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Tentative identification of pyranoanthocyanins in R ioja aged red wines by high‐performance liquid chromatography and tandem mass spectrometry
Author(s) -
SánchezIlárduya M.B.,
SánchezFernández C.,
GarmónLobato S.,
ViloriaBernal M.,
AbadGarcía B.,
Berrueta L.Á.,
Gallo B.
Publication year - 2014
Publication title -
australian journal of grape and wine research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.65
H-Index - 77
eISSN - 1755-0238
pISSN - 1322-7130
DOI - 10.1111/ajgw.12061
Subject(s) - chemistry , chromatography , wine , mass spectrometry , tandem mass spectrometry , fragmentation (computing) , aglycone , tandem , glycoside , organic chemistry , food science , computer science , operating system , materials science , composite material
Background and Aims Pyranoanthocyanins are a type of derivative formed by the cycloaddition reaction of different compounds with anthocyanins during wine maturation and ageing, and show a characteristic pyranic ring. This ring provides a high stability to the pigment, and the ring does not fragment in mass spectrometric experiments. Thus, aglycone ions of these derivatives in tandem mass spectrometry show the same fragmentation pattern as that of the corresponding precursor anthocyanin. The aim of this work was the identification of pyranoanthocyanins present in R ioja aged wines using mass spectrometric features to differentiate among isomeric compounds. Methods and Results The application to three R ioja aged red wines of a methodology that combines column chromatography, solid‐phase extraction and high‐performance liquid chromatography–diode array detection–electrospray ionisation collision‐induced dissociation–tandem mass spectrometry has allowed the identification of 72 pyranoanthocyanin derivatives. Conclusions This paper provides an overview of pyranoanthocyanin derivatives present in aged red wines with the identification of 72 compounds, some of them derivatives that appear in low concentration, and it assesses the importance of mass spectrometric analysis in the differentiation among isomeric derivatives. Significance of the Study The methodology described allows the identification of derivatives at low concentration and the establishment of characteristic fingerprints of native anthocyanins, which provide an effective tool for pyranoanthocyanin identification, allowing the differentiation among isomeric derivatives.