Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore, 637371, Singapore.
School of Materials Science and Engineering, Nanyang Technological University, 50 Nanyang Avenue, Singapore, 639798, Singapore.
Adv Mater. 2018 Dec;30(49):e1805175. doi: 10.1002/adma.201805175. Epub 2018 Oct 9.
Construction of integrated self-assembly with ordered structures from two or more organic building blocks is currently a challenge, since it suffers from intrinsic systematic complexity and diverse competitive pathways. Here, it is reported that aromatic amino acid building units can be incorporated into two- or three-component coassembly driven primarily by hydrogen bonding interactions without the assistance of metal-ligand and macrocycle-based host-guest interactions. The key strategy is to employ a C -symmetric molecule with alternative hydrogen bonding donor/acceptor sites that are able to bind either carboxylic acid or pyridine appended building units. Aromatic amino acids, C -symmetric compound, and bipyridine unit constitute a unique ternary mutual binding system, where three coassembly pathways including two pairwise formations and one ternary combination are unveiled, giving rise to two- and three-component self-assemblies with ordered structures, respectively. The pathway complexity lies in the structural parameter of aromatic amino acids, which can be programmable by controlling substituents at the α-position of amino acids.
从两个或更多有机构建块构建具有有序结构的集成自组装目前是一个挑战，因为它受到内在系统复杂性和多种竞争途径的影响。在这里，据报道，芳香族氨基酸构建单元可以在没有金属配体和大环主体-客体相互作用辅助的情况下，主要通过氢键相互作用纳入到二组分或三组分共组装中。关键策略是使用具有替代氢键供体/受体位点的 C 对称分子，这些位点能够结合羧酸或吡啶附加构建单元。芳香族氨基酸、C 对称化合物和联吡啶单元构成了独特的三元互绑定系统，揭示了包括两个成对形成和一个三元组合在内的三种共组装途径，分别导致具有有序结构的二组分和三组分自组装。途径的复杂性在于芳香族氨基酸的结构参数，通过控制氨基酸α位的取代基可以对其进行编程。
