Dimethyl sulfide

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See: http://www.milkthefunk.com/wiki/Dimethyl_Sulfide


DMS (dimethyl sulfide), and it is known for a cooked- or creamed-corn character. It’s formed during wort boiling from a precursor called SMM (s-methyl methionine), which is abundant in malt. If brewing is going as it should, the DMS is vaporized and carried away during boiling, but under certain circumstances, the DMS can either remain in the wort or condense in the stack and drip back into the kettle.[1]

The two main routes leading to the formation of DMS in beer are first the thermal degradation of S-methylmethionine (SMM) during the kiln drying of the malt and the hot stages of the brewing process (wort boiling and wort clarification) and, secondly, the reduction of dimethylsulfoxide (DMSO) by yeast during fermentation. DMS is volatile and some is lost during mashing and wort boiling. However, DMSO is heat stable and persists unchanged through these stages. There is evidence suggesting that the enzymatic conversion of DMSO to DMS by the brewing yeast is important and that, under some circumstances, it may be the major source of DMS in beer. When the concentration of DMSO in the wort at pitching is high, the level of DMS in the beer will also be high.[2]

DMS is produced in wine by yeast through an unknown mechanism.[3]

Diethyl sulfide is usually present in wine at levels below its sensory threshold. Dimethyl sulfide (DMS) is present in almost all wines and is probably a breakdown product of amino acids. The formation of DMS does not appear to be related to H2S production. At low levels (15 to 20 ppb in whites and 20 to 30 ppb in reds) DMS can contribute roundness, fruitiness, or complexity. DMS concentrations increase with wine age and the canned corn or truffle sensory characteristics of DMS may develop during bottle aging. At higher levels (> 30 ppb for whites and > 50 ppb for reds) DMS may contribute vegetative, cooked cabbage, or sulfide smells to wines. DMS does not respond to copper applications.[4]

Dimethyl sulfide (DMS) is one of the major compounds found in aged wines and is formed during the maturation of wine in the bottle, however, the mechanism of formation of DMS is not clearly known. At low concentrations it might contribute toward the body of aged white wines and has a ‘vegy’ or ‘blackcurrant’ character. At higher concentrations, the aroma of DMS is described as a fault and is described as ‘asparagus’, ‘cooked corn’, ‘cooked tomato’ or ‘molasses’. The sensory threshold for DMS is between 30 – 60 µg/L. As dimethyl sulfide does not bind to copper it can be difficult to remove the aroma, however, removal might be possible by sparging with nitrogen or by using reverse osmosis.[5]

Dimethyl sulfide (DMS) is one of the major compounds found in aged wines and is formed during the maturation of wine in the bottle. However, the mechanism of formation of DMS is not clearly known. It is probably more important in red wines and can give a ‘blackcurrant’ or ‘jam’ character. At higher concentrations, the aroma of DMS is a fault and is described as ‘vegy’, ‘asparagus’, ‘cooked corn’, ‘cooked tomato’ or ‘molasses’.[6]

DMS had very powerful flavors, with a taste threshold of about 0.03 mg/L. The most important precursor is SMM, which is formed during malting. SMM is broken down to DMS with heat. As such, different malts have different levels; lighter malts have more SMM. DMS is strongly volatilized during a relatively warm fermentation, while DMS tends to remain in beers fermented cool (lagers). The level generally becomes objectionable above 0.06 mg/L.[7]

DMS can be caused by spoilage bacteria.[7]

DMS is a significant component of flavor, especially in lagers. In the absence of wort contamination, DMS primarily arises through the thermal breakdown of the precursor Semethyl methionine (SMM). This precursor is produced during malting, especially during germination, and its amount is reduced by kilning. The more intensely kilned the malt, the lower the level of SMM in the malt and therefore the lower is the DMS potential. Malt also contains dimethyl sulfoxide (DMSO) which is freely extracted into wort and which can, under certain circumstances, be reduced to DMS by yeast. Spoilage bacteria convert DMSO as a precursor to DMS. The factors impacting SMM and DMS levels have been described by Bamforth (2014).[8]

In some European lagers appreciable levels of this substance are desirable while in some other beers its absence is preferred. The precursor of this highly volatile material is S-methyl methionine, a sulphonium compound formed by the metabolic methylation of methionine in the malt. This substance is heat labile and so will only survive in malt if this is lightly kilned. Some is decomposed to DMS and homoserine and the DMS produced is mostly lost with the kilning air. Some is oxidized to the less volatile dimethyl sulphoxide. More SMM is decomposed during the hop-boil. Surviving DMS, SMM and small amounts of DMSO reach the fermenter. Yeast may reduce the DMSO to DMS. Thus the level of DMS present in a beer depends on the malt used and the details of the production process.[9]

References[edit]

  1. Mosher, R. "The Elemental Stench of Sulfur." All About Beer Magazine. 37:2. May 1, 2016
  2. Ferreira, Inês M., and Guido, Luís F. "Impact of Wort Amino Acids on Beer Flavour: A Review." Fermentation. 2018, 4, 23.
  3. Moreira, N., et al. "Volatile sulphur compounds in wine related to yeast metabolism and nitrogen composition of grape musts." Anal. Chim. Acta 2002. 458:157-167.
  4. https://www.etslabs.com/library/31
  5. https://www.awri.com.au/industry_support/winemaking_resources/sensory_assessment/recognition-of-wine-faults-and-taints/wine_faults/
  6. "Diagnostic Test for Reductive Wine Characters (Cu/Cd Test)." The Australian Wine Research Institute (AWRI). Accessed online April 2020.
  7. a b Fix, George. Principles of Brewing Science. 2nd ed., Brewers Publications, 1999.
  8. Pahl R, Meyer B, Biurrun R. Wort and Wort Quality Parameters. In: Bamforth CW, ed. Brewing Materials and Processes: A Practical Approach to Beer Excellence. Academic Press; 2016.
  9. Briggs DE, Boulton CA, Brookes PA, Stevens R. Brewing Science and Practice. Woodhead Publishing Limited and CRC Press LLC; 2004.