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多孔有机笼用于对氨基酸和羟基酸的对映体荧光识别。

Porous organic cage for enantiomeric fluorescence recognition of amino acid and hydroxy acid.

机构信息

College of Material and Chemistry & Chemical Engineering, Chengdu University of Technology, Chengdu, China.

Analytical and Testing Centre of Sichuan Province, Chengdu, China.

出版信息

Luminescence. 2021 Dec;36(8):2022-2027. doi: 10.1002/bio.4139. Epub 2021 Sep 24.

DOI:10.1002/bio.4139
PMID:34494710
Abstract

A new method based on the enantioselective recognition of porous organic cages CC3-R was established for the first time. Porous organic cages are widely used for separation, adsorption and host-guest interaction sensing, but are rarely used for fluorescence sensing. Based on the inherent chiral environment of CC3-R and the inherent fluorescence properties of the organic ligands constituting the cage, when different chiral monomers diffuse into the cage, different effects occur to produce changes in fluorescence. We found for the first time that the fluorescence of CC3-R can be enhanced and quenched by tyrosine and mandelic acid, respectively, and that different chiral monomers are enhanced or quenched differently at the same concentration. Unlike the chiral recognition of other composite luminescent materials, the chiral porous organic cage not only utilizes its own host-guest effect for chiral recognition, but also utilizes the organic ligands constituting the cage for luminescence recognition. This work provides an alternative method to accomplish chiral recognition other than chromatography, that is using porous organic cages (POC), but it can show the advantages of simplicity, low cost and high sensitivity. We believe this work could provide valuable thoughts in the exploration of POC in chiral recognition as new FL probes for the future.

摘要

首次建立了一种基于手性多孔有机笼 CC3-R 的对映体选择性识别的新方法。多孔有机笼广泛应用于分离、吸附和主客体相互作用传感,但很少用于荧光传感。基于 CC3-R 的固有手性环境和构成笼的有机配体的固有荧光性质,当不同的手性单体扩散到笼中时,会产生不同的影响,从而产生荧光变化。我们首次发现,CC3-R 的荧光可以分别被酪氨酸和扁桃酸增强和猝灭,并且在相同浓度下不同的手性单体的增强或猝灭程度不同。与其他复合发光材料的手性识别不同,手性多孔有机笼不仅利用其自身的主客体效应进行手性识别,还利用构成笼的有机配体进行发光识别。这项工作为除色谱法之外的手性识别提供了一种替代方法,即使用多孔有机笼(POC),但它可以显示出简单、低成本和高灵敏度的优势。我们相信这项工作在手性识别中探索 POC 作为未来新的 FL 探针方面可以提供有价值的思路。

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