Department of Chemistry, Indian Institute of Science Education and Research (IISER) Tirupati, Tirupati, Andhra Pradesh-517507, India.
Department of Physics, Indian Institute of Science Education and Research (IISER) Tirupati, Tirupati, Andhra Pradesh-517507, India.
Nanoscale. 2022 Mar 31;14(13):4946-4956. doi: 10.1039/d1nr08506a.
Mandelic acid is a medicinally important chiral molecule that is widely used as a vital component in antibiotics, antiseptics and cosmetics. While the medicinal properties of mandelic acid are well known, its aggregation and gelation characteristics, which are crucial to finding applications as cosmetics and ointments, are least explored. We have designed and synthesized a pair of mandelic acid derivatives and investigated their aggregation properties in binary solvent mixtures. The compounds undergo self-assembly through various noncovalent interactions, leading to the formation of robust chiral gels. Strong birefringence could be visualised from the individual structures constituting the gel. The large rod-like chiral structures are utilized as efficient templates for the assembly of ultra-small luminescent achiral carbon nanodots. The transfer of optical activity from the chiral host matrix to the fluorescent guest nanoparticles resulted in the generation of circularly polarized luminescence signals from the hybrid nanocomposites. The use of blue, green and red-emitting nanodots led to the fabrication of multicolour chiral light-emitting materials capable of covering the entire visible range. Considering the numerous medicinal benefits offered by mandelic acid and carbon nanodots, the materials constituting the nanocomposites, the distinct dimensions presented in the current work open new avenues for chiral light emitting materials to be used in biomedical research.
扁桃酸是一种具有重要药用价值的手性分子,被广泛用作抗生素、防腐剂和化妆品中的重要成分。虽然扁桃酸的药用特性广为人知,但它在作为化妆品和软膏应用时的聚集和凝胶化特性却很少被探索。我们设计并合成了一对扁桃酸衍生物,并研究了它们在二元溶剂混合物中的聚集性质。这些化合物通过各种非共价相互作用进行自组装,形成稳定的手性凝胶。可以从构成凝胶的单个结构中观察到强双折射。大的棒状手性结构被用作组装超小的发光非手性碳纳米点的有效模板。手性主链基质的光学活性向荧光客体纳米颗粒的转移导致了来自杂化纳米复合材料的圆偏振发光信号的产生。使用蓝色、绿色和红色发射纳米点制造了能够覆盖整个可见光范围的多色手性发光材料。考虑到扁桃酸和碳纳米点所提供的众多药用益处、构成纳米复合材料的材料,以及当前工作中呈现的独特尺寸,为手性发光材料在生物医学研究中的应用开辟了新的途径。