DFT Investigation on the Complexation of β-Cyclodextrin and Hydroxypropyl-β-Cyclodextrin as Recognition Hosts with Trichloroethylene
In this investigation, the potential use of native β-cyclodextrin (β-CD) and hydroxypropyl-β-cyclodextrin (HP-β-CD) as encapsulating agents for trichloroethylene (TCE) was assessed. Various quantum chemical parameters, including HOMO, LUMO, and HOMO–LUMO gap, were calculated. The docking process was...
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2023-12-01
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| author | Ahlem Benmerabet Abdelaziz Bouhadiba Youghourta Belhocine Seyfeddine Rahali Najoua Sbei Mahamadou Seydou Ihsene Boucheriha Imane Omeiri Ibtissem Meriem Assaba |
| author_facet | Ahlem Benmerabet Abdelaziz Bouhadiba Youghourta Belhocine Seyfeddine Rahali Najoua Sbei Mahamadou Seydou Ihsene Boucheriha Imane Omeiri Ibtissem Meriem Assaba |
| author_sort | Ahlem Benmerabet |
| collection | DOAJ |
| description | In this investigation, the potential use of native β-cyclodextrin (β-CD) and hydroxypropyl-β-cyclodextrin (HP-β-CD) as encapsulating agents for trichloroethylene (TCE) was assessed. Various quantum chemical parameters, including HOMO, LUMO, and HOMO–LUMO gap, were calculated. The docking process was examined by considering different initial configurations. The complexation energies were calculated at the molecular level using DFT/BLYP-D4 and PBEh-3c calculations to gain insight into TCE encapsulation within the β-CD and HP-β-CD cavities. We used the independent gradient model (IGM) and extended charge decomposition analysis (ECDA) approaches to examine non-covalent interactions and charge transfer within TCE@β-CD and TCE@HP-β-CD complexes. The calculated thermodynamic data and complexation energies exhibited negative values for both considered complexes, indicating a favorable complexation process. Weak Van der Waals intermolecular interactions were the main driving forces in stabilizing the formed complex. Additionally, Monte Carlo simulations were conducted for a better understanding of the inclusion process. Our results provide evidence for the use of β-CD and HP-β-CD as suitable macrocyclic hosts for complexing trichloroethylene. |
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| institution | Directory Open Access Journal |
| issn | 2218-2004 |
| language | English |
| last_indexed | 2024-03-08T21:00:33Z |
| publishDate | 2023-12-01 |
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| spelling | doaj.art-6085c45863794da89f3a7d91dfbf755c2023-12-22T13:53:02ZengMDPI AGAtoms2218-20042023-12-01111215310.3390/atoms11120153DFT Investigation on the Complexation of β-Cyclodextrin and Hydroxypropyl-β-Cyclodextrin as Recognition Hosts with TrichloroethyleneAhlem Benmerabet0Abdelaziz Bouhadiba1Youghourta Belhocine2Seyfeddine Rahali3Najoua Sbei4Mahamadou Seydou5Ihsene Boucheriha6Imane Omeiri7Ibtissem Meriem Assaba8Laboratory of Catalysis, Bioprocess and Environment, Department of Process Engineering, Faculty of Technology, University of 20 August 1955, Skikda 21000, AlgeriaLaboratory of Catalysis, Bioprocess and Environment, Department of Process Engineering, Faculty of Technology, University of 20 August 1955, Skikda 21000, AlgeriaLaboratory of Catalysis, Bioprocess and Environment, Department of Process Engineering, Faculty of Technology, University of 20 August 1955, Skikda 21000, AlgeriaDepartment of Chemistry, College of Science and Arts At Ar-Rass, Qassim University, Saudi ArabiaInstitute of Nanotechnology, Karlsruhe Institute of Technology, Eggenstein Leopoldshafen, 76344 Karlsruhe, GermanyUniversité Paris Cité, CNRS, ITODYS, F-75013 Paris, FranceLaboratory of Catalysis, Bioprocess and Environment, Department of Process Engineering, Faculty of Technology, University of 20 August 1955, Skikda 21000, AlgeriaLaboratory of Catalysis, Bioprocess and Environment, Department of Process Engineering, Faculty of Technology, University of 20 August 1955, Skikda 21000, AlgeriaLaboratory of Catalysis, Bioprocess and Environment, Department of Process Engineering, Faculty of Technology, University of 20 August 1955, Skikda 21000, AlgeriaIn this investigation, the potential use of native β-cyclodextrin (β-CD) and hydroxypropyl-β-cyclodextrin (HP-β-CD) as encapsulating agents for trichloroethylene (TCE) was assessed. Various quantum chemical parameters, including HOMO, LUMO, and HOMO–LUMO gap, were calculated. The docking process was examined by considering different initial configurations. The complexation energies were calculated at the molecular level using DFT/BLYP-D4 and PBEh-3c calculations to gain insight into TCE encapsulation within the β-CD and HP-β-CD cavities. We used the independent gradient model (IGM) and extended charge decomposition analysis (ECDA) approaches to examine non-covalent interactions and charge transfer within TCE@β-CD and TCE@HP-β-CD complexes. The calculated thermodynamic data and complexation energies exhibited negative values for both considered complexes, indicating a favorable complexation process. Weak Van der Waals intermolecular interactions were the main driving forces in stabilizing the formed complex. Additionally, Monte Carlo simulations were conducted for a better understanding of the inclusion process. Our results provide evidence for the use of β-CD and HP-β-CD as suitable macrocyclic hosts for complexing trichloroethylene.https://www.mdpi.com/2218-2004/11/12/153β-cyclodextrinhydroxypropyl-β-cyclodextrintrichloroethylenenon-covalent interactionsdensity functional theoryMonte Carlo simulations |
| spellingShingle | Ahlem Benmerabet Abdelaziz Bouhadiba Youghourta Belhocine Seyfeddine Rahali Najoua Sbei Mahamadou Seydou Ihsene Boucheriha Imane Omeiri Ibtissem Meriem Assaba DFT Investigation on the Complexation of β-Cyclodextrin and Hydroxypropyl-β-Cyclodextrin as Recognition Hosts with Trichloroethylene Atoms β-cyclodextrin hydroxypropyl-β-cyclodextrin trichloroethylene non-covalent interactions density functional theory Monte Carlo simulations |
| title | DFT Investigation on the Complexation of β-Cyclodextrin and Hydroxypropyl-β-Cyclodextrin as Recognition Hosts with Trichloroethylene |
| title_full | DFT Investigation on the Complexation of β-Cyclodextrin and Hydroxypropyl-β-Cyclodextrin as Recognition Hosts with Trichloroethylene |
| title_fullStr | DFT Investigation on the Complexation of β-Cyclodextrin and Hydroxypropyl-β-Cyclodextrin as Recognition Hosts with Trichloroethylene |
| title_full_unstemmed | DFT Investigation on the Complexation of β-Cyclodextrin and Hydroxypropyl-β-Cyclodextrin as Recognition Hosts with Trichloroethylene |
| title_short | DFT Investigation on the Complexation of β-Cyclodextrin and Hydroxypropyl-β-Cyclodextrin as Recognition Hosts with Trichloroethylene |
| title_sort | dft investigation on the complexation of β cyclodextrin and hydroxypropyl β cyclodextrin as recognition hosts with trichloroethylene |
| topic | β-cyclodextrin hydroxypropyl-β-cyclodextrin trichloroethylene non-covalent interactions density functional theory Monte Carlo simulations |
| url | https://www.mdpi.com/2218-2004/11/12/153 |
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