Citation: ZHANG Lian-Ming, LI Shu-Huai, LUO Kui, DAI Yu-Ning, LI Jian-Ping. Construction and Application of L-Penicillamine Molecular Imprinted Electrochemical Sensor Based on Covalent Organic Framework-JUZ2 Fixed Conformation[J]. Chinese Journal of Analytical Chemistry, ;2022, 50(7): 995-1004. doi: 10.19756/j.issn.0253-3820.210894 shu

Construction and Application of L-Penicillamine Molecular Imprinted Electrochemical Sensor Based on Covalent Organic Framework-JUZ2 Fixed Conformation

ZHANG Lian-Ming ^1,2,, ,
LI Shu-Huai ^1,, ,
LUO Kui ² ,
DAI Yu-Ning ² ,
LI Jian-Ping ^2,,

1.
Hainan Provincial Key Laboratory of Quality and Safety for Tropical Fruits and Vegetables, Analysis and Test Center of Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China;
2.
Key Laboratory of New Technology of Food Safety Testing of Guangxi University, College of Chemistry and Bioengineering, Guilin University of Technology, Guilin 541004, China

Corresponding author: ZHANG Lian-Ming, LI Shu-Huai, LI Jian-Ping,
Received Date: 6 December 2021
Revised Date: 15 February 2022

Fund Project: Supported by the Open Fund of the Hainan Provincial Key Laboratory of Quality and Safety for Tropical Fruits and Vegetables (No.KFKT2020001), the National Natural Science Foundation of China (No.21765006), the Science and Technology Project of Guangxi (No.2018GXNSFAA138145, GuikeAD19110059) and the Guilin University of Technology (No.GUTQDJJ2016024).

The improvement of sensor selection recognition ability is crucial to the performance of molecular imprinted sensors. Herein, a molecularly imprinted polymer-based sensor was developed for L-penicillamine (L-Pen) detection based on covalent organic framework compounds COF-JUZ2. The molecular imprint chiral recognition sensor with efficient separation and recognition ability was constructed via selectively fixing the conformation of chiral molecules by COF-JUZ2 to increase the recognition sites. The sensor showed the optimal detection performance for L-Pen when using the mixed solution of ultrapure water, acetic acid and methanol (1:1:8, V/V) as eluant and the COF-JUZ2-CS deposition time, electropolymerization cycle, eluent time and rebind time were 300 s, 15, 5 and 30 min, respectively. The sensor showed an excellent linear relationship with L-Pen concentration in the range of 1.0×10^-15 to 1.0×10^-9 mol/L, with a detection limit of 7.91×10^-16 mol/L. Due to introduction of COF-JUZ2, the separation and recognition performance of the sensor for D-Pen and L-Pen was increased by 13.4 folds. The sensor was applied to determination of L-Pen in real sample, with recoveries of 92.0%-102.0%.
- Molecular imprinting,
- Chiral separation,
- Selectivity,
- Covalent organic framework,
- L-Penicillamine
1. [1]
  YANG G, LIU Z, LAN T, DOU L, ZHANG K. Environ. Sci.:Water Res. Technol., 2021, 7:1220-1229.
2. [2]
  ZHAO Y, ZHU X, JIANG W, LIU H, SUN B. Molecules, 2021, 26(4):1145-1176.
3. [3]
  CHEN Z, ZOU Y, WANG J, LI M, WEN Y. Sci. Total Environ., 2016, 548:139-147.
4. [4]
  GUO Y T, XIAO Y H, ZHANG J G, BIAN S D, ZHOU J Z, WU D Y, TIAN Z Q. Phys. Chem. Chem. Phys., 2021, 23(38):22119-22132.
5. [5]
6. [6]
  BUSKER E, GUNTHER K, MARTENS J. J. Chromatogr. A, 1985, 350(1):179-185.
7. [7]
8. [8]
  BHUSHAN R, BRUCKNER H, KUMAR V. Biomed. Chromatogr., 2010, 21(10):1064-1068.
9. [9]
  HASSAN Y, ABOUL E. Anal. Lett., 1988, 21(12):2155-2163.
10. [10]
  WAND Y, HAN Q, ZHANG Q, HUANG Y, GUO L, FU Y. Anal. Methods, 2013, 5(20):5579-5583.
11. [11]
  ZHAO L, KUANG X, KUANG R, TONG L, WEI Q. ACS Appl. Mater. Interfaces, 2020, 12(1):1533-1538.
12. [12]
  ZHANG Y, WANG H Y, HE X W, LI W Y, ZHANG Y K. J. Hazard. Mater., 2021, 412:125249.
13. [13]
  DOLAI J, ALI H, JANA N R. ACS Appl. Polymer Mater., 2020, 2(2):691-698.
14. [14]
  LIU Y, LIU Y, LIU Z, ZHAO X, CAI Z. J. Hazard. Mater., 2020, 392:122251.
15. [15]
  ZHANG L, LUO K, LI D, ZHANG Y, LI J. Anal. Chim. Acta, 2020, 1136:82-90.
16. [16]
  COOPER A I. Crystengcomm, 2013, 15(8):1483.
17. [17]
  YING Y, YANG Z, SHI D, PEH S B, ZHAO D. J. Membr. Sci., 2021, 632:119384.
18. [18]
  SHI J L, HEN R C, HAO H, WANG C, LANG X. Angew. Chem., Int. Ed., 2020, 59(23):9088-9093.
19. [19]
  LU Z, LU X, XIA L, ZHONG Y, HU Y. Talanta, 2021, 232:122428.
20. [20]
  ZHAO C, ZHANG L, WANG Q, ZHANG L, ZHANG Y. ACS Appl. Mater. Interfaces, 2021, 13(17):20397-20404.
21. [21]
  CUI J, KAN L, LI Z, YANG L, ZHANG Z. Talanta, 2021, 228:122060.
22. [22]
  ZHUO S Q, ZHANG X Y, LUO H, WANG X H, JI Y B. Macromol. Rapid Commun., 2020, 41(20):2004004.
23. [23]
24. [24]
  SONG L J, GUO Z P, CHEN Y. Electrophoresis, 2012, 33(13):2056-2063.
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沈阳化工大学材料科学与工程学院沈阳 110142