Drożdż Wojciech, Kołodziejski Michał, Markiewicz Grzegorz, Jenczak Anna, Stefankiewicz Artur R
Faculty of Chemistry, Adam Mickiewicz University, Umultowska 89b, 61-614 Poznań, Poland.
Centre for Advanced Technologies, Adam Mickiewicz University, Umultowska 89c, 61-614 Poznań, Poland.
Int J Mol Sci. 2015 Jul 17;16(7):16300-12. doi: 10.3390/ijms160716300.
We describe here the generation of new donor-acceptor disulfide architectures obtained in aqueous solution at physiological pH. The application of a dynamic combinatorial chemistry approach allowed us to generate a large number of new disulfide macrocyclic architectures together with a new type of [2]catenanes consisting of four distinct components. Up to fifteen types of structurally-distinct dynamic architectures have been generated through one-pot disulfide exchange reactions between four thiol-functionalized aqueous components. The distribution of disulfide products formed was found to be strongly dependent on the structural features of the thiol components employed. This work not only constitutes a success in the synthesis of topologically- and morphologically-complex targets, but it may also open new horizons for the use of this methodology in the construction of molecular machines.
我们在此描述了在生理pH值的水溶液中获得的新型供体-受体二硫键结构的生成。动态组合化学方法的应用使我们能够生成大量新型二硫键大环结构以及一种由四个不同组分组成的新型[2]索烃。通过四种硫醇官能化水性组分之间的一锅法二硫键交换反应,已生成多达十五种结构不同的动态结构。发现所形成的二硫键产物的分布强烈依赖于所用硫醇组分的结构特征。这项工作不仅在合成拓扑和形态复杂的目标方面取得了成功,而且还可能为该方法在分子机器构建中的应用开辟新的前景。