hosts for the stereoselective recognition of glucopyranosides
Padula D.;
2014-01-01
Abstract
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. This journal is © the Partner Organisations 2014.
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https://hdl.handle.net/11365/1111522
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