Formation of α-Dicarbonyl Compounds in Beer during Storage of Pilsner

Adriana Bravo*, Julio C. Herrera, Erika Scherer, Yon Ju-Nam, Heinrich Rübsam, Jorge Madrid, Carsten Zufall and Rafael Rangel-Aldao§
Unidad de Investigacin e Innovacin, Empresas Polar, 4ta. Transv. de Los Cortijos de Lourdes, Caracas 1071, Venezuela, and Departamento de Qumica and Departamento de Biologa Celular, Universidad Simn Bolvar, Apartado 89000, Caracas 1080A, Venezuela
J. Agric. Food Chem., 2008, 56 (11), pp 4134–4144
DOI: 10.1021/jf703696p
Publication Date (Web): May 8, 2008
Copyright © 2008 American Chemical Society
* Corresponding author. Tel.: +58 212 202 3905 ; fax: +58 212 202 3065; e-mail: adriana.bravo@empresas-polar.com.
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Unidad de Investigacin e Innovacin, Empresas Polar.

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Departamento de Qumica, Universidad Simn Bolvar.

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Departamento de Biologa Celular, Universidad Simn Bolvar.

Abstract

With the aim of determining the formation of α-dicarbonyl intermediates during beer aging on the shelf, α-dicarbonyls were identified and quantified after derivatization with 1,2-diaminobenze to generate quinoxalines. The sensory effects of α-dicarbonyls were evaluated by the quantification of key Strecker aldehydes and by GC-olfactometry (GCO)analysis of beer headspace using solid phase microextraction. Four α-dicarbonyls, reported here for the first time, were detected in fresh and aged beers, three were derived from the 2,3-enolization pathway of mono- and disaccharides, and the fourth was derived from the epimerization of 3-deoxy-2-hexosulose. Ten α-dicarbonyls were quantified during beer processing and during different periods of beer aging at 28 °C. The aging periods were from 15 to 105 days. During beer aging, 1-deoxydiuloses were produced and degraded, while 1,4-dideoxydiuloses were produced at the highest rates. The GCO analysis indicated that forced beer aging increased the amounts of furaneol, trans-2-nonenal, and phenylacetaldehyde. The blockage of α-dicarbonyls inhibited the accumulation of sensory-active aldehydes in the beer headspace.

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History

  • Published In Issue June 11, 2008
  • Article ASAPMay 08, 2008
  • Received: December 18, 2007
    Accepted: March 15, 2008
    Revised: March 05, 2008

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