| Host-guest chemistry was known as supramolecular chemistry or inclusion chemistry, which is a newly developing interdisciplinary-cross subject. Usually, host and guest molecules interact by hydrogen-bonding, van der waals froce, electrostatic interaction and hydrophobic interaction to recognize each other, making the guest molecule enter into host molecule partially or entirely. The common host molecular are crown ethers, β-cycledextrin (β-CD), calixarene and porphyrins, etc. Among them, β-CD, due to having an interior hydrophobic cavity and an exterior hydrophilic cone structure, is a good and selective host molecule, therefore, it attracts most interest of researchers in the field of supermolecular chemistry. However, natural β-CD only exist weak hydrophobic-bonding interaction between with guest molecules, so its application was limited.In order to expand the recognition ability and selectivity of host to guest molecule, per-6-amino-β-CD was synthesized in our lab through per-substitution of the OH group at the primary face with amino pendant groups. Due to all the primary hydroxyl groups in nature β-CD are replaced by amino groups, per-6-amino-β-CD manifests more intermolecular force including hydrophobic, electrostatic and hydrogen bonding interaction to bind and recognize guest molecules. This enhanced host-guest interactionand improve the selectivity to some of anions and cations as well.To investigate the recognization effect and develop the application of newly synthesized per-6-amino-β-CD. Due to its simple operation, excellent selectivity, good reproducibility and high sensitivity, Electroanlytical chemistry is a used in this research to study the interaction of ATP, ADP, AMP and Doxorubicin with per-6-amino-β-CD.This thesis mainly focuses on the following:(1) Developing an improved three-step synthetic method through SN2 reaction based on the Gadelle, A and Defaye work. A high purity of per-6-amino-β-CD was obtained, meanwhile, the purity of the target product was identified and the structure characterized by melting point,1HNMR,13CNMR, IR and EA method. The result shown:the prepared product is the same with target product, which can be used for the application of the further research.(2) The Competition complexation of per-6-amino-β-CD with Ferrocrecarboxylic acid and Adenosine Triphosphate was investigated by DPV method was established to determine ATP. Firstly, the Binding Constant per-6-amino-|3-CD and Ferrocrecarboxylic acid (FcA) with per-6-amino-β-CD and Adenosine triphosphate (ATP) were measured by and calculated through Langmuir formula 1/△I/=1/△Imax+1/(kc△Imax). Then, we optimized experimental conditions such as pH, scan rate and reaction time. Finally, the oxidation current of different concentration of ATP were recorded by DPV under optimized conditions, the results shown: Under the optimal conditions, The anode peak currents of ATP ws linear to the concentration of ATP in the range 3.12×10-5-1.68×10-3μM. The regression equation of the calibration curve is I (nA)=42.19+3.96 c (μM). The correlation coefficient was 0.9991 the detection limit was 1.40×10-4μM(S/N=3)(3) The glassy carbon electrode was modified with homemade per-6-amino-β-CD-graphene complex and was used to study the redox process of Dox on it by cyclic voltammetry. Firstly, the condition investigated and optimized by CV. Then, under the choosed conditions, the oxidation cuurent of Dox on the modified electrode was recorded in different concentration of Dox. The result shown, under the optimal conditions, anodic peak current is linear to the concentration of Dox in the range 5.0 X 10-5-5.0 ×10-3μM. The regression equation of the standard curve is I(uA)= 1.65+4.05c (μM) and the correlation coefficient was 0.993. Under these conditions, the detection limit was 7.30 X 10-4μM (S/N= 3). The high sensitivity of this method is attributed to the fast electron transfer velocity oxide graphene and good enrichment capability of per-6-amino-β-CD on the modified electrode. |
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