Abstract

The three novel amino acid β-cyclodextrin derivatives, l-methionine ( l-Met-β-CD, 2), l-proline ( l-Pro-β-CD, 3), and l-isoleucine ( l-Ile-β-CD, 4) modified β-cyclodextrins have been synthesized, and their inclusion complexation behavior was investigated through fluorescence spectrometry. Selecting both 8-anilino-1-napthalenesulfonic acid ammonium salt (ANS) and Rhodamine B (RhB) as spectral probes, spectrofluorometric titrations have been performed in aqueous phosphate buffer solution (pH 7.20) to calculate the complex stability constants ( K s) for 1:1 inclusion complexation of amino acid modified β-cyclodextrins ( 2–4) with the two guest molecules. The results obtained indicate that the binding ability of modified β-cyclodextrins ( 2–4) with ANS increased as compared with the parent β-CD ( 1), where decreased with RhB. The molecular binding ability of ANS and RhB guests by natural ( 1) and modified β-cyclodextrins ( 2–4) was discussed from the size/shape fit concept.

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