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Hops

573 bytes added, 03:38, 4 December 2022
Thiols
==Hop Derived Compounds In Beer and Biotransformations==
[[File:Svedlund 2022.jpg|thumb|400px|An overview of the biotransformation reactions occurring in yeast. Abbreviations: 3MH 3-mercaptohexanol, 3MHA 3-mercaptohexyl acetate, Cys cysteine, GSH glutathione, TPA terpene alcohol. Credit: Henrik Svedlund.
 
Source: [https://link.springer.com/article/10.1007/s00253-022-12068-w Svedlund, N., Evering, S., Gibson, B. et al. Fruits of their labour: biotransformation reactions of yeasts during brewery fermentation. Appl Microbiol Biotechnol 106, 4929–4944 (2022). https://doi.org/10.1007/s00253-022-12068-w]]]
 
The flavor and aroma compounds found in leaf/pellet hops are different than the hop-derived flavor and aroma compounds found in finished beer (other than in the case of dry hopping). The brewing process (particularly boiling), and fermentation greatly affect the composition of flavor and aroma compounds that are found in beer. For example, boiling wort and hops isomerizes non-bitter alpha acids into bitter iso-alpha acids. During the boiling of the wort, many compounds found in hops are evaporated, such as many of the various sulfur compounds found in hops. The terpene hydrocarbons which make up most of the hop oil content in hops (myrecene, humulene, and caryophyllene) are completely removed by fermentation. It is believed that these terpene hydrocarbons stick to the yeast cells and fall out of solution during fermentation <ref name="Praet_2012">[http://www.sciencedirect.com/science/article/pii/S1373716311001636 Biotransformations of hop-derived aroma compounds by Saccharomyces cerevisiae upon fermentation. Tatiana Praet, Filip Van Opstaele, Barbara Jaskula-Goiris, Guido Aerts, Luc De Cooman. 2012.]</ref>.
Acetylation (acetate) variations:
* 3-sulfanyl-4-methylpentyl acetate (3S4MPA; ''passionfruit'', ''grapefruit'')
* 3-mercaptohexyl acetate (3MHA; ''passionfruit'')
Typically, in beer and wine, the amount of free thiols that are formed from these precursors is less than 1%, perhaps due to poor activity of β-lyase activity in acidic media and inhibition by polyphenols. However, these thiols were found in beers dry hopped separately with Amarillo, Hallertau Blanc, and Mosaic hop varieties. The amounts of these two thiols were higher than expected based on the content of these thiols in the hops alone <ref name="Cibaka_2016" />. Dry hopping temperature plays a role, with with 18-24°C being optimum for 3Mh and 3MP, and 28°C being optimum for 3S4MP. Mash hopping can potentially increase thiols, while using copper in the brewing or winemaking process can reduce them <ref name="Svedlund_2022" />. [[Omega Yeast Labs]] has bioengineered a yeast strain called [https://omegayeast.com/news/cosmic-punch-new-thiol-boosting-strain Cosmic Punch™ (British V OYL-011)] to produce significant amounts of thiols from hops and malted grains. [https://berkeleyyeast.com/available-yeast-strains/ Berkeley Yeast] also offers bioengineered yeast strains that produce thiols. See also this [https://www.facebook.com/groups/MilkTheFunk/permalink/1373899592638251/ MTF thread speculating on how ''Brettanomyces'' might produce thiols].

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