H. Ikeda, Nakamura Michiei, Nobuyuki Ise
Nov 13, 1996
Citations
1
Influential Citations
180
Citations
Quality indicators
Journal
Journal of the American Chemical Society
Abstract
Fluorophore−amino acid−cyclodextrin (CD) triad systems, N-dansyl-l-leucine-modified and N-dansyl-d-leucine-modified β-CD (1, 2) and N-dansyl-l-leucine-modified and N-dansyl-d-leucine-modified γ-CD (3, 4), were synthesized and characterized as fluorescent indicators of molecular recognition. Fluorescence decay analyses of these CD derivatives indicated that there exist two lifetime components, being in equilibrium with each other in aqueous solution, with the dansyl moiety included in its own cavity (self-inclusion) for the larger lifetime component while located outside the cavity for the shorter lifetime one. The structural analyses of β-CD derivatives 1 and 2 undertaken by combined use of 1D and 2D NMR spectra indicate that the dansyl moiety of 2 is more deeply included in the CD cavity than that of 1. The leucine residue between the dansyl and the CD moieties of these hosts was more effective in enhancing the binding abilities for various guests when compared with the glycine residue of the correspondi...