Here we present the design of a new amphiphilic n-(4,4′-trimethyldipyridyl)-(1-dodecyl-1,4,7-triazacyclononane) copper (II) triflate, assigned as Multiplex 1, that self-organizes in water to form three-dimensional nanoscale toroidal structures with an intrinsic affinity to bind and condense DNA strands. Pressed micelles exhibited a standard particle size of about 26 nm, reported by dynamic light scattering. Using flow cytometry, it was showed that these micelles could transfect a reporter gene pEGFPN1 to HEK 293-T cells. Also, a non-hydrophobic structural equivalent, called 4,4′-trimethyldipyridyl-(1,4,7-triazacyclononane) copper (II) triflate (Multiplex 2) was synthesized and characterized by X-ray crystallography to report the chemical environment all over the copper (II) ion in Multiplex 1. We demonstrate that metal-ion coordination and lipid alkane interdigitation mediate the molecules´ self-assembly and that intracellular conditions reverse this type of supramolecular organization. This work proposes that transition metal-mediated compounds that self-assembly can form cheap complex nanoparticles possessing gene transfection properties.

在这里，我们提出了一种新的两亲性 n-(4,4'-三甲基二吡啶基)-(1-dodecyl-1,4,7-triazacyclononane) 铜 (II) 三氟甲磺酸盐的设计，指定为 Multiplex 1，在水中自组织形成具有结合和凝聚 DNA 链的内在亲和力的三维纳米级环形结构。通过动态光散射报告，压制的胶束表现出约 26 nm 的标准粒径。使用流式细胞术，表明这些胶束可以将报告基因 pEGFPN1 转染到 HEK 293-T 细胞。此外，合成了一种称为 4,4'-三甲基二吡啶基-(1,4,7-三氮杂环壬烷) 铜 (II) 三氟甲磺酸盐 (Multiplex 2) 的非疏水结构等价物，并通过 X 射线晶体学进行表征，以报告所有的化学环境。在 Multiplex 1 中的铜 (II) 离子上。我们证明了金属离子配位和脂质烷烃叉指介导了分子的自组装，并且细胞内条件逆转了这种类型的超分子组织。这项工作提出，自组装的过渡金属介导的化合物可以形成具有基因转染特性的廉价复杂纳米粒子。