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Isovaleric Acid

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==Production in Beer and Wine==
''[[Brettanomyces]] '' can create isovaleric acid <ref name="wikipedia">[http://en.wikipedia.org/wiki/3-Methylbutanoic_acid Wikipedia article]</ref>. The compound generally takes a few months to produce in beer by ''Brettanomyces''. ''Brettanomyces '' breaks down leucine present in beer into isovaleric acid (controversial, but generally accepted) <ref>[https://scholar.sun.ac.za/bitstream/handle/10019.1/4141/Botha,%20J.J.pdf?sequence=1 Botha, Janita J. Sensory, chemical and consumer analysis of ''Brettanomyces '' spoilage in South African wines. March 2010. Pg 2, 13, 17, 18]</ref><ref>[https://scholar.sun.ac.za/bitstream/handle/10019.1/1239/oelofse_investigating_2008.pdf?sequence=1 Oelofse, Adriaan. Investigating the role of ''Brettanomyces '' and Dekkera during winemaking. December 2008.]</ref>.
Isovaleric acid can also be produced by a bacteria that lives naturally on human skin and is responsible for foot odor called Staphylococcus epidermidis. It does so by degrading leucine, an amino acid present in sweat <ref>[http://www.ncbi.nlm.nih.gov/pubmed/16699586 Ara K, Hama M, Akiba S, Koike K, Okisaka K, Hagura T, Kamiya T, Tomita F. Can J Microbiol. 2006 Apr.]</ref>. Leucine is also present in beer <ref>[http://onlinelibrary.wiley.com/doi/10.1002/j.2050-0416.1981.tb03992.x/pdf Hall, Nutfield, Redhill, Surrey. Amino Acid Esters in Beer. Brewing Research Foundation. July 14, 1980.]</ref>.
==Metabolic Breakdown==
''Brettanomyces'' can break down isovaleric acid into an ester called ethyl isovalerate. This ester is described as fruity, sweet, berry-like with a ripe, pulpy fruit nuance <ref name="Fenaroli_ethylisovalerate">[https://books.google.com/books?id=15HMBQAAQBAJ&pg=PA638&lpg=PA638&dq=ethyl+valerate+threshold&source=bl&ots=avVr8PQQ_p&sig=zm81_lhLU86VJ4jBNnm4I9nnxDw&hl=en&sa=X&ved=0CDIQ6AEwBGoVChMImYrEl6usxwIVAjmICh1HGwEs#v=onepage&q=ethyl%20isovalerate%20threshold&f=false Fenaroli's Handbook of Flavor Ingredients, Fifth Edition. George A. Burdock. CRC Press, Dec 3, 2004. Pg 587.]</ref><ref name="Joseph">[http://www.ajevonline.org/content/suppl/2015/07/28/66.3.379.DC1/Supplemental_Data.pdf Supplemental Data for: Joseph, C.M.L., E.A. Albino, S.E. Ebeler, and L.F. Bisson. Brettanomyces bruxellensis aroma-active compounds determined by SPME GC-MS olfactory analysis. 2015.]</ref><ref name="lucy_joseph">[http://slideplayer.com/slide/4473144/ Impact of Brettanomyces on Wine. Presentation by Lucy Joseph of UC Davis. Retrieved 08/15/2015.]</ref>. The rate of metabolic breakdown of isovaleric acid into ethyl isovalerate has not been researched, but anecdotes from brewers indicate that only very small amounts of isovaleric acid seem to be broken down over time, and ''Brettanomyces'' will not significantly "clean up" a beer with high amounts of isovaleric acid <ref>[https://www.facebook.com/groups/MilkTheFunk/permalink/4384393781588802/?comment_id=4386457104715803 Richard Preiss and other brewers. MTF post; anecdotes on isovaleric acid break down over time. 03/09/2021.] </ref>. See also [[Brettanomyces#Ester_Production|''Brettanomyces '' ester production]].
==Status as an Off-Flavor==

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