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Original Research ARTICLE Provisionally accepted The full-text will be published soon. Notify me

Front. Chem. | doi: 10.3389/fchem.2019.00579

Oenin/Syringic Acid Copigmentation: Insights from a Theoretical Study

 Yunkui LI1*,  Mario Prejanò2, Marirosa Toscano2 and  Nino Russo2
  • 1Northwest A&F University, China
  • 2Department of Chemistry and Chemical Technologies, University of Calabria, Italy

On the basis of the dispersion-corrected density functional theory, a computational model is proposed to describe the oenin/syringic acid copigmentation and to explore the non-covalent interaction between the anthocyanin and the copigment in the framework of implicit solvent approach. The predicted binding free energy and visible spectrum shift of this copigmentation complex are in accordance with the experimental observations. The used model provides a good structural description of oenin/syringic acid complex and suggests that the intermolecular hydrogen bonding, in which the hydroxyl-rich sugar moiety in oenin plays a key role, may be the determinant for the formation and nature of the copigmentation complex.

Keywords: Oenin, Malvidin-3-O-glucoside, syringic acid, Copigmentation, Density Functional Theory, Hydrogen Bonding, Anthocyanin, red wine, Copigment

Received: 14 May 2019; Accepted: 31 Jul 2019.

Edited by:

Hans M. Senn, University of Glasgow, United Kingdom

Reviewed by:

Giampaolo Barone, University of Palermo, Italy
Natercia Bras, University of Porto, Portugal  

Copyright: © 2019 LI, Prejanò, Toscano and Russo. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

* Correspondence: Dr. Yunkui LI, Northwest A&F University, Yangling, China,