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监测酿造过程中和商业啤酒样品中多巴胺 D2 受体激动剂 hordenine 和 N-甲基酪胺。

Monitoring of the dopamine D2 receptor agonists hordenine and N-methyltyramine during the brewing process and in commercial beer samples.

机构信息

Food Chemistry, Department of Chemistry and Pharmacy, Friedrich-Alexander-Universität Erlangen-Nürnberg, Nikolaus-Fiebiger-Str. 10, 91058 Erlangen, Germany; Computer Chemistry Center, Department of Chemistry and Pharmacy, Friedrich-Alexander-Universität Erlangen-Nürnberg, Nägelsbachstr. 25, 91052 Erlangen, Germany.

Food Chemistry, Department of Chemistry and Pharmacy, Friedrich-Alexander-Universität Erlangen-Nürnberg, Nikolaus-Fiebiger-Str. 10, 91058 Erlangen, Germany; Institute of Psychology, Friedrich-Alexander-Universität Erlangen-Nürnberg, Nägelsbachstr. 49 b, 91052 Erlangen, Germany.

出版信息

Food Chem. 2019 Mar 15;276:745-753. doi: 10.1016/j.foodchem.2018.10.067. Epub 2018 Oct 13.

Abstract

The phenethylamine alkaloid hordenine, present in germinated barley, was identified recently as a functionally selective dopamine D2 receptor agonist contributing potentially to the rewarding effects of drinking beer. Here, it was shown that the hordenine precursor N-methyltyramine binds with a similar affinity to the dopamine D2 receptor as hordenine (K 31.3 µM) showing also selectivity towards the G protein-mediated pathway over the β-arrestin pathway. Using a newly developed UHPLC-ESI-MS/MS method to monitor beer production, we demonstrated that hordenine and N-methyltyramine were released continuously from barley malt during mashing and were stable during fermentation and conditioning. The amounts released from different base malt types were in a similar range but tended to be higher from caramel malts. Hordenine and N-methyltyramine concentrations in 24 types of beer varied between 1.05-6.32 and 0.59-4.61 mg/L, respectively. Thus, the human uptake of the alkaloids during beer consumption is in the low milligram range.

摘要

在发芽的大麦中发现的苯乙胺生物碱 hordenine 最近被鉴定为一种具有功能选择性的多巴胺 D2 受体激动剂,可能有助于啤酒饮用的奖赏效应。在这里,研究表明 hordenine 的前体 N-甲基酪胺(N-methyltyramine)与 hordenine 具有相似的亲和力(K 31.3 μM),对 G 蛋白介导的途径具有选择性,而对β-arrestin 途径则没有选择性。使用新开发的 UHPLC-ESI-MS/MS 方法监测啤酒生产,我们证明 hordenine 和 N-甲基酪胺在糖化过程中从大麦芽中不断释放,并且在发酵和陈化过程中稳定。不同基础麦芽类型释放的量相似,但焦糖麦芽的释放量往往更高。24 种啤酒中 hordenine 和 N-甲基酪胺的浓度分别为 1.05-6.32 和 0.59-4.61 mg/L。因此,人类在饮用啤酒过程中摄入的生物碱量处于低毫克范围。

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