Palamà Ilaria Elena, Di Maria Francesca, Zangoli Mattia, D'Amone Stefania, Manfredi Giovanni, Barsotti Jonathan, Lanzani Guglielmo, Ortolani Luca, Salatelli Elisabetta, Gigli Giuseppe, Barbarella Giovanna
CNR NANOTEC c/o Campus Ecotekne, Via Monteroni 73100 Lecce Italy
CNR-ISOF Via P. Gobetti 101 40129 Bologna Italy
RSC Adv. 2019 Jul 25;9(40):23036-23044. doi: 10.1039/c9ra04782d. eCollection 2019 Jul 23.
The use of intrinsic chiral molecules opens the door to bio-imaging specific tools and to the development of target-therapy. In this work the synthesis and characterization of polythiophenes with alkyl side chains containing one or chiral carbon is reported. Enantiopure chiral nanoparticles ( or NPs) were prepared from the polymers by a reprecipitation method. UV-vis, photoluminescence and circular dichroism spectroscopy of the NPs are described. analysis and metabolic assays show that both and NPs are efficiently taken-up by fibroblast cells without signs of toxicity. SDS-PAGE experiments show that formation of hard protein 'corona' enhances the chirality difference between nanoparticles. Co-localization experiments demonstrate that the cells are able to discriminate between the enantiomeric and nanoparticles. Finally, experiments carried out on Gram negative and Gram positive bacteria show that the enantiomeric NPs display different antibacterial activity.
内禀手性分子的应用为生物成像特定工具和靶向治疗的发展打开了大门。在这项工作中,报道了含有一个或手性碳的烷基侧链聚噻吩的合成与表征。通过再沉淀法从聚合物制备了对映体纯的手性纳米颗粒(或NPs)。描述了NPs的紫外可见光谱、光致发光光谱和圆二色光谱。分析和代谢试验表明,两种NPs都能被成纤维细胞有效摄取且无毒性迹象。SDS-PAGE实验表明,硬蛋白“冠层”的形成增强了纳米颗粒之间的手性差异。共定位实验证明细胞能够区分对映体NPs。最后,对革兰氏阴性菌和革兰氏阳性菌进行的实验表明,对映体NPs表现出不同的抗菌活性。