Chemical Research in Chinese Universities ›› 2023, Vol. 39 ›› Issue (6): 976-984.doi: 10.1007/s40242-023-3004-6

• Articles • Previous Articles     Next Articles

Electrochemical Chiral Recognizing Tryptophan Enantiomers Based on Chiral Metal-Organic Framework D-MOF

HOU Huipeng, TANG Shanshan, WANG Wei, LIU Miao, LIANG Axin, XIE Bingteng, YI Yue, and LUO Aiqin   

  1. Key Laboratory of Molecular Medicine and Biotherapy, School of Life Science, Beijing Institute of Technology, Beijing 100081, P.R. China
  • Received:2023-01-05 Online:2023-12-01 Published:2023-11-18
  • Contact: Luo Aiqin, YI Yue E-mail:bitluo@bit.edu.cn;yueyi@bit.edu.cn
  • Supported by:
    This work was supported by the National Key R&D Program of China (No.2019YFA0904104).

Abstract: In this work, an electrochemical chiral sensor of a nanowire-like chiral metal-organic framework/multiwalled carbon nanotube- chitosan/glassy carbon electrode (D-MOF/MWCNTs-CS/GCE) was proposed for the enantiorecognition of L/D-tryptophan (L/D-Trp). The asymmetrical spatial structure of D-MOF provides the feasibility for the enantiorecognition of Trp enantiomers. Moreover, differential pulse voltammetry (DPV) was carried out to be the detection method and the DPV peak potential difference (ΔEp) between L-Trp and D-Trp was referred as the index of the enantiorecognition performance. Several parameters, such as mass ratios and drop-coated volume of MWCNTs-CS, drop-coated volume and concentration of D-MOF, pH and detection temperature of D-MOF/MWCNTs-CS/GCE were optimized for the largest ΔEp value. And the molecular dynamics (MD) simulation was used to elucidate the enantiorecognition mechanism. Furthermore, the proportions of D-Trp (D-Trp%) in Trp mixtures were detected in a good linear relationship with the DPV peak potentials (Ep), and the proposed electrochemical chiral sensor exhibited good reproducibility, stability and enantiorecognition ability. Additionally, the proposed electrochemical chiral sensor (D-MOF/MWCNTs-CS/GCE) has a good application prospect in the fields of biomedicine, clinical diagnosis, chemical production, pharmaceuticals safety and so on.

Key words: Electrochemical chiral sensor, Chiral metal-organic framework, Multiwalled carbon nanotube-chitosan (MWCNTs-CS), D-MOF, Tryptophan (Trp), Potential difference (ΔEp)