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doi:10.1094/ASBCJ-2008-0215-01
Use of RP-HPLC-ESI(–)-MS/MS to Differentiate Various Proanthocyanidin Isomers
in Lager Beer Extracts. Delphine Callemien and Sonia Collin (1), Unité de
Brasserie et des Industries Alimentaires, Université catholique de Louvain,
Louvain-la-Neuve, Belgium. (1) Corresponding author. E-mail:
<collin@inbr.ucl.ac.be>; Phone: +32-(0)10-47 29 13; Fax: +32-(0)10-47 21 78.
J. Am. Soc. Brew. Chem. 66(2):109-115, 2008.
Normal-phase high-performance liquid chromatography electrospray
ionization(–) tandem mass spectrometry (NP-HPLC-ESI(–)-MS/MS) and
thioacidolysis analyses recently have revealed the presence of (+)-catechin,
(–)-epicatechin, procyanidin dimers, and prodelphinidin trimers in acetone/water
(70/30, vol/vol) LH-20 extracts of lager beers. In this study, detailed
structures were determined by reversed-phase (RP) HPLC-ESI(–)-MS/MS. Four dimers
were identified: three procyanidins (B1, B3, and B4) and one prodelphinidin
(B3). Previously detected in hop or malt, three trimers (the procyanidin
C-4alpha-8-C-4alpha-8-C and two prodelphinidins,
GC-4alpha-8-C-4alpha-8-C and GC-4alpha-8-GC-4alpha-8-C) were distinguished for
the first time in beer. As expected based on previous thioacidolysis data, most
beer proanthocyanidins carried a catechin as the terminal unit. Keywords: Beer,
Flavan-3-ols, HPLC-ESI(–)-MS/MS, Proanthocyanidins
La fase normal cromatografía líquida de alto resolución de ionización
electroroció y espectrometría de masa en tandém (NP-HPLC-ESI(–)-MS/MS) y
tioacidólisis análisis recientemente han puesto de manifiesto la presencia de
(+)-catequina, (–)-epicatequina, dímeros de procianidina, y trímeros de
prodelfinidina en acetona/agua (70/30, vol/vol) LH-20 extractos de las cervezas
lager. En este estudio, las estructuras detalladas se determinaron por modo de
fase inversa (RP) HPLC-ESI(–)-MS/MS. Cuatro dímeros se identificaron: tres
procianidinas (B1, B3, y B4) y un prodelfinidina (B3). Previamente detectadas en
malta o lúpulo, tres trímeros (la procianidina C-4alfa-8-C-4alfa-8-C y dos
prodelfinidinas, GC-4alfa-8-C-4alfa-8-C y GC-4alfa-8-GC-4alfa-8-C) se distinguen
por primera vez en la cerveza. Como era de esperar teniendo en datos de
tioacidólisis, la mayoría de procianidinas en cerveza llevaba catequina como la
unidad terminal. Palabras claves: Cerveza, Flavan-3-ols, HPLC-ESI(–)-MS/MS, Proantocianidinas
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The ASBC Journal publishes scientific papers, review articles, and technical reports dealing with the chemistry and microbiology of brewing ingredients and relevant technology, as well as the analytical techniques used in the malting and brewing industry.
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