Effect of malvidin-3-glucoside and epicatechin interaction on their ability to interact with salivary proline-rich proteins

Food Chem. 2019 Mar 15:276:33-42. doi: 10.1016/j.foodchem.2018.09.167. Epub 2018 Sep 28.

Abstract

At red wine pH, malvidin-3-glucoside (mv-3-glc), the major anthocyanin of red wine, is expected to be present mainly in its non-colored hemiketal form. However, due to copigmentation with flavanols (e.g. epicatechin), the stabilization of the colored forms of mv-3-glc occurs. Some flavanols have been linked to astringency, due to their ability to interact/precipitate salivary proteins, namely proline-rich proteins (PRPs). So, a major question is if this copigmentation interaction could affect the ability of flavanols to interact with SP. To answer this, the effect of the interaction between mv-3-glc and epicatechin with basic and acidic PRPs, was investigated by saturation-tranfer difference (STD)-NMR and isothermal titration calorimetry (ITC). The most relevant result was that epicatechin:mv-3-glc mixture presents a synergic effect toward the interaction with both PRPs when compared to individual polyphenols. Furthermore, was observed that epicatechin interaction was driven by hydrophobic and hydrophilic interactions while mv-3-glc interaction was driven by electrostatic interactions.

Keywords: Anthocyanins; Astringency; ITC; Red wine; STD-NMR.

MeSH terms

  • Anthocyanins / metabolism*
  • Catechin / metabolism*
  • Glucosides / metabolism*
  • Protein Binding
  • Salivary Proline-Rich Proteins / metabolism*
  • Wine / analysis

Substances

  • Anthocyanins
  • Glucosides
  • Salivary Proline-Rich Proteins
  • malvidin-3-glucoside
  • Catechin