期刊
SENSORS AND ACTUATORS B-CHEMICAL
卷 182, 期 -, 页码 211-216出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.snb.2013.02.100
关键词
Acetylcholinesterase; Mimetic molecule; Biosensor; Acetylthiocholine hydrolysis
资金
- Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq) [131755/2010-2, 160449/2011-1, 307905/2009-8]
- Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [2012/08750-6, 2008/09653-9]
- Financiadora de Estudos e Projetos (FINEP)
- Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [12/08750-6] Funding Source: FAPESP
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.
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