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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Hydrazone molecules as mimics for acetylcholinesterase. A new route towards disposable biosensors for pesticides?

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Author(s):
Sgobbi, Livia F. [1] ; Pinho, Vagner D. [1] ; Cabral, Murilo F. [1] ; Burtoloso, Antonio C. B. [1] ; Machado, Sergio A. S. [1]
Total Authors: 5
Affiliation:
[1] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: SENSORS AND ACTUATORS B-CHEMICAL; v. 182, p. 211-216, JUN 2013.
Web of Science Citations: 4
Abstract

Acetylcholinesterase has been widely used in the development of biosensors for pesticide detection. However, there are few reports approaching the application in real samples, mainly due to the low stability, high cost and lack of enzymatic activity by pesticides adsorption. An alternative is the replacement by a low cost molecule that mimics the enzymatic behavior and allows the development of disposable devices, as those used for glucose evaluation in human blood. In this study, different hydrazone molecules were synthesized and tested as mimics for the acetylcholinesterase enzyme. Their actions in the hydrolysis of acetylthiocholine were demonstrated by UV-vis absorption measurements. The nucleophilic reaction was characterized by FUR and the reaction products (acetate and thiocholine) identified. The mimetic behavior was confirmed comparing the kinetic of the hydrolysis reaction of 4-{[}(1E)ethanehydrozanoyl]benzoic acid to that of other molecules as cyclopropyl methyl ketone hydrazone, 3-methyl-2-butanone hydrazone and hydrazine. The proposed molecules catalyzed acetylthiocholine hydrolysis being the 4-{[}(1E)ethanehydrozanoyl]benzoic acid faster than anyone else. Computational studies showed the substrate is attracted by the aromatic ring followed by the nucleophilic attack through the hydrazone group. This mimetic molecule can be used in order to develop a disposable biochemical sensor to be applied in the determination of acetylcholine or in the indirect determination of organophosphorous or carbamate pesticides. (C) 2013 Elsevier B.V. All rights reserved. (AU)

FAPESP's process: 08/09653-9 - Total syntheses of the cardiotonics pumiliotoxin 209 F and homopumiliotoxin 223 G
Grantee:Vagner Dantas Pinho
Support type: Scholarships in Brazil - Doctorate
FAPESP's process: 12/08750-6 - Development of a disposable mimetic biosensor for organophosphorous and carbamate pesticides for the quality control of water supply
Grantee:Lívia Flório Sgobbi
Support type: Scholarships in Brazil - Doctorate