Portable Wireless Intelligent Electrochemical Sensor for the Ultrasensitive Detection of Rutin Using Functionalized Black Phosphorene Nanocomposite
Abstract
:1. Introduction
2. Results and Discussion
2.1. Electrochemical Behaviors of Rutin on NF/AuNPs/N-CPDs@FLBP/CILE
2.2. Electrochemical Sensing of Rutin on NF/AuNPs/N-CPDs@FLBP/SPE
2.3. Analysis of the Practical Samples
2.4. Possible Interaction Mechanism of Rutin and NF/AuNPs/N-CPDs@FLBP/CILE (SPE)
3. Materials and Methods
3.1. Materials
3.2. Instruments
3.3. Fabrication of Modified Electrodes
3.4. Samples Pretreatment
3.5. Electrochemical Measurements
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
Sample Availability
References
- Imani, A.; Maleki, N.; Bohlouli, S.; Kouhsoltani, M.; Sharifi, S.; Maleki Dizaj, S. Molecular mechanisms of anticancer effect of rutin. Phytother. Res. 2021, 35, 2500–2513. [Google Scholar] [CrossRef]
- Yang, B.; Chen, Y.; Shi, J.L. Reactive oxygen species (ROS)-based nanomedicine. Chem. Rev. 2019, 119, 4881–4985. [Google Scholar] [CrossRef] [PubMed]
- Pandey, J.; Bastola, T.; Tripathi, J.; Tripathi, M.; Rokaya, R.K.; Dhakal, B.; Rabin, D.C.; Bhandari, R.; Poudel, A.; Di Cerbo, A. Estimation of total quercetin and rutin content in malus domestica of nepalese origin by HPLC method and determination of their antioxidative activity. J. Food Qual. 2020, 2020, 8853426. [Google Scholar] [CrossRef]
- Xu, X.W.; Huang, L.Y.; Wu, Y.J.; Yang, L.J.; Huang, L.Y. Synergic cloud-point extraction using [C4mim][PF6] and Triton X-114 as extractant combined with HPLC for the determination of rutin and narcissoside in Anoectochilus roxburghii (Wall.) Lindl. and its compound oral liquid. J. Chromatogr. B Anal. Technol. Biomed. Life Sci. 2021, 1168, 122589. [Google Scholar] [CrossRef] [PubMed]
- Tan, H.N.; Zhao, Y.X.; Xu, X.T.; Sun, Y.; Li, Y.H.; Du, J.X. A covalent triazine framework as an oxidase mimetic in the luminol chemiluminescence system: Application to the determination of the antioxidant rutin. Mikrochim. Acta 2019, 187, 42. [Google Scholar] [CrossRef]
- Memon, A.F.; Palabiyik, I.M.; Solangi, A.R.; Memon, S.Q.; Mallah, A.B. Large Volume Sample Stacking (LVSS) in Capillary Electrophoresis (CE) with Response Surface Methodology (RSM) for the Determination of Phenolics in Food Samples. Anal. Lett. 2019, 52, 2853–2867. [Google Scholar] [CrossRef]
- Qin, D.F.; Li, T.H.; Li, X.N.; Feng, J.; Tang, T.F.; Cheng, H. A facile fabrication of a hierarchical ZIF-8/MWCNT nanocomposite for the sensitive determination of rutin. Anal. Methods 2021, 13, 5450–5457. [Google Scholar] [CrossRef]
- Mattos, G.J.; Salamanca-Neto, C.A.R.; Barbosa, E.C.M.; Camargo, P.H.C.; Dekker, R.F.H.; Barbosa-Dekker, A.M.; Sartori, E.R. A photoelectrochemical enzyme biosensor based on functionalized hematite microcubes for rutin determination by square-wave voltammetry. Mikrochim. Acta 2021, 188, 28. [Google Scholar] [CrossRef]
- Shi, Y.M.; Chao, L.Q.; Mei, L.; Chen, Z.H.; Li, X.M.; Miao, M.S. Soluble tetraaminophthalocyanines indium functionalized graphene platforms for rapid and ultra-sensitive determination of rutin in Tartary buckwheat tea. Food Control 2022, 132, 108550. [Google Scholar] [CrossRef]
- En-Nakra, F.; Uzun, D.; Hasdemir, E. Voltammetric determination of rutin in fruit juice samples using a 2 mercaptobenzothiazole coated pencil graphite electrode. J. Food Compos. Anal. 2021, 104, 104183. [Google Scholar] [CrossRef]
- Yan, L.J.; Hu, T.X.; Li, X.Q.; Ding, F.Z.; Wang, B.; Wang, B.L.; Zhang, B.X.; Shi, F.; Sun, W. Graphdiyne and Ionic Liquid Composite Modified Gold Electrode for Sensitive Voltammetric Analysis of Rutin. Electroanalysis 2021, 34, 286–293. [Google Scholar] [CrossRef]
- Gao, F.X.; Song, J.Y.; Xu, Z.Y.; Xu, L.; Guo, Y.R.; Miao, L.; Luo, X.L. All-polymer free-standing electrodes for flexible electrochemical sensors. Sens. Actuators B Chem. 2021, 334, 129675. [Google Scholar] [CrossRef]
- Musa, A.M.; Kiely, J.; Luxton, R.; Honeychurch, K.C. Recent progress in screen-printed electrochemical sensors and biosensors for the detection of estrogens. Trends Anal. Chem. 2021, 139, 116254. [Google Scholar] [CrossRef]
- Kanoun, O.; Lazarevic-Pasti, T.; Pasti, I.; Nasraoui, S.; Talbi, M.; Brahem, A.; Adiraju, A.; Sheremet, E.; Rodriguez, R.D.; Ben Ali, M.; et al. A Review of Nanocomposite-Modified Electrochemical Sensors for Water Quality Monitoring. Sensors 2021, 21, 4131. [Google Scholar] [CrossRef]
- Mahato, K.; Wang, J. Electrochemical sensors: From the bench to the skin. Sens. Actuators B Chem. 2021, 344, 130178. [Google Scholar] [CrossRef]
- Chen, Y.X.; Sun, Y.X.; Niu, Y.Y.; Wang, B.L.; Zhang, Z.J.; Zeng, L.N.; Li, L.; Sun, W. Portable Electrochemical Sensing of Indole-3-acetic Acid Based on Self-assembled MXene and Multi-walled Carbon Nanotubes Composite Modified Screen-printed Electrode. Electroanalysis 2022. [Google Scholar] [CrossRef]
- Bouša, D.; Otyepková, E.; Lazar, P.; Otyepka, M.; Sofer, Z. Surface Energy of Black Phosphorus Alloys with Arsenic. ChemNanoMat 2020, 6, 821–826. [Google Scholar] [CrossRef]
- Wu, S.X.; Hui, K.S.; Hui, K.N. 2D Black Phosphorus: From Preparation to Applications for Electrochemical Energy Storage. Adv. Sci. 2018, 5, 1700491. [Google Scholar] [CrossRef] [PubMed]
- Wen, M.; Wang, J.; Tong, R.; Liu, D.; Huang, H.; Yu, Y.; Zhou, Z.K.; Chu, P.K.; Yu, X.F. A Low-Cost Metal-Free Photocatalyst Based on Black Phosphorus. Adv. Sci. 2019, 6, 1801321. [Google Scholar] [CrossRef] [Green Version]
- Xue, T.; Sheng, Y.Y.; Xu, J.K.; Li, Y.Y.; Lu, X.Y.; Zhu, Y.F.; Duan, X.M.; Wen, Y.P. In-situ reduction of Ag+ on black phosphorene and its NH2-MWCNT nanohybrid with high stability and dispersibility as nanozyme sensor for three ATP metabolites. Biosens. Bioelectron. 2019, 145, 111716. [Google Scholar] [CrossRef]
- Tang, Y.T.; Yang, K.; Hua, Z.Q.; Yin, F.X.; Yuan, W.J. A new sensing material design based on chemically passivated phosphorene/porous two-dimensional polymer: Highly sensitive and selective detection of NO2. Sens. Actuators B Chem. 2021, 329, 129233. [Google Scholar] [CrossRef]
- Huang, Y.H.; Yan, L.J.; Wang, B.; Zhu, L.; Shao, B.; Niu, Y.Y.; Zhang, X.P.; Yin, P.; Ge, Y.Q.; Sun, W.; et al. Recent applications of black phosphorus and its related composites in electrochemistry and bioelectrochemistry: A mini review. Electrochem. Commun. 2021, 129, 107095. [Google Scholar] [CrossRef]
- Sang, D.K.; Wang, H.D.; Guo, Z.N.; Xie, N.; Zhang, H. Recent Developments in Stability and Passivation Techniques of Phosphorene toward Next-Generation Device Applications. Adv. Funct. Mater. 2019, 29, 1903419. [Google Scholar] [CrossRef]
- Li, X.Y.; Luo, G.; Xie, H.; Niu, Y.Y.; Li, X.B.; Zou, R.Y.; Xi, Y.; Xiong, Y.; Sun, W.; Li, G.J. Voltammetric sensing performances of a carbon ionic liquid electrode modified with black phosphorene and hemin. Microchim. Acta 2019, 186, 304. [Google Scholar] [CrossRef] [PubMed]
- Shi, F.; Wang, B.L.; Yan, L.J.; Wang, B.; Niu, Y.Y.; Wang, L.S.; Sun, W. In-situ growth of nitrogen-doped carbonized polymer dots on black phosphorus for electrochemical DNA biosensor of Escherichia coli O157: H7. Bioelectrochemistry 2022, 148, 108226. [Google Scholar] [CrossRef]
- Favron, A.; Gaufres, E.; Fossard, F.; Phaneuf-L’Heureux, A.L.; Tang, N.Y.; Levesque, P.L.; Loiseau, A.; Leonelli, R.; Francoeur, S.; Martel, R. Photooxidation and quantum confinement effects in exfoliated black phosphorus. Nat. Mater. 2015, 14, 826–832. [Google Scholar] [CrossRef]
- Xia, C.; Tao, S.; Zhu, S.; Song, Y.; Feng, T.; Zeng, Q.; Liu, J.; Yang, B. Hydrothermal addition polymerization for ultrahigh-yield carbonized polymer dots with room temperature phosphorescence via nanocomposite. Chem. Eur. J. 2018, 24, 11303–11308. [Google Scholar] [CrossRef]
- Jiang, J.Q.; Yang, C.X.; Yan, X.P. Zeolitic imidazolate framework-8 for fast adsorption and removal of benzotriazoles from aqueous solution. ACS Appl. Mater. Interfaces 2013, 5, 9837–9842. [Google Scholar] [CrossRef]
- Sun, W.; Yang, M.X.; Li, Y.Z.; Jiang, Q.; Liu, S.F.; Jiao, K. Electrochemical behavior and determination of rutin on a pyridinium-based ionic liquid modified carbon paste electrode. J. Pharm. Biomed. Anal. 2008, 48, 1326–1331. [Google Scholar] [CrossRef]
- Zeng, B.Z.; Wei, S.H.; Xiao, F.; Zhao, F.Q. Voltammetric behavior and determination of rutin at a single-walled carbon nanotubes modified gold electrode. Sens. Actuators B Chem. 2006, 115, 240–246. [Google Scholar] [CrossRef]
- Laviron, E. General expression of the linear potential sweep voltammogram in the case of diffusionless electrochemical systems. J. Electroanal. Chem. Interfacial Electrochem. 1979, 101, 19–28. [Google Scholar] [CrossRef]
- Zhang, P.; Gou, Y.Q.; Gao, X.; Bai, R.B.; Chen, W.X.; Sun, B.L.; Hu, F.D.; Zhao, W.H. The pharmacokinetic study of rutin in rat plasma based on an electrochemically reduced graphene oxide modified sensor. J. Pharm. Anal. 2016, 6, 80–86. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Roselló, A.; Serrano, N.; Díaz-Cruz, J.M.; Ariño, C. Discrimination of Beers by Cyclic Voltammetry Using a Single Carbon Screen-printed Electrode. Electroanalysis 2020, 33, 864–872. [Google Scholar] [CrossRef]
- Ma, X.Y.; Liao, W.Y.; Zhou, H.X.; Tong, Y.; Yan, F.; Tang, H.L.; Liu, J.Y. Highly sensitive detection of rutin in pharmaceuticals and human serum using ITO electrodes modified with vertically-ordered mesoporous silica-graphene nanocomposite films. J. Mater. Chem. B 2020, 8, 10630–10636. [Google Scholar] [CrossRef] [PubMed]
- Sheng, K.; Zhang, Q.; Li, L.T.; Wang, Y.L.; Ye, B.X. A new voltammetric sensor and its application in pharmaceutical analysis for rutin. J. Environ. Sci. Health A 2020, 55, 837–846. [Google Scholar] [CrossRef]
- Liu, J.; Weng, W.J.; Yin, C.X.; Li, X.B.; Niu, Y.Y.; Li, G.J.; Sun, W. A sensitive electrochemical sensor for detection of rutin based on a gold nanocage-modified electrode. J. Chin. Chem. Soc. 2019, 66, 1336–1340. [Google Scholar] [CrossRef]
- Wang, Y.; Xiong, H.Y.; Zhang, X.H.; Wang, S.F. Detection of rutin at DNA modified carbon paste electrode based on a mixture of ionic liquid and paraffin oil as a binder. Microchim. Acta 2010, 170, 27–32. [Google Scholar] [CrossRef]
- Li, S.M.; Yang, B.B.; Wang, J.; Bin, D.; Wang, C.Q.; Zhang, K.; Du, Y.Q. Nonenzymatic electrochemical detection of rutin on Pt nanoparticles/graphene nanocomposite modified glassy carbon electrode. Anal. Methods 2016, 8, 5435–5440. [Google Scholar] [CrossRef]
- Niu, X.L.; Weng, W.J.; Yin, C.X.; Niu, Y.Y.; Li, G.J.; Dong, R.X.; Men, Y.L.; Sun, W. Black phosphorene modified glassy carbon electrode for the sensitive voltammetric detection of rutin. J. Electroanal. Chem. 2018, 811, 78–83. [Google Scholar] [CrossRef]
- Swamy, N.K.; Mohana, K.N.S.; Hegde, M.B.; Madhusudana, A.M.; Rajitha, K.; Nayak, S.R. Fabrication of graphene nanoribbon-based enzyme-free electrochemical sensor for the sensitive and selective analysis of rutin in tablets. J. Appl. Electrochem. 2021, 51, 1047–1057. [Google Scholar] [CrossRef]
- Li, Z.; Guo, T.; Hu, Y.H.; Qiu, Y.; Liu, Y.; Wang, H.M.; Li, Y.; Chen, X.; Song, J.B.; Yang, H.H. A Highly Effective pi-pi Stacking Strategy to Modify Black Phosphorus with Aromatic Molecules for Cancer Theranostics. ACS Appl. Mater. Interfaces 2019, 11, 9860–9871. [Google Scholar] [CrossRef] [PubMed]
- Mielczarek, C. Acid-base properties of selected flavonoid glycosides. Eur. J. Pharm. Sci. 2005, 25, 273–279. [Google Scholar] [CrossRef] [PubMed]
- Yi, L.S.; Zuo, L.Z.; Wei, C.H.; Fu, H.Y.; Qu, X.L.; Zheng, S.R.; Xu, Z.Y.; Guo, Y.; Li, H.; Zhu, D.Y. Enhanced adsorption of bisphenol A, tylosin, and tetracycline from aqueous solution to nitrogen-doped multiwall carbon nanotubes via cation-π and π-π electron-donor-acceptor (EDA) interactions. Sci. Total Environ. 2020, 719, 137389. [Google Scholar] [CrossRef]
- Fanjul-Bolado, P.; Hernández-Santos, D.; Lamas-Ardisana, P.J.; Martín-Pernía, A.; Costa-García, A. Electrochemical characterization of screen-printed and conventional carbon paste electrodes. Electrochim. Acta 2008, 53, 3635–3642. [Google Scholar] [CrossRef]
- Qian, J.; Kai, G. Application of micro/nanomaterials in adsorption and sensing of active ingredients in traditional Chinese medicine. J. Pharm. Biomed. Anal. 2020, 190, 113548. [Google Scholar] [CrossRef] [PubMed]
- Shi, F.; Cheng, H.; Yao, Y.C.; Zhang, Z.J.; Zeng, L.N.; Li, L.; Sun, W. Pt-doped FeP-C Hollow Nanorod and Hemoglobin Based Electrochemical Biosensor and Its Applications. Int. J. Electrochem. Sci. 2022, 17, 220840. [Google Scholar] [CrossRef]
Electrodes | Methods | Electrolytes (0.10 mol L−1) | Detection Ranges (μmol L−1) | LOD (nmol L−1) | Refs. |
---|---|---|---|---|---|
2-MBT/PGE | CV | BR (pH 4.5) | 0.039–1.10, 1.10–10.50 | 9.60 | [10] |
VMSF/ErGO/ITO | DPV | PBS (pH 3.0) | 0.30–2.00, 2.00–40.00 | 2.30 | [34] |
CTAC-Gr-PdNPs/GCE | SWV | PBS (pH 2.0) | 0.02–1.00 | 5.00 | [35] |
AuNCs/CILE | DPV | PBS (pH 2.0) | 0.004–700.00 | 1.33 | [36] |
DNA-CPIE | DPV | BR (pH 3.0) | 0.008–10.00 | 1.30 | [37] |
PtNPs/RGO/GCE | DPV | PBS (pH 6.0) | 0.057–102.59 | 20.00 | [38] |
BP-PEDOT: PSS/GCE | DPV | PBS (pH 6.5) | 0.02–15.00, 15.00–80.00 | 7.00 | [39] |
GNR/Gr electrode | DPV | PBS (pH 7.0) | 0.032–1.00 | 7.86 | [40] |
NF/AuNPs/N-CPDs@FLBP/CILE | DPV | PBS (pH 3.0) | 0.01–10.00, 10.00–180.00 | 3.00 | This work |
NF/AuNPs/N-CPDs@FLBP/SPE | DPV | PBS (pH 3.0) | 0.001–10.00, 10.00–220.00 | 0.33 | This work |
Samples | Added (μmol L−1) | NF/AuNPs/ N-CPDs@FLBP/CILE | NF/AuNPs/ N-CPDs@FLBP/SPE | ||||
---|---|---|---|---|---|---|---|
Found (μmol L−1) | Recovery (%) | RSD (%) | Found (μmol L−1) | Recovery (%) | RSD (%) | ||
Rutin pharmaceutical tablet | - | 32.70 | - | 1.98 | 32.72 | - | 1.30 |
10.0 | 42.51 | 98.10 | 2.05 | 42.98 | 102.80 | 1.12 | |
20.0 | 52.56 | 99.35 | 1.96 | 53.10 | 102.00 | 1.58 | |
30.0 | 63.20 | 101.67 | 1.65 | 62.85 | 100.50 | 1.60 | |
FSI | - | 8.62 | - | 2.02 | 8.79 | - | 1.94 |
10.0 | 18.89 | 102.70 | 3.13 | 19.21 | 105.90 | 2.80 | |
20.0 | 28.23 | 95.48 | 2.07 | 28.72 | 100.50 | 2.05 | |
30.0 | 38.81 | 100.63 | 1.85 | 38.45 | 98.87 | 1.99 |
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Shi, F.; Ai, Y.; Wang, B.; Yao, Y.; Zhang, Z.; Zhou, J.; Wang, X.; Sun, W. Portable Wireless Intelligent Electrochemical Sensor for the Ultrasensitive Detection of Rutin Using Functionalized Black Phosphorene Nanocomposite. Molecules 2022, 27, 6603. https://doi.org/10.3390/molecules27196603
Shi F, Ai Y, Wang B, Yao Y, Zhang Z, Zhou J, Wang X, Sun W. Portable Wireless Intelligent Electrochemical Sensor for the Ultrasensitive Detection of Rutin Using Functionalized Black Phosphorene Nanocomposite. Molecules. 2022; 27(19):6603. https://doi.org/10.3390/molecules27196603
Chicago/Turabian StyleShi, Fan, Yijing Ai, Baoli Wang, Yucen Yao, Zejun Zhang, Juan Zhou, Xianghui Wang, and Wei Sun. 2022. "Portable Wireless Intelligent Electrochemical Sensor for the Ultrasensitive Detection of Rutin Using Functionalized Black Phosphorene Nanocomposite" Molecules 27, no. 19: 6603. https://doi.org/10.3390/molecules27196603