环状低硫族化合物(COC)正在成为渗透细胞的有希望的系统。明显优于和不同于所报道的二硒二烷和表硫二酮哌嗪,我们介绍了苯并多硫酸盐(BPS),这显示了高效的交付,对细胞内吞抑制剂不敏感,以及与蛋白质一样大的底物的兼容性。这种高活性与高反应性相吻合,选择性地朝向硫醇,在紧张的情况下超过二硫化物的汇率。结果是极端硫物种的动态共价网络,包括环状低聚物,从二聚体到七聚体,环中最多有19个硫。从该展开的自适应网络中进行选择,然后产生访问新摄取途径所需的反应性和选择性。与其他COCs相反,BPS在硫醇亲和柱上显示高保留。细胞穿透的新模式的识别是重要的,因为他们承诺新的解决方案,在交付和超越挑战。
Cyclic oligochalcogenides (COCs) are emerging as promising systems to penetrate cells. Clearly better than and different to the reported diselenolanes and epidithiodiketopiperazines, we introduce the benzopolysulfanes (BPS), which show efficient delivery, insensitivity to inhibitors of endocytosis, and compatibility with substrates as large as proteins. This high activity coincides with high reactivity, selectively toward thiols, exceeding exchange rates of disulfides under tension. The result is a dynamic-covalent network of extreme sulfur species, including cyclic oligomers, from dimers to heptamers, with up to nineteen sulfurs in the ring. Selection from this unfolding adaptive network then yields the reactivities and selectivities needed to access new uptake pathways. Contrary to other COCs, BPS show high retention on thiol affinity columns. The identification of new modes of cell penetration is important because they promise new solutions to challenges in delivery and beyond.