Improved hemicryptophane hosts for the stereoselective recognition of glucopyranosides - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic & Biomolecular Chemistry Année : 2014

Improved hemicryptophane hosts for the stereoselective recognition of glucopyranosides

Bastien Chatelet
Daniele Padula
Lorenzo Di Bari
Jean-Pierre Dutasta
Alexandre Martinez

Résumé

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.
Fichier non déposé

Dates et versions

hal-01121257 , version 1 (27-02-2015)

Identifiants

Citer

Aline Schmitt, Olivier Perraud, Elina Payet, Bastien Chatelet, Benjamin Bousquet, et al.. Improved hemicryptophane hosts for the stereoselective recognition of glucopyranosides. Organic & Biomolecular Chemistry, 2014, 12 (24), pp.4211-4217. ⟨10.1039/c4ob00156g⟩. ⟨hal-01121257⟩
93 Consultations
0 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More