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Molecules 2014, 19(5), 5952-5964; doi:10.3390/molecules19055952

Guest-Host Complex Formed between Ascorbic Acid and β-Cyclodextrin Immobilized on the Surface of an Electrode

2,* , 2, 2
1 Departamento de Química, Universidad Autónoma Metropolitana Iztapalapa, Av. San Rafael Atlixco #186, Col. Vicentina, Mexico D.F. C.P. 09340, Mexico 2 Departamento de Materiales, Universidad Autónoma Metropolitana Azcapotzalco, Av. San Pablo #180, Col. Reynosa-Tamaulipas, Mexico D.F. C.P. 02200, Mexico 3 Departamento de Sistemas Biológicos, Universidad Autónoma Metropolitana Xochimilco, Calzada del Hueso 1100, Col. Villa Quietud, Delegación Coyoacán, Mexico D.F. C.P. 04960, Mexico
* Author to whom correspondence should be addressed.
Received: 25 October 2013 / Revised: 28 April 2014 / Accepted: 29 April 2014 / Published: 9 May 2014
(This article belongs to the Section Organic Synthesis)
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This work deals with the formation of supramolecular complexes between ascorbic acid (AA), the guest, and β-cyclodextrin (β-CD), the host, that was first potentiodynamically immobilized on the surface of a carbon paste electrode (CPE) throughout the formation of a β-CD-based conducting polymer (poly-β-CD). With the bare CPE and the β-CD-modified CPE, an electrochemical study was performed to understand the effect of such surface modification on the electrochemical response of the AA. From this study it was shown that on the modified-CPE, the AA was surface-immobilized through formation of an inclusion complex with β-CD, which provoked the adsorption of AA in such a way that this stage became the limiting step for the electrochemical oxidation of AA. Moreover, from the analysis of the experimental voltammetric plots recorded during AA oxidation on the CPE/poly-β-CD electrode surfaces, the Gibbs’ standard free energy of the inclusion complex formed by the oxidation product of AA and β-CD has been determined for the first time, ∆G0inclus = −36.4 kJ/mol.
Keywords: ascorbic acid; β-cyclodextrin; polymerization; surface inclusion complex ascorbic acid; β-cyclodextrin; polymerization; surface inclusion complex
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


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Ramírez-Silva, M.T.; Palomar-Pardavé, M.; Corona-Avendaño, S.; Romero-Romo, M.; Alarcón-Angeles, G. Guest-Host Complex Formed between Ascorbic Acid and β-Cyclodextrin Immobilized on the Surface of an Electrode. Molecules 2014, 19, 5952-5964.

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