beta-cyclodextrins functionalized by D or L-tryptophan were synthesised. NMR, circular dichroism and fluorescence investigations were carried out showing the clear intramolecular inclusion of the tryptophan in the cyclodextrin cavity. The derivatives act as a fluorescent sensor which is useful for detecting organic species in solution. Furthermore, derivatives L and D show different sensitivity with regard to their interaction with a guest. The difference might be due to the disposition of the indole with respect to the cavity of the cyclodextrin, induced by the chirality of the tryptophan.

Synthesis and intramolecular inclusion studies of tryptophan-modified-β-cyclodextrins

RIZZARELLI, Enrico;VECCHIO, Graziella
1998

Abstract

beta-cyclodextrins functionalized by D or L-tryptophan were synthesised. NMR, circular dichroism and fluorescence investigations were carried out showing the clear intramolecular inclusion of the tryptophan in the cyclodextrin cavity. The derivatives act as a fluorescent sensor which is useful for detecting organic species in solution. Furthermore, derivatives L and D show different sensitivity with regard to their interaction with a guest. The difference might be due to the disposition of the indole with respect to the cavity of the cyclodextrin, induced by the chirality of the tryptophan.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/20.500.11769/3348
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