Modeling of molecular interaction between catechol and tyrosinase by DFT
| Autor: | Deniz Karataş, İlker Polatoğlu |
|---|---|
| Přispěvatelé: | Manisa Celal Bayar University, Bioengineering Department, Yunusemre, Manisa, 45140, Turkey, Istanbul Technical University, Mineral Processing Engineering Department, Maslak, Istanbul, 34469, Turkey |
| Rok vydání: | 2020 |
| Předmět: |
Catechol
biology 010405 organic chemistry Chemistry Tyrosinase Organic Chemistry Active site chemistry.chemical_element 010402 general chemistry 01 natural sciences Copper 0104 chemical sciences Analytical Chemistry Inorganic Chemistry Solvent chemistry.chemical_compound Computational chemistry biology.protein Molecule Density functional theory Spectroscopy Histidine |
| Zdroj: | Journal of Molecular Structure. 1202:127192 |
| ISSN: | 0022-2860 |
| DOI: | 10.1016/j.molstruc.2019.127192 |
| Popis: | In this study, the synthetic active site model of tyrosinase enzyme's "(His(3))(CuOHCu)-O-center dot center dot-Cu-center dot center dot(His(3)) arrangement" is constituted by applying the density functional theory (DFT) to reveal the enzymatic conversion of catechol in molecular basis. This is the first time the binding mechanisms of catechol in relation to the enzyme active site (met-tyrosinase) in a vacuum environment, explicit water, and solvent (ethanol, acetone)/water mixture have been studied using the DFT. The theoretical results are supported along with the experimental ones to clarify the structure-activity relationship in these models. As understood from the mechanisms, the initial H abstraction from catechol is the most probable rate-limiting step. The parameters that cause the copper region to become congested or comfortable for H abstraction, such as the ordered structure of water molecules, Cu-Cu distance, H-bond distance, orientation and conformation of histidine residues around the copper center, and electrostatic potential of the system, play a significant role in the catechol/met-tyrosinase interaction. (C) 2019 Elsevier B.V. All rights reserved. |
| Databáze: | OpenAIRE |
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