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Insights Into the Molecular Recognition Mechanism of 5-Hydroxy-Indol Acetic Acid by Imprinted Xero-Gel Materials

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Molecular recognition by molecularly imprinted polymers is based on the interaction of the template molecule and the polymeric matrix, usually through hydrogen bonds and/or hydrophobic interactions. In this work, we used different spectroscopic techniques in order to shed light on the recognition process of 5-hydroxyindolacetic acid (5-HIAA) by a molecularly imprinted silica-based xero-gel. X-ray photoelectron spectroscopy as well as infrared spectroscopy is used to reveal the recognition process. From the data, a double interaction mechanism can be confirmed which involves (a) hydrogen bonds between the surface hydroxyl groups of the imprinted xero-gel and the hydroxyl-moiety of 5-HIAA and (b) ππ stacking interactions among the aromatic residues in the xero-gel provided by the phenyltrimethoxysilane precursor and the indol group of the 5-HIIA.
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Document Type: Research Article

Publication date: December 1, 2013

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  • Science of Advanced Materials (SAM) is an interdisciplinary peer-reviewed journal consolidating research activities in all aspects of advanced materials in the fields of science, engineering and medicine into a single and unique reference source. SAM provides the means for materials scientists, chemists, physicists, biologists, engineers, ceramicists, metallurgists, theoreticians and technocrats to publish original research articles as reviews with author's photo and short biography, full research articles and communications of important new scientific and technological findings, encompassing the fundamental and applied research in all latest aspects of advanced materials.
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