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


Journal

Food chemistry
ISSN: 1873-7072
Titre abrégé: Food Chem
Pays: England
ID NLM: 7702639

Informations de publication

Date de publication:
15 Mar 2019
Historique:
received: 19 03 2018
revised: 31 08 2018
accepted: 27 09 2018
entrez: 10 11 2018
pubmed: 10 11 2018
medline: 1 1 2019
Statut: ppublish

Résumé

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.

Identifiants

pubmed: 30409602
pii: S0308-8146(18)31752-7
doi: 10.1016/j.foodchem.2018.09.167
pii:
doi:

Substances chimiques

Anthocyanins 0
Glucosides 0
Salivary Proline-Rich Proteins 0
malvidin-3-glucoside 7228-78-6
Catechin 8R1V1STN48

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

33-42

Informations de copyright

Copyright © 2018 Elsevier Ltd. All rights reserved.

Auteurs

Susana Soares (S)

REQUIMTE/LAQV, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, Portugal. Electronic address: susana.soares@fc.up.pt.

Mafalda Santos Silva (M)

REQUIMTE/LAQV, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, Portugal.

Ignacio García-Estévez (I)

Grupo de Investigación en Polifenoles (GIP). Facultad de Farmacia, University of Salamanca, E37007 Salamanca, Spain; REQUIMTE/LAQV, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, Portugal. Electronic address: igarest@usal.es.

Elsa Brandão (E)

REQUIMTE/LAQV, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, Portugal.

Fátima Fonseca (F)

i3S - Instituto de Investigação e Inovação em Saúde, Universidade do Porto, Portugal; IBMC - Instituto de Biologia Molecular e Celular, Universidade do Porto, Porto, Portugal. Electronic address: maria.fonseca@ibmc.up.pt.

Frederico Ferreira-da-Silva (F)

i3S - Instituto de Investigação e Inovação em Saúde, Universidade do Porto, Portugal; IBMC - Instituto de Biologia Molecular e Celular, Universidade do Porto, Porto, Portugal. Electronic address: ffsilva@ibmc.up.pt.

M Teresa Escribano-Bailón (M)

Grupo de Investigación en Polifenoles (GIP). Facultad de Farmacia, University of Salamanca, E37007 Salamanca, Spain. Electronic address: escriban@usal.es.

Nuno Mateus (N)

REQUIMTE/LAQV, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, Portugal. Electronic address: nbmateus@fc.up.pt.

Victor de Freitas (V)

REQUIMTE/LAQV, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, Portugal. Electronic address: vfreitas@fc.up.pt.

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Classifications MeSH