The interactions between two flavanols (Catechin and Epicatechin) and (Ala) Alanine (aliphatic amino acid) are evaluated by theoretical chemistry methods. Calculations at the level DFT/B3LYP/6-31+G (d, p) determine their characteristics and those of the monomers. Geometric, energetic, and spectroscopic parameters in addition to QTAIM (Quantum Theory of Atoms In Molecules), NBO (Natural Bond Orbital) and NCI (Non-Covalent Interaction) topological analyses qualify the nature and type of these. The results indicate that the main interactions are O–H⋯O and O–H⋯N between the hydroxyl groups of Cat (Catechin) or Epicat (Epicatechin) and the heteroatoms of Ala. They mention the existence of a secondary one alongside the main. They classify them into proper, improper, moderate, and weak. The spectroscopic parameters prove that O–H⋯O, O–H⋯N and N–H⋯O are proper. They establish that the C–H⋯N and C–H⋯O are improper. QTAIM analysis presents O–H⋯O, O–H⋯N interactions as moderate and C–H⋯O and N–H⋯O as weak. Stabilization energies show that the most reactive sites of Ala Nsp3 and Osp2 interact strongly with the O28–H29, O32–H33 and O34–H35 hydroxyl groups of EpiCat and Cat. These interactions lead to the most stable complexes. This research reveals the existence of the VDW (Van Der Walls) NCI type and repulsive (steric) interactions in these complexes.
| Published in | Science Journal of Chemistry (Volume 11, Issue 3) |
| DOI | 10.11648/j.sjc.20231103.13 |
| Page(s) | 88-107 |
| Creative Commons |
This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited. |
| Copyright |
Copyright © The Author(s), 2023. Published by Science Publishing Group |
Flavanols, Catechin, Epicatechin, NBO, AIM, NCI, Hydrogen Bond
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APA Style
Essoh Akpa Eugene, N’Guessan Boka Robert, Adenidji Ganiyou, Adjou Ane, Bamba El Hadji Sawaliho. (2023). Modelling Interactions Between Flavanols and Amine Acids: Case of Catechin and Epicatechin with Alanine; NBO, AIM, NCI Analysis. Science Journal of Chemistry, 11(3), 88-107. https://doi.org/10.11648/j.sjc.20231103.13
ACS Style
Essoh Akpa Eugene; N’Guessan Boka Robert; Adenidji Ganiyou; Adjou Ane; Bamba El Hadji Sawaliho. Modelling Interactions Between Flavanols and Amine Acids: Case of Catechin and Epicatechin with Alanine; NBO, AIM, NCI Analysis. Sci. J. Chem. 2023, 11(3), 88-107. doi: 10.11648/j.sjc.20231103.13
AMA Style
Essoh Akpa Eugene, N’Guessan Boka Robert, Adenidji Ganiyou, Adjou Ane, Bamba El Hadji Sawaliho. Modelling Interactions Between Flavanols and Amine Acids: Case of Catechin and Epicatechin with Alanine; NBO, AIM, NCI Analysis. Sci J Chem. 2023;11(3):88-107. doi: 10.11648/j.sjc.20231103.13
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Download@article{10.11648/j.sjc.20231103.13,
author = {Essoh Akpa Eugene and N’Guessan Boka Robert and Adenidji Ganiyou and Adjou Ane and Bamba El Hadji Sawaliho},
title = {Modelling Interactions Between Flavanols and Amine Acids: Case of Catechin and Epicatechin with Alanine; NBO, AIM, NCI Analysis},
journal = {Science Journal of Chemistry},
volume = {11},
number = {3},
pages = {88-107},
doi = {10.11648/j.sjc.20231103.13},
url = {https://doi.org/10.11648/j.sjc.20231103.13},
eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20231103.13},
abstract = {The interactions between two flavanols (Catechin and Epicatechin) and (Ala) Alanine (aliphatic amino acid) are evaluated by theoretical chemistry methods. Calculations at the level DFT/B3LYP/6-31+G (d, p) determine their characteristics and those of the monomers. Geometric, energetic, and spectroscopic parameters in addition to QTAIM (Quantum Theory of Atoms In Molecules), NBO (Natural Bond Orbital) and NCI (Non-Covalent Interaction) topological analyses qualify the nature and type of these. The results indicate that the main interactions are O–H⋯O and O–H⋯N between the hydroxyl groups of Cat (Catechin) or Epicat (Epicatechin) and the heteroatoms of Ala. They mention the existence of a secondary one alongside the main. They classify them into proper, improper, moderate, and weak. The spectroscopic parameters prove that O–H⋯O, O–H⋯N and N–H⋯O are proper. They establish that the C–H⋯N and C–H⋯O are improper. QTAIM analysis presents O–H⋯O, O–H⋯N interactions as moderate and C–H⋯O and N–H⋯O as weak. Stabilization energies show that the most reactive sites of Ala Nsp3 and Osp2 interact strongly with the O28–H29, O32–H33 and O34–H35 hydroxyl groups of EpiCat and Cat. These interactions lead to the most stable complexes. This research reveals the existence of the VDW (Van Der Walls) NCI type and repulsive (steric) interactions in these complexes.},
year = {2023}
}
TY - JOUR T1 - Modelling Interactions Between Flavanols and Amine Acids: Case of Catechin and Epicatechin with Alanine; NBO, AIM, NCI Analysis AU - Essoh Akpa Eugene AU - N’Guessan Boka Robert AU - Adenidji Ganiyou AU - Adjou Ane AU - Bamba El Hadji Sawaliho Y1 - 2023/06/09 PY - 2023 N1 - https://doi.org/10.11648/j.sjc.20231103.13 DO - 10.11648/j.sjc.20231103.13 T2 - Science Journal of Chemistry JF - Science Journal of Chemistry JO - Science Journal of Chemistry SP - 88 EP - 107 PB - Science Publishing Group SN - 2330-099X UR - https://doi.org/10.11648/j.sjc.20231103.13 AB - The interactions between two flavanols (Catechin and Epicatechin) and (Ala) Alanine (aliphatic amino acid) are evaluated by theoretical chemistry methods. Calculations at the level DFT/B3LYP/6-31+G (d, p) determine their characteristics and those of the monomers. Geometric, energetic, and spectroscopic parameters in addition to QTAIM (Quantum Theory of Atoms In Molecules), NBO (Natural Bond Orbital) and NCI (Non-Covalent Interaction) topological analyses qualify the nature and type of these. The results indicate that the main interactions are O–H⋯O and O–H⋯N between the hydroxyl groups of Cat (Catechin) or Epicat (Epicatechin) and the heteroatoms of Ala. They mention the existence of a secondary one alongside the main. They classify them into proper, improper, moderate, and weak. The spectroscopic parameters prove that O–H⋯O, O–H⋯N and N–H⋯O are proper. They establish that the C–H⋯N and C–H⋯O are improper. QTAIM analysis presents O–H⋯O, O–H⋯N interactions as moderate and C–H⋯O and N–H⋯O as weak. Stabilization energies show that the most reactive sites of Ala Nsp3 and Osp2 interact strongly with the O28–H29, O32–H33 and O34–H35 hydroxyl groups of EpiCat and Cat. These interactions lead to the most stable complexes. This research reveals the existence of the VDW (Van Der Walls) NCI type and repulsive (steric) interactions in these complexes. VL - 11 IS - 3 ER -
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