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A Biomimetic principle for the chemical modification of metal surfaces: Synthesis of tripodal catecholates as analogues of siderophores and mussel adhesion proteins

机译:用于金属表面化学修饰的仿生原理:合成三脚架邻苯二酚盐作为铁载体和贻贝粘附蛋白的类似物

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摘要

By following a biomimetic design principle, tetravalent scaffolds based on an adamantyl and trisalkylmethyl core structure have been synthesized. These scaffolds have been coupled to three catecholamines, thus resembling the characteristic tripodal recognition motif of many natural metal binders, such as mussel adhesion proteins and siderophores, for example, enterobactin. Besides this tripodal recognition element, our scaffolds provide a fourth position for the conjugation of effector molecules. These effectors can be conjugated through biocompatible conjugation techniques to the scaffold and can be used to tailor the properties of different metal surfaces for a range of applications, for example, in implant engineering. Herein, we describe the synthesis of several tripodal metal binders and their immobilization on TiO_2 surfaces by using a simple dip-coating procedure. Furthermore, we demonstrate the conjugation of our surface binders to the dye eosin Y as an effector molecule by peptide coupling. The resulting surfaces have been analyzed by using ellipsometry, time-of-flight secondary ion mass spectrometry, IR spectroscopy, and contact-angle measurements to confirm the specific loading on TiO _2 films and nanoparticles with our trivalent surface binders. As a proof of concept, we have demonstrated the functionalization of TiO_2 nanoparticles with the eosin Y dye.
机译:遵循仿生设计原理,已经合成了基于金刚烷基和三烷基甲基核心结构的四价支架。这些支架已与三种儿茶酚胺偶联,因此类似于许多天然金属结合剂(例如贻贝粘附蛋白和铁载体,例如肠杆菌素)的三脚架识别基序。除了这种三脚架识别元件外,我们的支架还为效应分子的缀合提供了第四个位置。这些效应物可以通过生物相容性缀合技术缀合到支架上,并且可以用于定制不同金属表面的特性以用于一系列应用,例如在植入工程中。在这里,我们描述了几种三脚架金属粘合剂的合成及其通过使用简单的浸涂程序固定在TiO_2表面上的方法。此外,我们证明了我们的表面结合剂通过肽偶联与染料曙红Y结合,作为效应分子。通过使用椭圆光度法,飞行时间二次离子质谱法,IR光谱法和接触角测量法对所得表面进行了分析,以确认具有三价表面粘合剂的TiO _2薄膜和纳米颗粒上的比重。作为概念的证明,我们已经证明了曙红Y染料对TiO_2纳米粒子的功能化。

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