We have previously reported that 8-phenyl-2′-deoxyguanosine derivatives (8PhGs) are able to extract metal cations from an aqueous phase into an organic phase. Herein, we report on the ability of 8PhGs to transport metal cations across a bulk lipophilic liquid membrane. The experiments were performed using lithium, sodium, potassium and strontium picrate salts with the parent lipophilic Gi, two isomeric 8PhG derivatives, cis-dicyclohexano-18-crown-6 (DC18C6) and [2 · 2 · 2] cryptand as reference compounds. The relative amounts of the picrate salts were measured by UV spectroscopy in both the source phase and the receiving phase over a period of 24 h. The results show that the transport efficiency of the self-assembled ionophores formed by 8PhGs is either similar or superior to that of DC18C6, and in all but one case higher than the parent compound Gi. The varying efficiencies between the derivatives can be attributed to the stability (kinetic and thermodynamic) and the different molecularities of the supramolecules formed by these 8PhGs. The ease of the synthesis of 8PhGs, their anion-independent assembly and the fact that the transport efficiency can be modulated as a function of the structure of the 8PhGs bode well for the use of such compounds in the development of novel antimicrobial agents and cation-sensing devices.

中文翻译：

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由亲脂性 8-苯基-2'-脱氧鸟苷衍生物制成的自组装阳离子转运蛋白

我们之前曾报道过 8-苯基-2'-脱氧鸟苷衍生物 (8PhGs) 能够将金属阳离子从水相中提取到有机相中。在此，我们报告了 8PhGs 跨大量亲脂性液膜运输金属阳离子的能力。实验使用苦味酸锂、钠、钾和锶盐和亲脂性 Gi、两种异构体 8PhG 衍生物、cis-dicyclohexano-18-crown-6 (DC18C6) 和 [2·2·2] 穴状配体作为参考化合物进行。苦味酸盐的相对量通过紫外光谱在 24 小时内在源相和接收相中测量。结果表明，8PhGs 形成的自组装离子载体的传输效率与 DC18C6 相似或优于 DC18C6，除了一种情况外，所有情况都高于母体化合物 Gi。衍生物之间的不同效率可归因于这些 8PhG 形成的超分子的稳定性（动力学和热力学）和不同的分子。8PhGs 的合成容易、它们的阴离子独立组装以及运输效率可以作为 8PhGs 结构的函数进行调节的事实预示着这些化合物在开发新型抗菌剂和阳离子方面的应用是个好兆头。传感装置。