Novel receptors featuring a 2,6-diamidopyridine 'head' group and bearing sulfonamidopeptide sidearms have been prepared on the solid-phase; one receptor showed high selectivity for N-Cbz-D-Ala-D-AlaOH over its enantiomer N-Cbz-L-Ala-L-AlaOH, but absolute binding constants were relatively weak, which can be understood in terms of receptors which have to unfold, breaking intramolecular hydrogen bonds, in order to accommodate the guests.
Enantioselective binding of dipeptides using acyclic receptors / E. Botana, S. Ongeri, R. Arienzo, M. Demarcus, J. Frey, U. Piarulli, D. Potenza, C.M.A. Gennari, J. Kilburn. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - 2001:15(2001), pp. 1358-1359. [10.1039/b102383g]
Enantioselective binding of dipeptides using acyclic receptors
D. Potenza;C.M.A. GennariPenultimo
;
2001
Abstract
Novel receptors featuring a 2,6-diamidopyridine 'head' group and bearing sulfonamidopeptide sidearms have been prepared on the solid-phase; one receptor showed high selectivity for N-Cbz-D-Ala-D-AlaOH over its enantiomer N-Cbz-L-Ala-L-AlaOH, but absolute binding constants were relatively weak, which can be understood in terms of receptors which have to unfold, breaking intramolecular hydrogen bonds, in order to accommodate the guests.
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