College of Materials Science and Engineering, Shenyang University of Chemical Technology, Shenyang 110142, People's Republic of China.
Org Biomol Chem. 2020 Apr 29;18(16):3125-3134. doi: 10.1039/d0ob00122h.
Two organoselenium compounds, both of which were modified with two primary amine groups, were designed and synthesized to mimic the catalytic properties of glutathione peroxidase (GPx). It was demonstrated that the catalytic mechanism of the diselenide organoselenium compound (compound 1) was a ping-pong mechanism while that of the selenide organoselenium compound (compound 2) was a sequential mechanism. The pH-controlled switching of the catalytic activities was achieved by controlling the formation and dissociation of the pseudorotaxanes based on the organoselenium compounds and cucurbit[6]uril (CB[6]). Moreover, the switching was reversible at pH between 7 and 9 for compound 1 or between 7 and 10 for compound 2.
两种有机硒化合物都经过两个伯胺基团的修饰，旨在模拟谷胱甘肽过氧化物酶（GPx）的催化特性。结果表明，二硒代有机硒化合物（化合物 1）的催化机制为乒乓机制，而硒代有机硒化合物（化合物 2）的催化机制为顺序机制。通过控制基于有机硒化合物和葫芦脲[6]（CB[6]）的假轮烷的形成和解离，实现了催化活性的 pH 控制开关。此外，化合物 1 的 pH 值在 7 到 9 之间，化合物 2 的 pH 值在 7 到 10 之间时，这种开关是可逆的。
