Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, P. R. China.
College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, P. R. China.
Analyst. 2022 Nov 7;147(22):5068-5074. doi: 10.1039/d2an01445a.
A novel electrochemical chiral sensor has been designed based on the principle of competitive host-guest interaction and utilized for the discrimination of electroinactive proline (Pro) isomers. Electroactive methylene blue (MB) was used as the signal probe, which was combined with multi-walled carbon nanotubes (MWCNTs)-decorated β-cyclodextrin (β-CD), host-guest interaction, where the oxidation peak currents of MB decreased after isomers of Pro were combined with the MWCNTs-β-CD a competitive host-guest interaction. Due to the steric configuration of L-Pro matching the cavity of β-CD, more L-Pro than D-Pro was combined with MWCNTs-β-CD, resulting in a more pronounced decrease of MB peak currents. Therefore, the isomers of Pro could be discriminated. Besides Pro, the isomers of electroinactive histidine (His) could also be discriminated with the chiral sensor. In addition, the contents of L-Pro in non-racemic mixtures could be detected with the developed chiral sensor.
一种基于主客体竞争相互作用原理设计的新型电化学手性传感器，用于电活性脯氨酸（Pro）异构体的识别。使用电活性亚甲基蓝（MB）作为信号探针，与多壁碳纳米管（MWCNTs）修饰的β-环糊精（β-CD）结合，发生主客体相互作用，Pro 异构体与 MWCNTs-β-CD 结合后，MB 的氧化峰电流降低。由于 L-Pro 的空间构象与β-CD 的空腔相匹配，与 MWCNTs-β-CD 结合的 L-Pro 多于 D-Pro，导致 MB 峰电流的降低更为显著。因此，可以对 Pro 的异构体进行区分。除 Pro 外，该手性传感器还可以区分电活性组氨酸（His）的异构体。此外，还可以用所开发的手性传感器检测非对映混合物中 L-Pro 的含量。
