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Binding properties of amino-modified β-cyclodextrin derivatives with 1- and 2-naphthols

机译：氨基修饰的β-环糊精衍生物与1-萘酚和2-萘酚的结合特性

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摘要

Study of molecular recognition has been playing an important role in biomimetic chemistry. β-cyclodextrin (β-CD), the cyclic heptamer of glucopyranose, can form inclusion complexes with various types of organic compounds (substrates) through its hydrophobic cavity, and the inclusion formation is considerably specific or selective to the shape, size and hydrophobicity of guests. In vivid systems, specific bindings between molecular species are achieved through the so-called multiple point recognition. It is undoubted that properties of the artificial receptors will approach more of the nature receptors when additive recognition is introduced. Tabushi and Matsui reported that cyclodextrin derivatives, into which additional coordination or strong electrostatic interactions were introduced, can bind certain substrates more selectively. When β-CD was modified with weak basic amino groups, the obtained receptors might bind the phenolic substrates more strongly through both inclusion and weak acid-baseinteractions. The present investigation was undertaken to examine the properties of amino-modified β-CD, mono-6-amino-6-deoxy-β-CD (CDDI) and mono-6-N, N'-diethylamino-6-deoxy-β-CD (CDDII) binding to 1- and 2-naphthols by fluorescence spectra (scheme 1). Different binding performances were found for the structural isomers of naphthol.
机译：分子识别的研究在仿生化学中起着重要作用。 β-环糊精（β-CD）是吡喃葡萄糖的环状七聚体，可通过其疏水腔与各种类型的有机化合物（底物）形成包合物，并且包合物的形成对溶液的形状，大小和疏水性具有相当大的特异性或选择性。客人。在生动的系统中，分子种类之间的特异性结合是通过所谓的多点识别实现的。毫无疑问，引入加成识别后，人工​​受体的特性将接近更多的自然受体。 Tabushi和Matsui报告说，引入了其他配位或强静电相互作用的环糊精衍生物可以更选择性地结合某些底物。当用弱碱性氨基修饰β-CD时，所获得的受体可能通过内含物和弱酸碱相互作用而更牢固地结合酚类底物。进行本研究以检查氨基修饰的β-CD，单6-氨基-6-脱氧-β-CD（CDDI）和单6-N，N'-二乙氨基-6-脱氧-β的性质-CD（CDDII）通过荧光光谱与1-和2-萘酚结合（方案1）。发现萘酚的结构异构体具有不同的结合性能。

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