Diemer Sanna L, Kristensen Morten, Rasmussen Brian, Beeren Sophie R, Pittelkow Michael
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø, Denmark.
Department of Chemistry, Technical University of Denmark, DK-2800 Kgs. Lyngby, Denmark.
Int J Mol Sci. 2015 Sep 10;16(9):21858-72. doi: 10.3390/ijms160921858.
Dynamic combinatorial chemistry has emerged as a promising tool for the discovery of complex receptors in supramolecular chemistry. At the heart of dynamic combinatorial chemistry are the reversible reactions that enable the exchange of building blocks between library members in dynamic combinatorial libraries (DCLs) ensuring thermodynamic control over the system. If more than one reversible reaction operates in a single dynamic combinatorial library, the complexity of the system increases dramatically, and so does its possible applications. One can imagine two reversible reactions that operate simultaneously or two reversible reactions that operate independently. Both these scenarios have advantages and disadvantages. In this contribution, we show how disulfide exchange and boronic ester transesterification can function simultaneous in dynamic combinatorial libraries under appropriate conditions. We describe the detailed studies necessary to establish suitable reaction conditions and highlight the analytical techniques appropriate to study this type of system.
动态组合化学已成为超分子化学中发现复杂受体的一种很有前景的工具。动态组合化学的核心是可逆反应,这些反应能够使动态组合库(DCLs)中的库成员之间进行构建单元的交换,从而确保对系统的热力学控制。如果在单个动态组合库中同时存在多个可逆反应,系统的复杂性会急剧增加,其可能的应用也是如此。可以想象有两个同时发生的可逆反应,或者两个独立发生的可逆反应。这两种情况都有优缺点。在本论文中,我们展示了在适当条件下,二硫键交换和硼酸酯酯交换如何能在动态组合库中同时发挥作用。我们描述了建立合适反应条件所需的详细研究,并强调了适用于研究这类系统的分析技术。