College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing, China.
J Fluoresc. 2020 May;30(3):679-685. doi: 10.1007/s10895-020-02539-6. Epub 2020 May 4.
Chirality plays a very important role in medicine, biochemistry and other fields. Because the enantiomers of chiral drugs often show different pharmacology activity, metabolism, and toxicity, therefore, the recognition of chiral molecules is very important, and has become a hot spot and frontier of modern chemical research. In this paper, a new method for recognizing chiral molecular based on naphthalimide dye(NA)⊂cucurbit[5]uril(CB[7]) assembly is developed. NA as guest can be combined with the host CB[7] to form a 1:1 NA⊂CB[7] assembly. Furthermore, this assembly was used as a fluorescent probe to recognize D/L-phenylalanine and D/L-phenylalaninol by fluorescence titration. When D-phenylalanine or D-phenylalaninol was added to NA⊂CB[7] assembly, the fluorescent intensity of assembly was partially quenched, but when L-phenylalanine or L-phenylalaninol was added to NA⊂CB[7], the fluorescence intensity of the assembly almost unchanged. Herein, chiral recognition platform based on achiral NA⊂achiral CB[7] was constructed.
手性在医学、生物化学等领域中起着非常重要的作用。由于手性药物的对映体通常表现出不同的药理学活性、代谢和毒性，因此，对手性分子的识别非常重要，已成为现代化学研究的热点和前沿。本文开发了一种基于萘酰亚胺染料（NA）⊂葫芦[5]脲（CB[7]）组装体识别手性分子的新方法。NA 作为客体可以与主体 CB[7]结合形成 1:1 的 NA⊂CB[7]组装体。此外，该组装体被用作荧光探针，通过荧光滴定法识别 D/L-苯丙氨酸和 D/L-苯丙醇胺。当 D-苯丙氨酸或 D-苯丙醇胺加入到 NA⊂CB[7]组装体中时，组装体的荧光强度部分猝灭，但当 L-苯丙氨酸或 L-苯丙醇胺加入到 NA⊂CB[7]中时，组装体的荧光强度几乎不变。在此，构建了基于非手性 NA⊂非手性 CB[7]的手性识别平台。
