The synthesis of L-tryptophan attached to the C3 group of a beta-cyclodextrin through amide linkages with ethylenediamine or propylenediamine is reported. Circular dichroism and fluorescence investigations were carried out showing great differences between the two derivatives. The derivative containing the propylenediamine chain shows clear self-inclusion and exhibits spectral variations upon guest inclusion detected both by circular dichroism or by fluorescence. The difference in conformation of the two derivatives could be explained on the basis of the chain length.
Intramolecular Inclusion of L-Tryptophan within 3-functionalized cyclodextrins
RIZZARELLI, Enrico;VECCHIO, Graziella
1998-01-01
Abstract
The synthesis of L-tryptophan attached to the C3 group of a beta-cyclodextrin through amide linkages with ethylenediamine or propylenediamine is reported. Circular dichroism and fluorescence investigations were carried out showing great differences between the two derivatives. The derivative containing the propylenediamine chain shows clear self-inclusion and exhibits spectral variations upon guest inclusion detected both by circular dichroism or by fluorescence. The difference in conformation of the two derivatives could be explained on the basis of the chain length.File in questo prodotto:
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