Detection of Dopamine by Enzyme‑Free Sensor Constructed by Nickel‑Cobalt Bimetallic‑porphyrin Organic Framework Composites

doi:10.19894/j.issn.1000-0518.210282

Chinese Journal of Applied Chemistry ›› 2022, Vol. 39 ›› Issue (7): 1098-1107.DOI: 10.19894/j.issn.1000-0518.210282

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Detection of Dopamine by Enzyme‑Free Sensor Constructed by Nickel‑Cobalt Bimetallic‑porphyrin Organic Framework Composites

Shan SHAO, Jian ZHANG, Kai-Qiang DENG, Jie YANG, Shao-Ming YANG()

School of Materials Science and Engineering，East China Jiaotong University，Nanchang 330013，China

Received:2021-06-10 Accepted:2021-10-19 Published:2022-07-01 Online:2022-07-11
Contact: Shao-Ming YANG
About author:yangsm79@ 163.com
Supported by:
the National Natural Science Foundation of China(21465012)

Abstract

Abstract:

Metal organic framework materials （MOFs） as catalytic materials were synthesized using Ni and Co as metal nodes and 5，10，15，20-tetra （4-carboxylphenyl） porphyrin （TCPP） as the metal ligand. Reduced graphene oxide （rGO） and acetylene black （ACET） were used as the signal amplification materials to fabricate an enzyme-free electrochemical sensor with high sensitivity， stability and selectivity for detecting dopamine （DA）. rGO-NiCoTCPP was synthesized by one-step hydrothermal method， then modified by drop coating on the glassy carbon electrode， i.e.， the GCE/rGO-NiCoTCPP electrode， and finally ACET was dropped on this electrode to obtain the rGO-NiCoTCP/ACET electrode. This electrode was characterized by infrared spectroscopy， scanning electron microscopy， electrochemical impedance， and different modified electrodes were placed in phosphoric acid buffer for electrochemical characterization by cyclic voltammetry. rGO-NiCoTCPP/ACET sensors have a wide linear range （0.4~160 μmol/L） and a high current response （limit of detection is 0.198 μmol/L） for DA， expected to be applied to the detection of DA in real samples.

Key words: Bimetallic organic framework materials, Electrochemical sensor, Dopamine, Oreduce graphene oxide, Acetylene black

CLC Number:

O657.1

Shan SHAO, Jian ZHANG, Kai-Qiang DENG, Jie YANG, Shao-Ming YANG. Detection of Dopamine by Enzyme‑Free Sensor Constructed by Nickel‑Cobalt Bimetallic‑porphyrin Organic Framework Composites[J]. Chinese Journal of Applied Chemistry, 2022, 39(7): 1098-1107.

Figures/Tables 15

Fig.1 FT-IR spectra of TCPP， NiCoTCPP and rGO-NiCoTCPP

Fig.2 XRD patterns of the NiCoTCPP and rGO-NiCoTCPP

Fig.3 EDS spectrum of the sample

Fig.4 SEM images of GCE/ACET （A）， GCE/GCE/rGO-NiCoTCPP （B） and GCE/GCE/rGO-NiCoTCPP/ACET （C） electrodes

Fig.5 CV responses of different modified electrodes in PBS （0.2 mol/L PBS， pH=6.5）a.bare GCE； b.GCE/ NiCoTCPP； c.GCE/rGO-NiCoTCPP； d.GCE/rGO-NiCoTCPP/ACET；e.GCE/ ACET

Fig.6 EIS response of sensor assembly process in 5 mmol/L K3［Fe（CN）6］/K4［Fe（CN）6］ solution （containing 0.5 mol/L KCl）a. bare GCE； b. GCE /NiCoTCPP； c. GCE/rGO-NiCoTCPP； d. GCE/rGO-NiCoTCPP/ACET

Fig.7 CV responses of different electrodes in PBS （0.5 mmol/L DA， pH=6.5）a.bare GCE； b.GCE/rGO-NiCoTCPP； c.GCE/rGO-NiCoTCPP/ACET

Fig.8 CV responses of different electrodes in PBS （0.5 mmol/L DA， pH=6.5）

Fig.9 Effect of pH of test solution on response of GCE/rGO-NiCoTCPP/ACET sensor

Fig.10 （A） CV response of GCE/rGO-NiTCPP at different scan rates ranging from 30 mV/s to 700 mV/s （30， 50，100， 200， 300， 400， 500， 600， 700 mV/s）；（B） Linear fit of peak current and sweep speed

Fig.11 （A） DPV response to DA of different concentrations（0.2，1，2，4，8，10，20，40，80，120，160 μmol/L）；（B） Linear fit curve of DA

Table 1 DA detection by other sensors

材料 Material	DA检测限	DA线性范围	参考文献 Ref.
材料 Material	DA LOD/（μmol·L^-1）	DA linear range/（μmol·L^-1）	参考文献 Ref.
片层石墨柱电极 Sheet graphite column	0.446 0.005 4.580	5～400	［10］
玻璃密封金纳米电极 Au/GSNE		10～2550	［11］
基于P₂W₁₆V₂和Au/Pd传感复合膜 Au/Pd HNRs		—	［12］
超薄Co₃O₄纳米片修饰电极 Ultra?thin Co₃O₄ nanowires	0.060×10^-3	1.0×10^-3～1.0×10⁴	［13］
手性金属有机框架HMOF? Zn@乙炔黑玻碳电极 HMOF?Zn@AB?Nafion?GCE	0.003	0.15～2.5	［14］
石墨烯?镍钴卟啉有机金属框架/乙炔黑玻碳电极 GCE/rGO?NiCoTCPP/ACET	0.198	0.4～160	本工作 This work

Table 2 Recovery of DA

样品

Sample

稀释后DA的含量

The amount of DA after dilution

加标量

Spiked/（μmol·L^-1）

回收量

Recycle/（μmol·L^-1）

回收率

Recovery/%

未检出

Not detected

9.6

96.0

未检出

Not detected

20.5

102.5

未检出

Not detected

61.8

103.3

Fig.12 Responses of GCE/rGO-NiCoTCPP/ACET sensor to different substances

Fig.13 Stability of the GCE/rGO-NiCoTCPP/ACET sensor

References 24

1	YANG C， ZHANG C Y， HUANG T， et al. Ultra-long ZnO/carbon nanofiber as free-standing electrochemical sensor for dopamine in the presence of uric acid［J］.J Mater Sci， 2019， 54（24）： 14897-14904.
2	LIU N， XIANG X， FU L， et al. Regenerative field effect transistor biosensor for in vivo monitoring of dopamine in fish brains［J］. Biosens Bioelectron， 2021， 188： 113340.
3	ZHANG X L， ZHU Y G， XIE L， et al. A simple， fast and low-cost turn-on fluorescence method for dopamine detection using in situ reaction［J］.Anal Chim Acta， 2016， 944（9）： 51-56.
4	RIBEIRO R P， GASPARETTO J C， RAQUEL D， et al. Simultaneous determination of levodopa， carbidopa， entacapone， tolcapone， 3-O-methyldopa and dopamine in human plasma by an HPLC-MS/MS method ［J］. Bioanalysis， 2015， 7（2）： 207-220.
5	KAYA M， VOLKAN M. New approach for the surface enhanced resonance raman scattering （SERRS） detection of dopamine at picomolar （pM） levels in the presence of ascorbic acid［J］. Anal Chem， 2012， 84（18）： 7729-7735.
6	RASHEED P A， LEE J S. Recent advances in optical detection of dopamine using nanomaterials［J］. Microchim Acta， 2017， 184（5）： 1-28.
7	覃秀，袁春玲，石睿，等. 基于碘刻蚀金纳米棒的比色法测定多巴胺［J］. 分析化学， 2021， 49（1）： 60-67.
	TAN X， YUN C L， SHI R， et al. Colorimetric detection of dopamine based on lodine-mediated etching of gold nanorods［J］. Chinese J Anal Chem， 2021， 49（1）： 60-67.
8	周旋，崔泽琳，白雪峰. 构建多巴胺电化学传感器电极材料的研究进展［J］. 化学与粘合， 2021， 43（2）： 138-142.
	ZHOU X， CUI Z L， BAI X F. Research progress on construction of electrode materials for dopamine electrochemical sensors［J］. Chem Adhes， 2021， 43（2）： 138.
9	王林玉，洪莎莎，黎艳艳，等. 三维多孔碳/共价有机框架材料自支撑电极用于多巴胺电化学传感分析［J］. 分析化学， 2021， 49（6）： 1053-1060.
	WANG L Y， HONG S S， LI Y Y， et al. Dopamine electrochemical sensor based on three-dimensional macroporous carbon/covalent organic framework integrated electrode［J］.Chinese J Anal Chem， 2021， 49（6）： 1053-1060.
10	许晓迪，孟伟，戴磊. 片层石墨柱电极制备及其对多巴胺的电化学检测［J］. 分析试验室， 2020， 39（6）： 621-625.
	XU X D， MENG W， DAI L. Preparation of sheet graphite column electrode and its electrochemical detection of dopamine［J］. Chinese J Anal Lab， 2020， 39（6）： 621-625.
11	DING S S， LIU Y Z， MA C R， et al. Development of glass-sealed gold nanoelectrodes for in vivo detection of dopamine in rat brain［J］. Electroanal， 2018， 30（6）： 1041-1046.
12	CHEN X L， ZHANG G W， HE Y， et al. A sensitive electrochemical sensor based on Au@Pd hybrid nanorods supported on B-doped graphene for simultaneous determination of acetaminophen， dopamine and tyrosine［J］. Int J Electrochem Soc， 2020， 15（6）： 5927-5944.
13	ELHANG S， IBUPOTO Z H， LIU X J， et al. Sensor dopamine wide range detection sensor based on modified Co₃O₄ nanowires electrode［J］. Sens Actuators B： chem， 2014， 203（1）： 543-549.
14	方智利，王平，刘胜东，等. 基于手性 MOF 与乙炔黑修饰电极对多巴胺和尿酸的同时检测［J］. 无机化学学报， 2020， 36（1）： 139-147.
	FANG Z L， WANG P， LIU S D， et al. Simultaneous detection of dopamine and uric acid based on chiral MOF and acetylene black modified electrode［J］. Chinese J Inorg Chem， 2020， 36（1）： 139-147.
15	HAN Y Z， WU Y Z， LAI W Z， et al. Electrocatalytic water oxidation by a water-soluble nickel porphyrin complex at neutral pH with low overpotential［J］. Inorg Chem， 2015， 54（11）： 5604.
16	ZHAO S L， WANG Y， DONG J C，et al. Ultrathin metal-organic framework nanosheets for electrocatalytic oxygen evolution［J］. Nat Energy， 2016， 1（12）： 1-10.
17	YANG H， YIN D X， GAO L N， et al. 5，10，15，20-Tetrakis（4-carboxylphenyl）porphyrin modified nickel-cobalt layer double hydroxide nanosheets as enhanced photoelectrocatalysts for methanol oxidation under visible-light［J］. J Colloid Interface Sci， 2019， 561： 881-889.
18	AHRENHOLT S R， EPLEY C C， MORRIS A J. Solvothermal preparation of an electrocatalytic metalloporphyrin MOF thin film and its redox hopping charge-transfer mechanism［J］. J Am Chem Soc， 2014， 136（6）： 2464-2472.
19	MARTIN P. Heteroatom modified graphenes： electronic and electrochemical applications［J］. J Mater Chem C， 2014， 2（32）： 6454-6461.
20	WEN Y， MENG W， LI C， et al. An enhanced glucose sensing based on a novel composite of CoII-MOF/Acb modified electrode［J］. Dalton Trans， 2018， 47（11）： 3872-3879.
21	QIU X N， CAI H， FANG X， et al. The improved thermal oxidative stability of silicone rubber by incorporating reduced graphene oxide： impact factors and action mechanism［J］. Polym Compos， 2018， 39（4）： 1105-1115.
22	宋正恩. 系列卟啉化合物的合成与表征［D］. 兰州：西北师范大学， 2010.
	SONG Z E. Synthesis and characterization of porphyrin compounds［D］. Lanzhou： Northwest Normal University， 2010.
23	YIN D D， LIU J， BO X J， et al. Porphyrinic metal-organic framework/macroporous carbon composites for electrocatalytic applications［J］. Electrochim Acta， 2017， 247（1）： 41-49.
24	KU S， PALANISAMY S， CHEN S M. Highly selective dopamine electrochemical sensor based on electrochemically pretreated graphite and nafion composite modified screen printed carbon electrode［J］. J Colloid Interfaces Sci， 2013， 411： 182-186.

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Detection of Dopamine by Enzyme‑Free Sensor Constructed by Nickel‑Cobalt Bimetallic‑porphyrin Organic Framework Composites

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