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Influencing the Binding Selectivity of Self-Assembled Cyclodextrin Monolayers on Gold through Their Architecture

机译:通过其结构影响金上自组装的环糊精单分子膜的结合选择性

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Cyclodextrin derivatives modified with seven thioether moieties (1) or with one thiol moiety (2) bind to gold. Monolayers on gold of 1 or mixed monolayers of 2 and mercaptoundecanol were characterized by electrochemistry, wettability, and atomic force microscopy (AFM). Monolayers of 1 are well-ordered, but the order in the mixed monolayers depends on the ratio of 2 to mercaptoundecanol. With sufficient alkyl chains to fill the space under the cyclodextrin moiety of 2, the monolayers are densely packed. Guest rescognition at these monolayers in water was studied by surface plasmon resonance (SPR) spectroscopy. For simple organic guests, monolayers of 1 showed the same selectivity and binding strength as #beta#-cyclodextrin in solution; however, the selectivity towards steroidal bile salts differs from solution. The mixed monolayers of 2, in which the cyclodextrin is less substituted and has more flexibility, bind steroidal guests (6a-6e) with the same selectivity as #beta#-cyclodextrin in solution.
机译:用七个硫醚部分(1)或一个硫醇部分(2)修饰的环糊精衍生物与金结合。通过电化学,润湿性和原子力显微镜(AFM)对金1上的单分子膜或2和巯基十一烷的混合单分子膜进行表征。 1的单层是有序的,但是混合单层中的顺序取决于2与巯基十一烷醇的比例。由于有足够的烷基链来填充2的环糊精部分下的空间,因此单层被紧密堆积。通过表面等离振子共振(SPR)光谱研究了水中这些单层的客体识别。对于简单的有机客体,单层1在溶液中的选择性和结合强度与#beta#-环糊精相同。但是,对甾族胆汁盐的选择性与溶液不同。 2的混合单分子层(其中环糊精的取代程度较低且具有更大的柔韧性)以与溶液中的#beta#-环糊精相同的选择性结合甾类客体(6a-6e)。

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