Biodegradation of Organophosphorus Compounds Predicted by Enzymatic Process Using Molecular Modelling and Observed in Soil Samples Through Analytical Techniques and Microbiological Analysis: A Comparison
Organophosphorus compounds (OP) are chemicals widely used as pesticides in different applications such as agriculture and public health (vector control), and some of the highly toxic forms have been used as chemical weapons. After application of OPs in an environment, they persist for a period, suff...
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2019-12-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/25/1/58 |
| _version_ | 1818127745431896064 |
|---|---|
| author | Monique Cardozo Joyce S. F. D. de Almeida Samir F. de A. Cavalcante Jacqueline R. S. Salgado Arlan S. Gonçalves Tanos C. C. França Kamil Kuca Humberto R. Bizzo |
| author_facet | Monique Cardozo Joyce S. F. D. de Almeida Samir F. de A. Cavalcante Jacqueline R. S. Salgado Arlan S. Gonçalves Tanos C. C. França Kamil Kuca Humberto R. Bizzo |
| author_sort | Monique Cardozo |
| collection | DOAJ |
| description | Organophosphorus compounds (OP) are chemicals widely used as pesticides in different applications such as agriculture and public health (vector control), and some of the highly toxic forms have been used as chemical weapons. After application of OPs in an environment, they persist for a period, suffering a degradation process where the biotic factors are considered the most relevant forms. However, to date, the biodegradation of OP compounds is not well understood. There are a plenty of structure-based biodegradation estimation methods, but none of them consider enzymatic interaction in predicting and better comprehending the differences in the fate of OPs in the environment. It is well known that enzymatic processes are the most relevant processes in biodegradation, and that hydrolysis is the main pathway in the natural elimination of OPs in soil samples. Due to this, we carried out theoretical studies in order to investigate the interactions of these OPs with a chosen enzyme—the phosphotriesterase. This one is characteristic of some soils’ microorganisms, and has been identified as a key player in many biodegradation processes, thanks to its capability for fast hydrolyzing of different OPs. In parallel, we conducted an experiment using native soil in two conditions, sterilized and not sterilized, spiked with specific amounts of two OPs with similar structure—paraoxon-ethyl (PXN) and O-(4-nitrophenyl) O-ethyl methylphosphonate (NEMP). The amount of OP present in the samples and the appearance of characteristic hydrolysis products were periodically monitored for 40 days using analytical techniques. Moreover, the number of microorganisms present was obtained with plate cell count. Our theoretical results were similar to what was achieved in experimental analysis. Parameters calculated by enzymatic hydrolysis were better for PXN than for NEMP. In soil, PXN suffered a faster hydrolysis than NEMP, and the cell count for PXN was higher than for NEMP, highlighting the higher microbiological toxicity of the latter. All these results pointed out that theoretical study can offer a better comprehension of the possible mechanisms involved in real biodegradation processes, showing potential in exploring how biodegradation of OPs relates with enzymatic interactions. |
| first_indexed | 2024-12-11T07:22:14Z |
| format | Article |
| id | doaj.art-6f76bd7b546e4475bb64e702b6cbaf9f |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-11T07:22:14Z |
| publishDate | 2019-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-6f76bd7b546e4475bb64e702b6cbaf9f2022-12-22T01:16:04ZengMDPI AGMolecules1420-30492019-12-012515810.3390/molecules25010058molecules25010058Biodegradation of Organophosphorus Compounds Predicted by Enzymatic Process Using Molecular Modelling and Observed in Soil Samples Through Analytical Techniques and Microbiological Analysis: A ComparisonMonique Cardozo0Joyce S. F. D. de Almeida1Samir F. de A. Cavalcante2Jacqueline R. S. Salgado3Arlan S. Gonçalves4Tanos C. C. França5Kamil Kuca6Humberto R. Bizzo7Natural Products Research Institute (IPPN), Federal University of Rio de Janeiro (UFRJ), CCS, Bloco H, Cidade Universitária, Rio de Janeiro 21941-902, BrazilLaboratory of Molecular Modeling Applied to Chemical and Biological Defense (LMACBD) Military Institute of Engineering (IME), Praça General Tibúrcio 80, Rio de Janeiro 22290-270, BrazilNatural Products Research Institute (IPPN), Federal University of Rio de Janeiro (UFRJ), CCS, Bloco H, Cidade Universitária, Rio de Janeiro 21941-902, BrazilInstitute of CBRN Defense (IDQBRN), Avenida das Américas 28705, Rio de Janeiro 23020-470, BrazilFederal Institute of Education, Science and Technology, Avenida Ministro Salgado Filho, 1000, Soteco, Vila Velha 29106-010, Espírito Santo, BrazilLaboratory of Molecular Modeling Applied to Chemical and Biological Defense (LMACBD) Military Institute of Engineering (IME), Praça General Tibúrcio 80, Rio de Janeiro 22290-270, BrazilDepartment of Chemistry, Faculty of Science, University of Hradec Kralove, 50003 Hradec Kralove, Czech RepublicNatural Products Research Institute (IPPN), Federal University of Rio de Janeiro (UFRJ), CCS, Bloco H, Cidade Universitária, Rio de Janeiro 21941-902, BrazilOrganophosphorus compounds (OP) are chemicals widely used as pesticides in different applications such as agriculture and public health (vector control), and some of the highly toxic forms have been used as chemical weapons. After application of OPs in an environment, they persist for a period, suffering a degradation process where the biotic factors are considered the most relevant forms. However, to date, the biodegradation of OP compounds is not well understood. There are a plenty of structure-based biodegradation estimation methods, but none of them consider enzymatic interaction in predicting and better comprehending the differences in the fate of OPs in the environment. It is well known that enzymatic processes are the most relevant processes in biodegradation, and that hydrolysis is the main pathway in the natural elimination of OPs in soil samples. Due to this, we carried out theoretical studies in order to investigate the interactions of these OPs with a chosen enzyme—the phosphotriesterase. This one is characteristic of some soils’ microorganisms, and has been identified as a key player in many biodegradation processes, thanks to its capability for fast hydrolyzing of different OPs. In parallel, we conducted an experiment using native soil in two conditions, sterilized and not sterilized, spiked with specific amounts of two OPs with similar structure—paraoxon-ethyl (PXN) and O-(4-nitrophenyl) O-ethyl methylphosphonate (NEMP). The amount of OP present in the samples and the appearance of characteristic hydrolysis products were periodically monitored for 40 days using analytical techniques. Moreover, the number of microorganisms present was obtained with plate cell count. Our theoretical results were similar to what was achieved in experimental analysis. Parameters calculated by enzymatic hydrolysis were better for PXN than for NEMP. In soil, PXN suffered a faster hydrolysis than NEMP, and the cell count for PXN was higher than for NEMP, highlighting the higher microbiological toxicity of the latter. All these results pointed out that theoretical study can offer a better comprehension of the possible mechanisms involved in real biodegradation processes, showing potential in exploring how biodegradation of OPs relates with enzymatic interactions.https://www.mdpi.com/1420-3049/25/1/58bioremediationphosphotriesteraseorganophosphorus compoundsmolecular modeling |
| spellingShingle | Monique Cardozo Joyce S. F. D. de Almeida Samir F. de A. Cavalcante Jacqueline R. S. Salgado Arlan S. Gonçalves Tanos C. C. França Kamil Kuca Humberto R. Bizzo Biodegradation of Organophosphorus Compounds Predicted by Enzymatic Process Using Molecular Modelling and Observed in Soil Samples Through Analytical Techniques and Microbiological Analysis: A Comparison Molecules bioremediation phosphotriesterase organophosphorus compounds molecular modeling |
| title | Biodegradation of Organophosphorus Compounds Predicted by Enzymatic Process Using Molecular Modelling and Observed in Soil Samples Through Analytical Techniques and Microbiological Analysis: A Comparison |
| title_full | Biodegradation of Organophosphorus Compounds Predicted by Enzymatic Process Using Molecular Modelling and Observed in Soil Samples Through Analytical Techniques and Microbiological Analysis: A Comparison |
| title_fullStr | Biodegradation of Organophosphorus Compounds Predicted by Enzymatic Process Using Molecular Modelling and Observed in Soil Samples Through Analytical Techniques and Microbiological Analysis: A Comparison |
| title_full_unstemmed | Biodegradation of Organophosphorus Compounds Predicted by Enzymatic Process Using Molecular Modelling and Observed in Soil Samples Through Analytical Techniques and Microbiological Analysis: A Comparison |
| title_short | Biodegradation of Organophosphorus Compounds Predicted by Enzymatic Process Using Molecular Modelling and Observed in Soil Samples Through Analytical Techniques and Microbiological Analysis: A Comparison |
| title_sort | biodegradation of organophosphorus compounds predicted by enzymatic process using molecular modelling and observed in soil samples through analytical techniques and microbiological analysis a comparison |
| topic | bioremediation phosphotriesterase organophosphorus compounds molecular modeling |
| url | https://www.mdpi.com/1420-3049/25/1/58 |
| work_keys_str_mv | AT moniquecardozo biodegradationoforganophosphoruscompoundspredictedbyenzymaticprocessusingmolecularmodellingandobservedinsoilsamplesthroughanalyticaltechniquesandmicrobiologicalanalysisacomparison AT joycesfddealmeida biodegradationoforganophosphoruscompoundspredictedbyenzymaticprocessusingmolecularmodellingandobservedinsoilsamplesthroughanalyticaltechniquesandmicrobiologicalanalysisacomparison AT samirfdeacavalcante biodegradationoforganophosphoruscompoundspredictedbyenzymaticprocessusingmolecularmodellingandobservedinsoilsamplesthroughanalyticaltechniquesandmicrobiologicalanalysisacomparison AT jacquelinerssalgado biodegradationoforganophosphoruscompoundspredictedbyenzymaticprocessusingmolecularmodellingandobservedinsoilsamplesthroughanalyticaltechniquesandmicrobiologicalanalysisacomparison AT arlansgoncalves biodegradationoforganophosphoruscompoundspredictedbyenzymaticprocessusingmolecularmodellingandobservedinsoilsamplesthroughanalyticaltechniquesandmicrobiologicalanalysisacomparison AT tanosccfranca biodegradationoforganophosphoruscompoundspredictedbyenzymaticprocessusingmolecularmodellingandobservedinsoilsamplesthroughanalyticaltechniquesandmicrobiologicalanalysisacomparison AT kamilkuca biodegradationoforganophosphoruscompoundspredictedbyenzymaticprocessusingmolecularmodellingandobservedinsoilsamplesthroughanalyticaltechniquesandmicrobiologicalanalysisacomparison AT humbertorbizzo biodegradationoforganophosphoruscompoundspredictedbyenzymaticprocessusingmolecularmodellingandobservedinsoilsamplesthroughanalyticaltechniquesandmicrobiologicalanalysisacomparison |