Stable and Biocompatible Monodispersion of C60 in Water by Peptides
Stable and Biocompatible Monodispersion of C60 in Water by Peptides
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DOI：
10.1021/acs.bioconjchem.8b00916
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发表时间：
2019-03-01
影响因子：
4.7
通讯作者：
Calvaresi, Matteo
中科院分区：
文献类型：
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作者：
Di Giosia, Matteo;Nicolini, Federica;Calvaresi, Matteo
C-60在水中缺乏溶解度和形成聚集体阻碍了技术开发的许多机会。本文设计和合成了不同的多肽，目的是使C-60在水中实现单分子分散。苯丙氨酸被用作识别基团，能够通过pi-pi堆叠与C-60相互作用，而不同数量的甘氨酸被用作间隔基团，连接两个末端苯丙氨酸。在pH为12时，FGGGF肽纳米weezer对C-60的分散效果最好。对该加合物进行了全面表征。多肽能高效分散C-60在水中，且溶液在纯水和生理环境下均可稳定数月。核磁共振测量证明了肽与C-60相互作用的能力。原子力显微镜测定表明C-60是单分散的。电喷雾电离质谱法测定了C-60@（FGGGF）的化学计量(4)。分子动力学模拟表明，肽在C-60笼周围聚集，就像包装纸里的糖果一样，创造了一个能够接受腔内C-60的超分子宿主。肽包裹的C-60具有完全的生物相容性，消除了C-60的“暗毒性”。C-60@(FGGGF)(4)显示，在生理盐水浓度下，可见光诱导的活性氧（ROS）产生，以及可见光照射下HeLa细胞活力的降低。
The lack of solubility in water and the formation of aggregates hamper many opportunities for technological exploitation of C-60. Here, different peptides were designed and synthesized with the aim of monomolecular dispersion of C-60 in water. Phenylalanines were used as recognizing moieties, able to interact with C-60 through pi-pi stacking, while a varying number of glycines were used as spacers, to connect the two terminal phenylalanines. The best performance in the dispersion of C-60 was obtained with the FGGGF peptidic nanotweezer at a pH of 12. A full characterization of this adduct was carried out. The peptides disperse C-60 in water with high efficiency, and the solutions are stable for months both in pure water and in physiological environments. NMR measurements demonstrated the ability of the peptides to interact with C-60. AFM measurements showed that C-60 is monodispersed. Electrospray ionization mass spectrometry determined a stoichiometry of C-60@(FGGGF)(4). Molecular dynamics simulations showed that the peptides assemble around the C-60 cage, like a candy in its paper wrapper, creating a supramolecular host able to accept C-60 in the cavity. The peptide-wrapped C-60 is fully biocompatible and the C-60 "dark toxicity" is eliminated. C-60@(FGGGF)(4) shows visible light-induced reactive oxygen species (ROS) generation at physiological saline concentrations and reduction of the HeLa cell viability in response to visible light irradiation.