Occurrence of Theaspirane and its Odorant Degradation Products in Hop and Beer

被引:6
作者
Scholtes, Caroline [1 ]
Nizet, Sabrina [1 ]
Massart, Hadrien [1 ]
Gerbaux, Pascal [2 ]
Collin, Sonia [1 ]
机构
[1] Catholic Univ Louvain, Earth & Life Inst ELIM, Unite Brasserie & Ind Alimentaires, Fac Ingn Biol Agron & Environm, B-1348 Louvain La Neuve, Belgium
[2] Univ Mons, U MONS, Mass Spectrometry Ctr, Organ Chem Lab, B-7000 Mons, Belgium
关键词
theaspirane degradation; hop aroma; beer aging; BETA-DAMASCENONE; SOTOLON; WINES; IDENTIFICATION; ABHEXON;
D O I
10.1021/acs.jafc.5b03195
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
In model oxidized media, six theaspirane-derived compounds were identified by gas chromatography high resolution mass spectrometry: 4-hydroxy-7,8-dihydro-beta-ionone, 6-hydroxy-7,8-dihydro-alpha-ionone, dihydrodehydro-beta-ionone, two monoepoxides, and a derived alcohol. Only 4-hydroxy-7,8-dihydro-beta-ionone and dihydrodehydro-beta-ionone have been described previously in the literature. Investigation of hop revealed five of these compounds in free form together with theaspirane (especially in the Mosaic variety), while the Citra and Amarillo hop varieties emerged as very interesting for the release of theaspirane, 4-hydroxy-7,8-dihydro-beta-ionone, and dihydrodehydro-beta-ionone from glucoside precursors. For the first time, theaspirane, 4-hydroxy-7,8-dihydro-beta-ionone, 6-hydroxy-7,8-dihydro-alpha-ionone, and both monoepoxides were found in a fresh commercial top fermentation beer (only theaspirane, 4-hydroxy-7,8-dihydro-beta-ionone, and dihydrodehydro-beta-ionone have recently been mentioned as Gueuze constituents).
引用
收藏
页码:8247 / 8253
页数:7
相关论文
共 13 条
  • [1] Identification of a stale-beer-like odorant in extracts of naturally aged beer
    Callemien, D
    Dasnoy, S
    Collin, S
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2006, 54 (04) : 1409 - 1413
  • [2] Investigation of the β-damascenone level in fresh and aged commercial beers
    Chevance, F
    Guyot-Declerck, C
    Dupont, J
    Collin, S
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2002, 50 (13) : 3818 - 3821
  • [3] Quantitation of Selected Terpenoids and Mercaptans in the Dual-Purpose Hop Varieties Amarillo, Citra, Hallertau Blanc, Mosaic, and Sorachi Ace
    Cibaka, Marie-Lucie Kankolongo
    Gros, Jacques
    Nizet, Sabrina
    Collin, Sonia
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2015, 63 (11) : 3022 - 3030
  • [4] Main Odorants in Jura Flor-Sherry Wines, Relative Contributions of Sotolon, Abhexon, and Theaspirane-Derived Compounds
    Collin, Sonia
    Nizet, Sabrina
    Bouuaert, Thomas Claeys
    Despatures, Pierre-Marie
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2012, 60 (01) : 380 - 387
  • [5] Daenen L., 2008, BEER HLTH DIS PREVEN, P33
  • [6] How low pH can intensify β-damascenone and dimethyl trisulfide production through beer aging
    Gijs, L
    Chevance, F
    Jerkovic, V
    Collin, S
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2002, 50 (20) : 5612 - 5616
  • [7] Release of deuterated (E)-2-nonenal during beer aging from labeled precursors synthesized before boiling
    Liégeois, C
    Meurens, N
    Badot, C
    Collin, S
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2002, 50 (26) : 7634 - 7638
  • [8] Identification of a Sotolon Pathway in Dry White Wines
    Pons, Alexandre
    Lavigne, Valerie
    Landais, Yannick
    Darriet, Philippe
    Dubourdieu, Denis
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2010, 58 (12) : 7273 - 7279
  • [9] SYNTHESIS AND ENANTIODIFFERENTIATION OF ISOMERIC THEASPIRANES
    SCHMIDT, G
    FULL, G
    WINTERHALTER, P
    SCHREIER, P
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1992, 40 (07) : 1188 - 1191
  • [10] How Sotolon Can Impart a Madeira Off-Flavor to Aged Beers
    Scholtes, Caroline
    Nizet, Sabrina
    Collin, Sonia
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2015, 63 (11) : 2886 - 2892