Synthesis of 2-（2-Hydroxy-3-methoxyphenyl）-C60 and Its Application for Sensing of Cauliflower Mosaic Virus 35S Promotor

doi:10.7503/cjcu20200744

Abstract

Abstract:

A new pyrrolidine derivative of 2-（2-hydroxy-3-methoxyphenyl）-C₆₀ pyrrolidine derivative（HMP-C₆₀） was synthesized by a 1，3-dipolar ［3+2］ cycloaddition reaction， and the chemical structure of the product was characterized by means of infrared spectroscopy， ultraviolet absorption spectroscopy， elemental analysis and LC-MS. The HMP-C₆₀ was then immobilized on the surface of the glassy carbon electrode by coating. Then， on the basis of the strong coordination between Zr⁴⁺ and the oxygen-containing groups， Zr⁴⁺ was used as a bridging reagent to tether probe DNA with the 5′-end modified phosphate group on the surface of the HMP-C₆₀ modified electrode. Thus， an electrochemical DNA sensor based on HMP-C₆₀ modified electrode was constructed. Using ［Fe（CN）₆］^3-/4- as the electroactive probe， the electrochemical characterization of different modified electrodes was carried out， and the performance of the sensors for analyzing the characteristic DNA fragments of cauliflower Mosaic virus（CaMV35S） promoter was investigated by impedance method. The experimental results showed that in the concentration range of 1.0×10^-13—1.0×10^-9 mol/L， the electron transfer impedance changes（ΔR_et） of the biosensor had a good linear relationship with the logthrim values of the target DNA concentrations（lgc_S2）， and the detection limit was estimated to be 4.0×10^-14 mol/L（S/N=3）. The biosensor can effectively identify complementary sequences， base-mismatched sequences and non-complementary sequences， showing a good selectivity.

Key words: Fullerene, Pyrrolidine derivative, Cycloaddition reaction, DNA electrochemical biosensor, Impedance method

CLC Number:

O657

TrendMD:

WU Yangyi, CHEN Jianping, Ai Yijing, WANG Qingxiang, GAO Fei, GAO Feng. Synthesis of 2-（2-Hydroxy-3-methoxyphenyl）-C₆₀ and Its Application for Sensing of Cauliflower Mosaic Virus 35S Promotor[J]. Chem. J. Chinese Universities, 2021, 42(6): 1754.

Figures/Tables 8

References 24

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Sensing material	Method	Target	Linear range/(mol?L^-1)	Detection limit/(mol?L^-1)	Ref.
Graphene?Nafion	EIS^a	HIV?1^b gene	1.0×10^-13—3.5×10^-10	2.3×10^-14	[21]
N?doped rGO^c	DPV^d	miRNA?155	1.0×10^-11—1.0×?10^-4	1.0×10^-12	[22]
Graphene oxide	EIS	—	1.0×10^-12—1.0×10^-8	3.5×10^-13	[23]
Thionine?graphene	DPV	ALF^e	2.0×10^-12—2.0×10^-7	1.26×10^-13	[24]
HMP?C₆₀	EIS	CaMV35S	1.0×10^-13—1.0×10^-9	4.0×10^-14	This work

Sensing material	Method	Target	Linear range/(mol?L^-1)	Detection limit/(mol?L^-1)	Ref.
Graphene?Nafion	EIS^a	HIV?1^b gene	1.0×10^-13—3.5×10^-10	2.3×10^-14	[21]
N?doped rGO^c	DPV^d	miRNA?155	1.0×10^-11—1.0×?10^-4	1.0×10^-12	[22]
Graphene oxide	EIS	—	1.0×10^-12—1.0×10^-8	3.5×10^-13	[23]
Thionine?graphene	DPV	ALF^e	2.0×10^-12—2.0×10^-7	1.26×10^-13	[24]
HMP?C₆₀	EIS	CaMV35S	1.0×10^-13—1.0×10^-9	4.0×10^-14	This work

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Synthesis of 2-（2-Hydroxy-3-methoxyphenyl）-C₆₀ and Its Application for Sensing of Cauliflower Mosaic Virus 35S Promotor

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