Cibaka Marie-Lucie Kankolongo, Gros Jacques, Nizet Sabrina, Collin Sonia
Unité de Brasserie et des Industries Alimentaires, Earth and Life Institute (ELIM), Université Catholique de Louvain, Croix du Sud 2, Box L7.05.07, B-1348 Louvain-la-Neuve, Belgium.
J Agric Food Chem. 2015 Mar 25;63(11):3022-30. doi: 10.1021/jf5058556. Epub 2015 Mar 17.
Free terpenoids and both free and bound polyfunctional thiols were investigated in five selected dual-purpose hop cultivars. Surprisingly, the dual-purpose Sorachi Ace variety was found to contain higher amounts of farnesene (2101 mg/kg) than aromatic hops such as Saaz but only traces of 3-methylbutylisobutyrate, a compound that usually distinguishes all bitter varieties. All five cultivars investigated here showed an exceptional citrus-like potential explained by either monoterpenic alcohols or polyfunctional thiols. Among the monoterpenic alcohols, β-citronellol at concentrations above 7 mg/kg distinguished Amarillo, Citra, Hallertau Blanc, Mosaic, and Sorachi Ace from Nelson Sauvin and Tomahawk, two previously investigated dual-purpose hops, while linalool (312 mg/kg) and geraniol (211 mg/kg) remained good discriminating compounds for Nelson Sauvin and Tomahawk, respectively. Regarding polyfunctional thiols, higher amounts of 3-sulfanylhexyl acetate (27 μg/kg) characterized the Citra variety. Free 4-sulfanyl-4-methylpentan-2-one proved discriminant for Sorachi Ace, while the bound form is predominant in Nelson Sauvin. On the other hand, an S-conjugate of 3-sulfanylhexan-1-ol was found in Sorachi Ace at levels not far from those previously reported for Cascade, although the free form was undetected here. Both free and bound grapefruit-like 3-sulfanyl-4-methylpentan-1-ol (never evidenced before the present work) emerged as discriminating compounds for the Hallertau Blanc variety. The apotryptophanase assay also allowed us to evidence for the first time an S-conjugate of 2-sulfanylethan-1-ol.
对五个选定的兼用型啤酒花品种中的游离萜类化合物以及游离和结合的多官能硫醇进行了研究。令人惊讶的是,兼用型品种索拉奇艾斯(Sorachi Ace)被发现含有比诸如萨兹(Saaz)等香型啤酒花更高含量的法尼烯(2101毫克/千克),但仅含有痕量的3-甲基丁基异丁酸酯,该化合物通常是所有苦味品种的特征性化合物。这里研究的所有五个品种都表现出由单萜醇或多官能硫醇所解释的特殊的类似柑橘的潜力。在单萜醇中,浓度高于7毫克/千克的β-香茅醇将阿马里洛(Amarillo)、西楚(Citra)、哈勒陶白(Hallertau Blanc)、马赛克(Mosaic)和索拉奇艾斯与尼尔森索文(Nelson Sauvin)和战斧(Tomahawk)这两个先前研究过的兼用型啤酒花区分开来,而芳樟醇(312毫克/千克)和香叶醇(211毫克/千克)分别仍然是尼尔森索文和战斧的良好区分化合物。关于多官能硫醇,较高含量的乙酸3-巯基己酯(27微克/千克)是西楚品种的特征。游离的4-巯基-4-甲基戊-2-酮被证明是索拉奇艾斯的判别化合物,而结合形式在尼尔森索文中占主导地位。另一方面,在索拉奇艾斯中发现了3-巯基己醇的S-共轭物,其含量与先前报道的卡斯卡特(Cascade)的含量相差不远,尽管此处未检测到游离形式。游离和结合的类似葡萄柚的3-巯基-4-甲基戊-1-醇(在本研究之前从未有过报道)成为哈勒陶白品种的区分化合物。色氨酸酶测定还首次使我们能够证明2-巯基乙醇的S-共轭物。