title: Formation of new stable pigments from condensation reaction between malvidin 3-glucoside and (-)-epicatechin mediated by acetaldehyde: Effect of tartaric acid concentration.
abstract: The objective of this work was to study the effect of tartaric acid concentration on the condensation reaction between malvidin 3-glucoside (Mv-glc) and flavanols mediated by acetaldehyde in the model solution. The model wine solutions were prepared by 12% ethanol in water (v/v) with two different l-tartaric acid concentrations (5g/l and 25g/l, respectively) and at two different pH values (3.2 and 1.7, respectively). Four new pigments were detected in model wine solutions containing Mv-glc, (-)-epicatechin and acetaldehyde. By reverse-phase HPLC-DAD, ESI-MS and MS(n) fragmentation analysis, the four new pigments were tentatively identified as four isomers of hydroxyethyl malvidin-3-glucoside-ethyl-flavanol. The decrease in the concentration of Mv-glc and (-)-epicatechin and the increase in the concentration of the new identified pigments were more pronounced at higher tartaric acid concentration. At pH 1.7, although the two well-recognized ethyl-linked Mv-glc-flavanol isomers were quantitatively the major pigmented products in the reaction solution throughout the assay period, they appeared less stable than the four new pigments. At pH 3.2, the rate of formation of ethyl-linked Mv-glc-flavanol pigments was much slower than at pH 1.7, whereas the four new pigments were quantitatively the predominant pigmented products at the latter stage of the reaction.
authors.affiliation: Estação Vitivinícola Nacional, Instituto Nacional de Recursos Biológicos, I.P., Quinta da Almoinha, 2565-191 Dois Portos, Portugal. Electronic address: evn.sun.baoshan@mail.net4b.pt.
authors.forename: Baoshan
authors.initials: B
authors.lastname: Sun
authors.affiliation: Estação Vitivinícola Nacional, Instituto Nacional de Recursos Biológicos, I.P., Quinta da Almoinha, 2565-191 Dois Portos, Portugal.
authors.forename: Tania
authors.initials: T
authors.lastname: Barradas
authors.affiliation: Estação Vitivinícola Nacional, Instituto Nacional de Recursos Biológicos, I.P., Quinta da Almoinha, 2565-191 Dois Portos, Portugal.
authors.forename: Conceição
authors.initials: C
authors.lastname: Leandro
authors.affiliation: Estação Vitivinícola Nacional, Instituto Nacional de Recursos Biológicos, I.P., Quinta da Almoinha, 2565-191 Dois Portos, Portugal.
authors.forename: Cláudia
authors.initials: C
authors.lastname: Santos
authors.affiliation: Estação Vitivinícola Nacional, Instituto Nacional de Recursos Biológicos, I.P., Quinta da Almoinha, 2565-191 Dois Portos, Portugal.
authors.forename: Isabel
authors.initials: I
authors.lastname: Spranger
keywords: (−)-Epicatechin; Acetaldehyde; Condensation reaction; Malvidin 3-glucoside; Tartaric acid