Victoria Florence, Manioudakis John, Zaroubi Liana, Findlay Brandon, Naccache Rafik
Department of Chemistry and Biochemistry, Concordia University Montreal QC Canada H4B 1R6
Centre for NanoScience Research, Concordia University Montreal QC Canada H4B 1R6.
RSC Adv. 2020 Sep 1;10(53):32202-32210. doi: 10.1039/d0ra05208f. eCollection 2020 Aug 26.
Chirality remains a critical consideration in drug development and design, as well as in applications of enantioselective recognition and sensing. However, the preparation of chiral nanomaterials requires extensive post synthetic modifications with a chiral agent, coupled with extensive purification. This limits the use and application of chiral nanomaterials. Herein, we report a facile, one-step microwave-assisted synthesis of chiral carbon dots through the reaction of l- and d-cysteine amino acid precursors and citric acid. We modulated the synthetic parameters to preserve and tune the residual chiral properties of the dots and demonstrate that the reaction conditions play a critical role in dictating the chiral behaviour of the dots. Finally, in a proof of concept application we demonstrated that the synthesized carbon dots, particularly d-carbon dots inhibit bacterial growth at a lower concentration than l-carbon dots. By varying bacterial strains and chirality of the carbon dots, concentrations ranging from 0.25-4 mg mL of the nanoparticles were required to inhibit microbial growth. The ability to preserve and tune chirality during synthesis can open up novel avenues and research directions for the development of enantioselective materials, as well as antibacterial films and surfaces.
手性仍然是药物开发与设计以及对映选择性识别与传感应用中的关键考量因素。然而,手性纳米材料的制备需要使用手性试剂进行大量的合成后修饰,同时还需要进行大量的纯化。这限制了手性纳米材料的使用和应用。在此,我们报道了一种通过左旋和右旋半胱氨酸氨基酸前体与柠檬酸反应,简便、一步微波辅助合成手性碳点的方法。我们调节合成参数以保留和调节碳点的残留手性性质,并证明反应条件在决定碳点的手性行为方面起着关键作用。最后,在概念验证应用中,我们证明合成的碳点,特别是右旋碳点,在比左旋碳点更低的浓度下就能抑制细菌生长。通过改变细菌菌株和碳点的手性,抑制微生物生长所需的纳米颗粒浓度范围为0.25 - 4 mg/mL。在合成过程中保留和调节手性的能力可为对映选择性材料以及抗菌薄膜和表面的开发开辟新的途径和研究方向。