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(Referência obtida automaticamente do Web of Science, por meio da informação sobre o financiamento pela FAPESP e o número do processo correspondente, incluída na publicação pelos autores.)

Reactivity of Beer Bitter Acids Toward the 1-Hydroxyethyl Radical as Probed by Spin-Trapping Electron Paramagnetic Resonance (EPR) and Electrospray Ionization-Tandem Mass Spectrometry (ESI-MS/MS)

Texto completo
Autor(es):
de Almeida, Natalia E. C. [1] ; Homem-de-Mello, Paula [2] ; De Keukeleire, Denis [3] ; Cardoso, Daniel R. [1]
Número total de Autores: 4
Afiliação do(s) autor(es):
[1] Univ Sao Paulo, Inst Quim Sao Carlos IQSC, BR-13560970 Sao Carlos, SP - Brazil
[2] Univ Fed ABC, BR-09210170 Sao Paulo - Brazil
[3] Univ Ghent, Fac Pharmaceut Sci, B-9000 Ghent - Belgium
Número total de Afiliações: 3
Tipo de documento: Artigo Científico
Fonte: Journal of Agricultural and Food Chemistry; v. 59, n. 8, p. 4183-4191, APR 27 2011.
Citações Web of Science: 11
Resumo

The iso-alpha-acids or isohumulones are the major contributors to the bitter taste of beer, and it is well-recognized that they are degraded during beer aging. In particular, the trans-isohumulones seem to be less stable than the cis-isohumulones. The major radical identified in beer is the 1-hydroxyethyl radical; however, the reactivity between this radical and the isohumulones has not been reported until now. Therefore, we studied the reactivity of isohumulones toward the 1-hydroxyethyl radical through a competitive kinetic approach. It was observed that both cis- and trans-isohumulones and dihydroisohumulones are decomposed in the presence of 1-hydroxyethyl radicals, while the reactivities are comparable. On the other hand, the tetrahydroisohumulones did not react with 1-hydroxyethyl radicals. The apparent second-order rate constants for the reactions between the 1-hydroxyethyl radical and these compounds were determined by electron paramagnetic resonance (EPR) spectroscopy and electrospray ionization-tandem mass spectrometry {[}ESI(+)-MS/MS]. It follows that degradation of beer bitter acids is highly influenced by the presence of 1-hydroxyethyl radicals. The reaction products were detected by liquid chromatography electrospray ionization-ion trap-tandem mass spectrometry (LC-ESI-IT-MS/MS), and the formation of oxidized derivatives of the isohumulones was confirmed. These data help to understand the mechanism of beer degradation upon aging. (AU)

Processo FAPESP: 08/08773-0 - Reatividade de iso-alfa-ácidos e seus derivados hidrogenados frente ao radical 1-hidroxietil: implicações na perda de qualidade sensorial da cerveja
Beneficiário:Natália Ellen Castilho de Almeida
Modalidade de apoio: Bolsas no Brasil - Mestrado
Processo FAPESP: 09/00858-0 - Mecanismo e conseqüências de processos redox em alimentos: aspectos químicos e fotoquímicos da deterioração oxidativa e atividade antioxidante de cerveja e produtos lácteos
Beneficiário:Daniel Rodrigues Cardoso
Modalidade de apoio: Auxílio à Pesquisa - Regular