Abstract
AbstractBinding behavior of 4,4′-ethylenedianiline-bridged bis(6-amino-6-deoxy-β-cyclodextrin) with seven nonaromatic oligopeptides, i.e., Leu-Gly, Gly-Leu, Glu-Glu, Met-Met, Gly-Gly, Gly-Gly-Gly, and Gly-Pro, was investigated at 25 °C in phosphate buffer (pH 7.20) by fluorescence and 2D NMR spectroscopy. The result obtained from the ROESY spectrum shows that the phenyl moieties in the linker of the bis(β-cyclodextrin) are partly self-included in the cyclodextrin cavity and are entirely expelled out of the cyclodextrin cavity upon complexation with guest oligopeptides. Owing to the cooperative “cyclodextrin-guest-cyclodextrin” sandwich binding mode, the bis(β-cyclodextrin) exhibits relatively high sequence selectivity up to 5.3 for the Gly-Leu/Leu-Gly pair and length-selectivity up to 4.6 for the Gly-Gly-Gly/Gly-Gly pair. The molecular binding ability and selectivity are discussed from the viewpoints of induced fit and multiple recognition between host and guest.Graphical Abstract[IMAGE]
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