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Titre du document / Document title

Tandem mass spectrometry for sequencing proanthocyanidins

Auteur(s) / Author(s)

LI Hui-Jing (1) ; DEINZER Max L. (1) ;

Affiliation(s) du ou des auteurs / Author(s) Affiliation(s)

(1) Department of Chemistry, Oregon State University, Corvallis, Oregon 97331, ETATS-UNIS

Résumé / Abstract

Proanthocyanidins (PAs) are a group of bioflavonoids consisting of oligomers based on catechin monomeric units. These polyphenolic compounds are widely distributed in higher plants and are an integral part of the human diet. A sensitive LC-tandem mass spectrometric (LC/ESI-MSn) method in the positive ion mode for sequencing these ubiquitous and highly beneficial antioxidants is described. The hydroxylation patterns and interflavanoid linkage for A- and B-type PAs were determined by fragment ions derived from a retro-Diels-Alder (RDA) fission, heterocyclic ring fission (HRF), a novel benzofuran-forming (BFF) fission described here for the first time, and a quinone methide (QM) fission. The subunit sequence of the PAs was determined by diagnostic ions derived from HRF/RDA fission, HRF/BFF fission, and RDA/HRF fission together with QM fission. A total of 26 PAs were reliably sequenced by the newly established tandem mass spectrometric protocol. It is shown that the protocol based on a combination of these different fragmentation patterns allows for uniquely identifying PA oligomers.

Revue / Journal Title

Analytical chemistry    ISSN  0003-2700   CODEN ANCHAM 

Source / Source

2007, vol. 79, no4, pp. 1739-1748 [10 page(s) (article)]

Langue / Language

Anglais

Editeur / Publisher

American Chemical Society, Washington, DC, ETATS-UNIS  (1947) (Revue)

Mots-clés anglais / English Keywords

Quinone

;

Benzofuran

;

Antioxidant

;

Human

;

Oligomer

;

Fragmentation pattern

;

Positive ion

;

Mass spectrometry

;

Liquid chromatography

;

Sequencing

;

Mass spectrometry MS/MS

;

Mots-clés français / French Keywords

Quinone

;

Benzofurane

;

Antioxydant

;

Homme

;

Oligomère

;

Schéma fragmentation

;

Ion positif

;

Spectrométrie masse

;

Chromatographie phase liquide

;

Séquençage

;

Spectrométrie masse tandem

;

Mots-clés espagnols / Spanish Keywords

Quinona

;

Benzofurano

;

Antioxidante

;

Hombre

;

Oligómero

;

Esquema fragmentación

;

Ión positivo

;

Espectrometría masa

;

Cromatografía fase líquida

;

Sequencing

;

Espectrometría masa en tándem

;

Localisation / Location

INIST-CNRS, Cote INIST : 120 B, 35400014554720.0640

Nº notice refdoc (ud4) : 18534021



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