Faulty (wine)
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A wine fault or defect is an unpleasant characteristic of a
wine Wine is an alcoholic drink typically made from fermented grapes. Yeast consumes the sugar in the grapes and converts it to ethanol and carbon dioxide, releasing heat in the process. Different varieties of grapes and strains of yeasts are m ...
often resulting from poor
winemaking Winemaking or vinification is the production of wine, starting with the selection of the fruit, its fermentation into alcohol, and the bottling of the finished liquid. The history of wine-making stretches over millennia. The science of wine and ...
practices or storage conditions, and leading to wine spoilage. Many of the compounds that cause wine faults are already naturally present in wine but at insufficient concentrations to be of issue. In fact, depending on
perception Perception () is the organization, identification, and interpretation of sensory information in order to represent and understand the presented information or environment. All perception involves signals that go through the nervous system ...
, these concentrations may impart positive characters to the wine. However, when the concentration of these compounds greatly exceeds the sensory threshold, they replace or obscure the flavors and aromas that the wine should be expressing (or that the winemaker wants the wine to express). Ultimately the quality of the wine is reduced, making it less appealing and sometimes undrinkable.M. Baldy: ''"The University Wine Course", Third Edition, pp. 37-39, 69-80, 134-140. The Wine Appreciation Guild 2009 . There are many causes for the perception in wine faults, including poor
hygiene Hygiene is a series of practices performed to preserve health. According to the World Health Organization (WHO), "Hygiene refers to conditions and practices that help to maintain health and prevent the spread of diseases." Personal hygiene refer ...
at the winery, excessive or insufficient exposure of the wine to
oxygen Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements as ...
, excessive or insufficient exposure of the wine to sulphur, overextended maceration of the wine either pre- or post- fermentation, faulty
fining, filtering and stabilization of the wine In winemaking, clarification and stabilization are the processes by which insoluble matter suspended in the wine is removed before bottling. This matter may include dead yeast cells ( lees), bacteria, tartrates, proteins, pectins, various tannin ...
, the use of dirty oak barrels, over-extended barrel aging and the use of poor quality corks. Outside of the winery, other factors within the control of the retailer or end user of the wine can contribute to the perception of flaws in the wine. These include poor
storage of the wine Storage of wine is an important consideration for wine that is being kept for long-term aging. While most wine is consumed within 24 hours of purchase, fine wines are often set aside for long-term storage. Wine is one of the few commodities tha ...
that exposes it to excessive heat and temperature fluctuations as well as the use of dirty
stemware Stemware is drinkware that stands on stems above a base. It is usually made from glass, but may be made from ceramics or metals. The stem allows the drinker to hold the glass without affecting the temperature of the drink. Stemware includes: * ...
during
wine tasting Wine tasting is the sensory examination and evaluation of wine. While the practice of wine tasting is as ancient as its production, a more formalized methodology has slowly become established from the 14th century onward. Modern, professional w ...
that can introduce materials or aromas to what was previously a clean and fault-free wine.D. Bird: ''"Understanding Wine Technology"'', pp. 31-82, 155-184, 202-222. DBQA Publishing 2005 .


Differences between flaws and faults

In wine tasting, there is a big distinction made between what is considered a ''flaw'' and a ''fault''. Wine flaws are minor attributes that depart from what are perceived as normal wine characteristics. These include excessive sulfur dioxide,
volatile acidity A wine fault or defect is an unpleasant characteristic of a wine often resulting from poor winemaking practices or storage conditions, and leading to wine spoilage. Many of the compounds that cause wine faults are already naturally present in wine ...
, ''
Brettanomyces ''Brettanomyces'' is a non-spore forming genus of yeast in the family Saccharomycetaceae, and is often colloquially referred to as "Brett". The genus name ''Dekkera'' is used interchangeably with ''Brettanomyces'', as it describes the teleomorp ...
'' or "Brett aromas" and
diacetyl Diacetyl (IUPAC systematic name: butanedione or butane-2,3-dione) is an organic compound with the chemical formula (CH3CO)2. It is a yellow liquid with an intensely buttery flavor. It is a vicinal diketone (two C=O groups, side-by-side). Diacet ...
or buttery aromas. The amount to which these aromas or attributes become excessive is dependent on the particular tastes and recognition threshold of the wine taster. Generally, a wine exhibiting these qualities is still considered drinkable by most people. However, some flaws such as volatile acidity and ''Brettanomyces'' can be considered a fault when they are in such an excess that they overwhelm other components of the wine. Wine faults are generally major attributes that make a wine undrinkable to most wine tasters. Examples of wine faults include acetaldehyde (except when purposely induced in wines like
Sherry Sherry ( es, jerez ) is a fortified wine made from white grapes that are grown near the city of Jerez de la Frontera in Andalusia, Spain. Sherry is produced in a variety of styles made primarily from the Palomino grape, ranging from light versi ...
and
Rancio This glossary of winemaking terms lists some of terms and definitions involved in making wine, fruit wine, and mead. A ; Acetaldehyde : The main aldehyde found in wines, most notably Sherry. ; Acetic acid : One of the primary volatile acids ...
),
ethyl acetate Ethyl acetate ( systematically ethyl ethanoate, commonly abbreviated EtOAc, ETAC or EA) is the organic compound with the formula , simplified to . This colorless liquid has a characteristic sweet smell (similar to pear drops) and is used in glues ...
and
cork taint Cork taint is a broad term referring to a wine fault characterized by a set of undesirable smells or tastes found in a bottle of wine, especially spoilage that can only be detected after bottling, aging and opening. Though modern studies have sho ...
.


Detecting faults in wine tasting

The vast majority of wine faults are detected by the nose and the distinctive aromas that they give off. However, the presence of some wine faults can be detected by visual and taste perceptions. For example, premature oxidation can be noticed by the yellowing and browning of the
wine's color The color of wine is one of the most easily recognizable characteristics of wines. Color is also an element in wine tasting since heavy wines generally have a deeper color. The accessory traditionally used to judge the wine color was the tastevin, ...
. The sign of gas bubbles in wines that are not meant to be sparkling can be a sign of
refermentation Brewing is the production of beer by steeping a starch source (commonly cereal grains, the most popular of which is barley) in water and fermenting the resulting sweet liquid with yeast. It may be done in a brewery by a commercial brewer ...
or
malolactic fermentation Malolactic conversion (also known as malolactic fermentation or MLF) is a process in winemaking in which tart-tasting malic acid, naturally present in grape must, is converted to softer-tasting lactic acid. Malolactic fermentation is most often ...
happening in the bottle. Unusual breaks in the color of the wine could be a sign of excessive
copper Copper is a chemical element with the symbol Cu (from la, cuprum) and atomic number 29. It is a soft, malleable, and ductile metal with very high thermal and electrical conductivity. A freshly exposed surface of pure copper has a pinkis ...
,
iron Iron () is a chemical element with Symbol (chemistry), symbol Fe (from la, Wikt:ferrum, ferrum) and atomic number 26. It is a metal that belongs to the first transition series and group 8 element, group 8 of the periodic table. It is, Abundanc ...
or proteins that were not removed during fining or filtering. A wine with an unusual color for its variety or wine region could be a sign of excessive or insufficient maceration as well as poor temperature controls during fermentation. Tactile clues of potential wine faults include the burning, acidic taste associated with
volatile acidity A wine fault or defect is an unpleasant characteristic of a wine often resulting from poor winemaking practices or storage conditions, and leading to wine spoilage. Many of the compounds that cause wine faults are already naturally present in wine ...
that can make a wine seem out of balance.


Oxidation

The
oxidation Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a ...
of wine is perhaps the most common of wine faults, as the presence of
oxygen Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements as ...
and a
catalyst Catalysis () is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst (). Catalysts are not consumed in the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recyc ...
are the only requirements for the process to occur. Oxidation can occur throughout the winemaking process, and even after the wine has been bottled. Anthocyanins,
catechin Catechin is a flavan-3-ol, a type of secondary metabolite providing antioxidant roles in plants. It belongs to the subgroup of polyphenols called flavonoids. The name of the catechin chemical family derives from ''catechu'', which is the tanni ...
s, epicatechins and other
phenols In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of one or more hydroxyl groups (— O H) bonded directly to an aromatic hydrocarbon group. The simplest is phenol, . Phenolic compounds are ...
present in wine are those most easily oxidised,duToit, W.J. (2005)
Oxygen in winemaking: Part I
WineLand, accessed on 2 April 2006.
which leads to a loss of colour, flavour and aroma - sometimes referred to as ''flattening''. In most cases compounds such as sulfur dioxide or erythorbic acid are added to wine by winemakers, which protect the wine from oxidation and also bind with some of the oxidation products to reduce their organoleptic effect.Goode, Jamie (06/25/19)
Oxidation in wine
. ''internationalwinechallenge.com'', accessed on 10 February 2021.
Apart from phenolic oxidation, the
ethanol Ethanol (abbr. EtOH; also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound. It is an alcohol with the chemical formula . Its formula can be also written as or (an ethyl group linked to a ...
present within wine can also be oxidised into other compounds responsible for flavour and aroma taints. Some wine styles can be oxidised intentionally, as in certain
Sherry Sherry ( es, jerez ) is a fortified wine made from white grapes that are grown near the city of Jerez de la Frontera in Andalusia, Spain. Sherry is produced in a variety of styles made primarily from the Palomino grape, ranging from light versi ...
wines and
Vin jaune ''Vin jaune'' ( French for "yellow wine") is a special and characteristic type of white wine made in the Jura region in eastern France. It is similar to dry fino Sherry and gets its character from being matured in a barrel under a film of y ...
from the Jura region of France.


Acetaldehyde

Acetaldehyde is an intermediate product of
yeast Yeasts are eukaryotic, single-celled microorganisms classified as members of the fungus kingdom. The first yeast originated hundreds of millions of years ago, and at least 1,500 species are currently recognized. They are estimated to constit ...
fermentation; however, it is more commonly associated with
ethanol Ethanol (abbr. EtOH; also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound. It is an alcohol with the chemical formula . Its formula can be also written as or (an ethyl group linked to a ...
oxidation Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a ...
catalysed by the enzyme ethanol dehydrogenase. Acetaldehyde production is also associated with the presence of surface film forming yeasts and bacteria, such as
acetic acid bacteria Acetic acid bacteria (AAB) are a group of Gram-negative bacteria which oxidize sugars or ethanol and produce acetic acid during fermentation. The acetic acid bacteria consist of 10 genera in the family Acetobacteraceae. Several species of acetic ...
, which form the compound by the decarboxylation of pyruvate. The sensory threshold for acetaldehyde is 100-125 mg/ L. Beyond this level it imparts a ''
sherry Sherry ( es, jerez ) is a fortified wine made from white grapes that are grown near the city of Jerez de la Frontera in Andalusia, Spain. Sherry is produced in a variety of styles made primarily from the Palomino grape, ranging from light versi ...
'' type character to the wine which can also be described as ''green apple'', ''sour'' and ''metallic''. Acetaldehyde
intoxication Intoxication — or poisoning, especially by an alcoholic or narcotic substance — may refer to: * Substance intoxication: ** Alcohol intoxication ** LSD intoxication ** Toxidrome ** Tobacco intoxication ** Cannabis intoxication ** Cocaine i ...
is also implicated in
hangover A hangover is the experience of various unpleasant physiological and psychological effects usually following the consumption of alcohol, such as wine, beer, and liquor. Hangovers can last for several hours or for more than 24 hours. Typical sympto ...
s.


Acetic acid

Acetic acid in wine, often referred to as volatile acidity (VA) or ''vinegar taint'', can be contributed by many wine spoilage
yeasts Yeasts are eukaryotic, single-celled microorganisms classified as members of the fungus kingdom. The first yeast originated hundreds of millions of years ago, and at least 1,500 species are currently recognized. They are estimated to constitut ...
and
bacteria Bacteria (; singular: bacterium) are ubiquitous, mostly free-living organisms often consisting of one Cell (biology), biological cell. They constitute a large domain (biology), domain of prokaryotic microorganisms. Typically a few micrometr ...
. This can be from either a by-product of fermentation, or due to the spoilage of finished wine. Acetic acid bacteria, such as those from the genera ''
Acetobacter ''Acetobacter'' is a genus of acetic acid bacteria. Acetic acid bacteria are characterized by the ability to convert ethanol to acetic acid in the presence of oxygen. Of these, the genus ''Acetobacter'' is distinguished by the ability to oxidize ...
'' and ''
Gluconobacter ''Gluconobacter'' is a genus of bacteria in the acetic acid bacteria Acetic acid bacteria (AAB) are a group of Gram-negative bacteria which oxidize sugars or ethanol and produce acetic acid during fermentation. The acetic acid bacteria consi ...
'' produce high levels of acetic acid. The sensory threshold for acetic acid in wine is >700 mg/L, with concentrations greater than 1.2-1.3 g/L becoming unpleasant. There are different opinions as to what level of volatile acidity is appropriate for higher quality wine. Although too high a concentration is sure to leave an undesirable, 'vinegar' tasting wine, some wine's acetic acid levels are developed to create a more 'complex', desirable taste. The renowned 1947 Cheval Blanc is widely recognized to contain high levels of volatile acidity.
Ethyl acetate Ethyl acetate ( systematically ethyl ethanoate, commonly abbreviated EtOAc, ETAC or EA) is the organic compound with the formula , simplified to . This colorless liquid has a characteristic sweet smell (similar to pear drops) and is used in glues ...
is formed in wine by the
esterification In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ar ...
of ethanol and acetic acid. Therefore, wines with high acetic acid levels are more likely to see ethyl acetate formation, but the compound does not contribute to the volatile acidity. It is a common microbial fault produced by
wine spoilage yeast The role of yeast in winemaking is the most important element that distinguishes wine from fruit juice. In the :wikt:anaerobic, absence of oxygen, yeast converts the sugar in wine, sugars of the fruit into ethanol, alcohol and carbon dioxide throu ...
s, particularly ''
Pichia anomala ''Pichia anomala'' is a species of ascomycete and teleomorphic fungi of the genus '' Pichia''. It is used as a preventive (biocontrol agent) for undesirable fungi or mold, nevertheless it may spoil food in large quantities. It is used in wine ...
'' or ''
Kloeckera apiculata ''Hanseniaspora guilliermondii'' is a species of yeast in the family Saccharomycetaceae. In its anamorph form, it is called ''Kloeckera apis''. Taxonomy The initial sample of the species was isolated by South African pathologist Adrianus P ...
''. High levels of ethyl acetate are also produced by
lactic acid bacteria Lactobacillales are an order of gram-positive, low-GC, acid-tolerant, generally nonsporulating, nonrespiring, either rod-shaped ( bacilli) or spherical ( cocci) bacteria that share common metabolic and physiological characteristics. These bact ...
and
acetic acid bacteria Acetic acid bacteria (AAB) are a group of Gram-negative bacteria which oxidize sugars or ethanol and produce acetic acid during fermentation. The acetic acid bacteria consist of 10 genera in the family Acetobacteraceae. Several species of acetic ...
.


Sulfur compounds

Sulfur is used as an
additive Additive may refer to: Mathematics * Additive function, a function in number theory * Additive map, a function that preserves the addition operation * Additive set-functionn see Sigma additivity * Additive category, a preadditive category with f ...
throughout the winemaking process, primarily to stop oxidation as mentioned above but also as
antimicrobial An antimicrobial is an agent that kills microorganisms or stops their growth. Antimicrobial medicines can be grouped according to the microorganisms they act primarily against. For example, antibiotics are used against bacteria, and antifungals ar ...
agent. When managed properly in wine, its presence there is often undetected, however when used recklessly it can contribute to flavour and aroma taints which are very volatile and potent. Sulfur compounds typically have low sensory thresholds.


Sulfur dioxide

Sulfur dioxide is a common wine additive, used for its antioxidant and
preservative A preservative is a substance or a chemical that is added to products such as food products, beverages, pharmaceutical drugs, paints, biological samples, cosmetics, wood, and many other products to prevent decomposition by microbial growth or by ...
properties. When its use is not managed well it can be overadded, with its perception in wine reminiscent of ''matchsticks'', ''burnt rubber'', or ''mothballs''. Wines such as these are often termed ''sulfitic''.


Hydrogen sulfide

Hydrogen sulfide (H2S) is generally thought to be a metabolic by-product of yeast fermentation in nitrogen limited environments. It is formed when yeast ferments via the
sulfate reduction pathway The sulfate or sulphate ion is a polyatomic anion with the empirical formula . Salts, acid derivatives, and peroxides of sulfate are widely used in industry. Sulfates occur widely in everyday life. Sulfates are salts of sulfuric acid and many a ...
. Fermenting wine is often supplemented with
diammonium phosphate Diammonium phosphate (DAP; IUPAC name diammonium hydrogen phosphate; chemical formula (NH4)2(HPO4) is one of a series of water-soluble ammonium phosphate salts that can be produced when ammonia reacts with phosphoric acid. Solid diammonium phosp ...
(DAP) as a nitrogen source to prevent H2S formation. The sensory threshold for hydrogen sulfide is 8-10 μg/L, with levels above this imparting a distinct ''rotten egg'' aroma to the wine. Hydrogen sulfide can further react with wine compounds to form mercaptans and
disulfide In biochemistry, a disulfide (or disulphide in British English) refers to a functional group with the structure . The linkage is also called an SS-bond or sometimes a disulfide bridge and is usually derived by the coupling of two thiol groups. In ...
s.


Mercaptans

Mercaptans (thiols) are produced in wine by the reaction of hydrogen sulfide with other wine components such as ethanol. They can be formed if finished wine is allowed prolonged contact with the lees. This can be prevented by
racking Racking, often referred to as Soutirage or Soutirage traditionnel (meaning racking in French), also filtering or fining, is the process of moving wine or beer from one container to another using gravity rather than a pump, which can be disruptiv ...
the wine. Mercaptans have a very low sensory threshold, around 1.5 μg/ L,Technical Bulletin - Sulfides in Wine
''etslabs.com'', accessed on 12 March 2006.
with levels above causing ''onion'', ''rubber'', and ''skunk'' type odours. Note that dimethyl disulfide is formed from the oxidation of methyl mercaptan.


Dimethyl sulfide

Dimethyl sulfide (DMS) is naturally present in most wines, probably from the breakdown of sulfur containing amino acids. Like ethyl acetate, levels of DMS below the sensory threshold can have a positive effect on flavour, contributing to ''fruityness'', ''fullness'', and ''complexity''. Levels above the sensory threshold of >30 μg/L in white wines and >50 μg/L for red wines, give the wine characteristics of ''cooked cabbage'', ''canned corn'', ''asparagus'' or ''truffles''.


Environmental


Cork taint

Cork taint is a wine fault mostly attributed to the compound
2,4,6-trichloroanisole 2,4,6-Trichloroanisole (TCA) is a chemical compound that is a chlorinated derivative of anisole. TCA is a fungal metabolite of 2,4,6-trichlorophenol, which is used as a fungicide. It can be found in minute traces on packaging materials stored in ...
(TCA), although other compounds such as
guaiacol Guaiacol () is an organic compound with the formula C6H4(OH)(OCH3). It is a phenolic compound containing an methoxy functional group. Guaiacol appears as a viscous colorless oil, although aged or impure samples are often yellowish. It occurs wid ...
, geosmin, 2-methylisoborneol, 1-octen-3-ol,
1-octen-3-one Oct-1-en-3-one (CH2=CHC(=O)(CH2)4CH3), also known as 1-octen-3-one, is the odorant that is responsible for the typical "metallic" smell of metals and blood coming into contact with skin. Oct-1-en-3-one has a strong metallic mushroom-like odor wit ...
, 2,3,4,6-tetrachloroanisole, pentachloroanisole, and 2,4,6-tribromoanisole are also thought to be involved.LaMar, Jim (09/25/02)
Cork Taint
accessed on 12 March 2006.
TCA most likely originates as a metabolite of mould growth on
chlorine Chlorine is a chemical element with the symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate between them. Chlorine i ...
-bleached wine corks and barrels. It causes ''earthy'', ''mouldy'', and ''musty'' aromas in wine that easily mask the natural fruit aromas, making the wine very unappealing. Wines in this state are often described as ''"corked"''. As cork taint has gained a wide reputation as a wine fault, other faults are often mistakenly attributed to it.


Heat damage

Heat damaged wines are often casually referred to as ''cooked'', which suggests how heat can affect a wine. They are also known as maderized wine, from Madeira wine, which is intentionally exposed to heat. The ideal storage temperature for wine is generally accepted to be 13 °C (55 °F). Wines that are stored at temperatures greatly higher than this will experience an increased aging rate. Wines exposed to extreme temperatures will thermally expand, and may even push up between the cork and bottle and leak from the top. When opening a bottle of wine, if a trace of wine is visible along the length of the cork, the cork is partially pushed out of the bottle, or wine is visible on the top of the cork while it is still in the bottle, it has most likely been heat damaged. Heat damaged wines often become oxidized, and red wines may take on a brick color. Even if the temperatures do not reach extremes, temperature variation alone can also damage bottled wine through oxidation. All corks allow some leakage of air (hence old wines become increasingly oxidized), and temperature fluctuations will vary the pressure differential between the inside and outside of the bottle and will act to "pump" air into the bottle at a faster rate than will occur at any temperature strictly maintained. Reputedly, heat damage is the most widespread and common problem found in wines. It often goes unnoticed because of the prevalence of the problem, consumers don't know it's possible, and most often would just chalk the problem up to poor quality, or other factors.


Lightstrike

Lightstruck wines are those that have had excessive exposure to
ultraviolet Ultraviolet (UV) is a form of electromagnetic radiation with wavelength from 10 nm (with a corresponding frequency around 30  PHz) to 400 nm (750  THz), shorter than that of visible light, but longer than X-rays. UV radiation ...
light, particularly in the range 325 to 450 nm.Drouhin, R.J. (01/23/98
Bottle Glass
accessed 3 April 2006.
Very delicate wines, such as
Champagne Champagne (, ) is a sparkling wine originated and produced in the Champagne wine region of France under the rules of the appellation, that demand specific vineyard practices, sourcing of grapes exclusively from designated places within it, ...
s, are generally worst affected, with the fault causing a ''wet cardboard'' or ''wet wool'' type flavour and aroma. Red wines rarely become lightstruck because of the phenolic compounds present within the wine that protect it. Lightstrike is thought to be caused by sulfur compounds such as dimethyl sulfide. In France lightstrike is known as "''goût de lumière''", which translates to ''a taste of light''. The fault explains why wines are generally bottled in coloured glass, which blocks the ultraviolet light, and why wine should be stored in dark environments.


Ladybird (pyrazine) taint

Some insects present in the grapes at harvest inevitably end up in the press and for the most part are inoffensive. Others, notably the Asian lady beetle, release unpleasant smelling nitrogen heterocycles as a defensive mechanism when disturbed. In sufficient quantities these can affect the wine's odor and taste. With an olfactory detection threshold of a few ppb, the principal active compound is
isopropyl methoxy pyrazine Isopropyl methoxypyrazine (IPMP) is a methoxypyrazine, a class of chemical compounds that produce odors. The odor is rather undesirable and is produced by the Asian lady beetle or by the actinomycete '' Streptomyces'' sp. It can be detected by ...
- this molecule is perceived as rancid peanut butter, green bell pepper, urine, or simply bitter. This is also a naturally occurring compound in Sauvignon grapes and so
pyrazine Pyrazine is a heterocyclic aromatic organic compound with the chemical formula C4H4N2. It is a symmetrical molecule with point group D2h. Pyrazine is less basic than pyridine, pyridazine and pyrimidine. It is a ''"deliquescent crystal or wax-li ...
taint has been known to make
Riesling Riesling (, ; ) is a white grape variety that originated in the Rhine region. Riesling is an aromatic grape variety displaying flowery, almost perfumed, aromas as well as high acidity. It is used to make dry, semi-sweet, sweet, and sparkling wh ...
s taste like Sauvignon blanc.


Microbiological


''Brettanomyces'' (''Dekkera'')

The yeast ''
Brettanomyces ''Brettanomyces'' is a non-spore forming genus of yeast in the family Saccharomycetaceae, and is often colloquially referred to as "Brett". The genus name ''Dekkera'' is used interchangeably with ''Brettanomyces'', as it describes the teleomorp ...
'' produces an array of metabolites when growing in wine, some of which are volatile
phenol Phenol (also called carbolic acid) is an aromatic organic compound with the molecular formula . It is a white crystalline solid that is volatile. The molecule consists of a phenyl group () bonded to a hydroxy group (). Mildly acidic, it ...
ic compounds. Together these compounds are often referred to as ''phenolic taint'', ''"Brettanomyces character"'', or simply "Brett". The main constituents are listed below, with their sensory threshold and common sensory descriptors: *
4-ethylphenol Ethylphenol (4-EP) is an organic compound with the formula C2H5C6H4OH. It is one of three isomeric ethylphenols. A white solid, it occurs as an impurity in xylenols and as such is used in the production of some commercial phenolic resins. It is ...
(>140 μg/L): Band-aids, barnyard, horse stable, antiseptic * 4-ethylguaiacol (>600 μg/L): Bacon, spice, cloves, smoky * isovaleric acid: Sweaty, cheese, rancidity


Geosmin

Geosmin is a compound with a very distinct ''earthy'', ''musty'', ''beetroot'', even ''turnip'' flavour and aroma and has an extremely low sensory threshold of down to 10 parts per trillion. Its presence in wine is usually derived as metabolite from the growth of filamentous
actinomycetes The Actinomycetales is an order of Actinomycetota. A member of the order is often called an actinomycete. Actinomycetales are generally gram-positive and anaerobic and have mycelia in a filamentous and branching growth pattern. Some actinomycete ...
such as '' Streptomyces'', and moulds such as ''
Botrytis cinerea ''Botrytis cinerea'' is a necrotrophic fungus that affects many plant species, although its most notable hosts may be wine grapes. In viticulture, it is commonly known as "botrytis bunch rot"; in horticulture, it is usually called "grey mould" o ...
'' and ''Penicillium expansum'', on grapes. Wines affected by but not attributed to geosmins are often thought to have earthy properties due to
terroir (, ; from ''terre'', "land") is a French term used to describe the environmental factors that affect a crop's phenotype, including unique environment contexts, farming practices and a crop's specific growth habitat. Collectively, these contex ...
.Kennel, Florence (14/12/05)
Bordeaux boffin solves geosmin conundrum
''Decanter.com'', accessed on 2 April 2006.
The geosmin fault occurs worldwide and has been found in recent vintages of red wines from
Beaujolais Beaujolais ( , ) is a French ''Appellation d'Origine Contrôlée'' (AOC) wine generally made of the Gamay grape, which has a thin skin and is low in tannins. Like most AOC wines they are not labeled varietally. Whites from the region, which mak ...
,
Bordeaux Bordeaux ( , ; Gascon oc, Bordèu ; eu, Bordele; it, Bordò; es, Burdeos) is a port city on the river Garonne in the Gironde department, Southwestern France. It is the capital of the Nouvelle-Aquitaine region, as well as the prefect ...
, Burgundy and the
Loire The Loire (, also ; ; oc, Léger, ; la, Liger) is the longest river in France and the 171st longest in the world. With a length of , it drains , more than a fifth of France's land, while its average discharge is only half that of the Rhône ...
in France. Geosmin is also thought to be a contributing factor in
cork taint Cork taint is a broad term referring to a wine fault characterized by a set of undesirable smells or tastes found in a bottle of wine, especially spoilage that can only be detected after bottling, aging and opening. Though modern studies have sho ...
.


Lactic acid bacteria

Lactic acid bacteria Lactobacillales are an order of gram-positive, low-GC, acid-tolerant, generally nonsporulating, nonrespiring, either rod-shaped ( bacilli) or spherical ( cocci) bacteria that share common metabolic and physiological characteristics. These bact ...
have a useful role in winemaking converting
malic acid Malic acid is an organic compound with the molecular formula . It is a dicarboxylic acid that is made by all living organisms, contributes to the sour taste of fruits, and is used as a food additive. Malic acid has two stereoisomeric forms ( ...
to lactic acid in
malolactic fermentation Malolactic conversion (also known as malolactic fermentation or MLF) is a process in winemaking in which tart-tasting malic acid, naturally present in grape must, is converted to softer-tasting lactic acid. Malolactic fermentation is most often ...
. However, after this function has completed, the bacteria may still be present within the wine, where they can metabolise other compounds and produce wine faults. Wines that have not undergone malolactic fermentation may be contaminated with lactic acid bacteria, leading to refermentation of the wine with it becoming
turbid Turbidity is the cloudiness or haziness of a fluid caused by large numbers of individual particles that are generally invisible to the naked eye, similar to smoke in air. The measurement of turbidity is a key test of water quality. Fluids can ...
, ''swampy'', and slightly
effervescent Effervescence is the escape of gas from an aqueous solution and the foaming or fizzing that results from that release. The word effervescence is derived from the Latin verb ''fervere'' (to boil), preceded by the adverb ''ex''. It has the same lin ...
or ''spritzy''. This can be avoided by sterile filtering wine directly before bottling. Lactic acid bacteria can also be responsible for other wine faults such as those below.


Bitterness taint

Bitterness taint or ''amertume'' is rather uncommon and is produced by certain strains of bacteria from the genera ''
Pediococcus ''Pediococcus'' is a genus of gram-positive lactic acid bacteria, placed within the family of Lactobacillaceae. They usually occur in pairs or tetrads, and divide along two planes of symmetry, as do the other lactic acid cocci genera '' Aerococc ...
'', ''
Lactobacillus ''Lactobacillus'' is a genus of Gram-positive, aerotolerant anaerobes or microaerophilic, rod-shaped, non-spore-forming bacteria. Until 2020, the genus ''Lactobacillus'' comprised over 260 phylogenetically, ecologically, and metabolically div ...
'', and ''
Oenococcus ''Oenococcus'' is a genus of gram-positive bacteria, placed within the family Lactobacillaceae. The only species in the genus was ''Oenococcus oeni'' (which was known as ''Leuconostoc oeni'' until 1995). In 2006, the species ''Oenococcus kitahar ...
''. It begins by the degradation of
glycerol Glycerol (), also called glycerine in British English and glycerin in American English, is a simple triol compound. It is a colorless, odorless, viscous liquid that is sweet-tasting and non-toxic. The glycerol backbone is found in lipids known ...
, a compound naturally found in wine at levels of 5-8 g/L, via a
dehydratase Dehydratases are a group of lyase enzymes that form double and triple bonds in a substrate through the removal of water. They can be found in many places including the mitochondria, peroxisome and cytosol. There are more than 150 different dehydrat ...
enzyme to ''3-hydroxypropionaldehyde''. During ageing this is further dehydrated to acrolein which reacts with the anthocyanins and other phenols present within the wine to form the taint.duToit, M., Pretorius, I.S. (2000). "Microbial spoilage and preservation of wine: Using weapons from nature's own arsenal - A review". South African Journal of Enology and Viticulture 21: 74-96. As red wines contain high levels of anthocyanins they are generally more susceptible.


Diacetyl

Diacetyl Diacetyl (IUPAC systematic name: butanedione or butane-2,3-dione) is an organic compound with the chemical formula (CH3CO)2. It is a yellow liquid with an intensely buttery flavor. It is a vicinal diketone (two C=O groups, side-by-side). Diacet ...
in wine is produced by
lactic acid bacteria Lactobacillales are an order of gram-positive, low-GC, acid-tolerant, generally nonsporulating, nonrespiring, either rod-shaped ( bacilli) or spherical ( cocci) bacteria that share common metabolic and physiological characteristics. These bact ...
, mainly ''
Oenococcus oeni ''Oenococcus oeni'' (known as ''Leuconostoc oeni'' until 1995) is a Gram-positive bacterial species in the genus of ''Oenococcus''. It was the only species in the genus until 2006, when the species ''Oenococcus kitaharae'' was identified. As its ...
''. In low levels it can impart positive ''nutty'' or ''caramel'' characters, however at levels above 5 mg/L it creates an intense ''buttery'' or ''
butterscotch Butterscotch is a type of confectionery whose primary ingredients are brown sugar and butter, but other ingredients are part of some recipes, such as corn syrup, cream, vanilla, and salt. The earliest known recipes, in mid-19th century Yorkshir ...
'' flavour, where it is perceived as a flaw. The sensory threshold for the compound can vary depending on the levels of certain wine components, such as sulfur dioxide. It can be produced as a metabolite of
citric acid Citric acid is an organic compound with the chemical formula HOC(CO2H)(CH2CO2H)2. It is a colorless weak organic acid. It occurs naturally in citrus fruits. In biochemistry, it is an intermediate in the citric acid cycle, which occurs in ...
when all of the
malic acid Malic acid is an organic compound with the molecular formula . It is a dicarboxylic acid that is made by all living organisms, contributes to the sour taste of fruits, and is used as a food additive. Malic acid has two stereoisomeric forms ( ...
has been consumed. Diacetyl rarely taints wine to levels where it becomes undrinkable.Gibson, George; Farkas, Mik
Flaws and Faults in Wine
accessed on 12 March 2006.


Geranium taint

Geranium taint, as the name suggests, is a flavour and aroma taint in wine reminiscent of geranium leaves. The compound responsible is '' 2-ethoxyhexa-3,5-diene'', which has a low sensory threshold concentration of 1 ng/L. In wine it is formed during the
metabolism Metabolism (, from el, μεταβολή ''metabolē'', "change") is the set of life-sustaining chemical reactions in organisms. The three main functions of metabolism are: the conversion of the energy in food to energy available to run c ...
of
potassium sorbate Potassium sorbate is the potassium salt of sorbic acid, chemical formula CH3CH=CH−CH=CH−CO2K. It is a white salt that is very soluble in water (58.2% at 20 °C). It is primarily used as a food preservative (E number 202). Potassium so ...
by
lactic acid bacteria Lactobacillales are an order of gram-positive, low-GC, acid-tolerant, generally nonsporulating, nonrespiring, either rod-shaped ( bacilli) or spherical ( cocci) bacteria that share common metabolic and physiological characteristics. These bact ...
. Potassium sorbate is sometimes added to wine as a
preservative A preservative is a substance or a chemical that is added to products such as food products, beverages, pharmaceutical drugs, paints, biological samples, cosmetics, wood, and many other products to prevent decomposition by microbial growth or by ...
against yeast, however its use is generally kept to a minimum due to the possibility of the taint developing. The production of the taint begins with the conversion of
sorbic acid Sorbic acid, or 2,4-hexadienoic acid, is a natural organic compound used as a food preservative. It has the chemical formula and the structure . It is a colourless solid that is slightly soluble in water and sublimes readily. It was first isol ...
to the alcohol '' sorbinol''. The alcohol is then isomerised in the presence of acid to '' 3,5-hexadiene-2-ol'', which is then esterified with ethanol to form '' 2-ethoxy-3,5-hexadiene''. As ethanol is necessary for the conversion, the geranium taint is not usually found in must.


Mannitol

Mannitol Mannitol is a type of sugar alcohol used as a sweetener and medication. It is used as a low calorie sweetener as it is poorly absorbed by the intestines. As a medication, it is used to decrease pressure in the eyes, as in glaucoma, and to lo ...
is a
sugar alcohol Sugar alcohols (also called polyhydric alcohols, polyalcohols, alditols or glycitols) are organic compounds, typically derived from sugars, containing one hydroxyl group (–OH) attached to each carbon atom. They are white, water-soluble solids ...
, and in wine it is produced by
heterofermentative Fermentation is a metabolic process that produces chemical changes in organic substrates through the action of enzymes. In biochemistry, it is narrowly defined as the extraction of energy from carbohydrates in the absence of oxygen. In food ...
lactic acid bacteria, such as ''
Lactobacillus brevis ''Levilactobacillus brevis'' is a gram-positive, rod shaped species of lactic acid bacteria which is heterofermentative, creating CO2, lactic acid and acetic acid or ethanol during fermentation. ''L. brevis'' is the type species of the genus ''Le ...
'', by the reduction of fructose. Its perception is often complicated as it generally exists in wine alongside other faults, but it is usually described as
viscous The viscosity of a fluid is a measure of its resistance to deformation at a given rate. For liquids, it corresponds to the informal concept of "thickness": for example, syrup has a higher viscosity than water. Viscosity quantifies the inte ...
,
ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides a ...
-like combined with a sweet and irritating finish. Mannitol is usually produced in wines that undergo malolactic fermentation with a high level of
residual sugar The subjective sweetness of a wine is determined by the interaction of several factors, including the amount of sugar in the wine, but also the relative levels of alcohol, acids, and tannins. Sugars and alcohol enhance a wine's sweetness, wh ...
s still present. Expert winemakers oftentimes add small amounts of sulfur dioxide during the crushing step to reduce early bacterial growth.


Ropiness

Ropiness is manifested as an increase in
viscosity The viscosity of a fluid is a measure of its resistance to deformation at a given rate. For liquids, it corresponds to the informal concept of "thickness": for example, syrup has a higher viscosity than water. Viscosity quantifies the inte ...
and a ''slimey'' or ''fatty'' mouthfeel of a wine. In France the fault is known as "''graisse''", which translates to ''fat''. The problem stems from the production of
dextrin Dextrins are a group of low-molecular-weight carbohydrates produced by the hydrolysis of starch and glycogen. Dextrins are mixtures of polymers of D-glucose units linked by α-(1→4) or α-(1→6) glycosidic bonds. Dextrins can be produced from ...
s and polysaccharides by certain lactic acid bacteria, particularly of the genera ''
Leuconostoc ''Leuconostoc'' is a genus of gram-positive bacteria, placed within the family of Lactobacillaceae. They are generally ovoid cocci often forming chains. ''Leuconostoc'' spp. are intrinsically resistant to vancomycin and are catalase-negative (w ...
'' and ''
Pediococcus ''Pediococcus'' is a genus of gram-positive lactic acid bacteria, placed within the family of Lactobacillaceae. They usually occur in pairs or tetrads, and divide along two planes of symmetry, as do the other lactic acid cocci genera '' Aerococc ...
''.


Mousiness

Mousiness is a wine fault most often attributed to ''Brettanomyces'' but can also originate from the
lactic acid bacteria Lactobacillales are an order of gram-positive, low-GC, acid-tolerant, generally nonsporulating, nonrespiring, either rod-shaped ( bacilli) or spherical ( cocci) bacteria that share common metabolic and physiological characteristics. These bact ...
''
Lactobacillus brevis ''Levilactobacillus brevis'' is a gram-positive, rod shaped species of lactic acid bacteria which is heterofermentative, creating CO2, lactic acid and acetic acid or ethanol during fermentation. ''L. brevis'' is the type species of the genus ''Le ...
'', '' Lactobacillus fermentum'', and ''
Lactobacillus hilgardii ''Lentilactobacillus hilgardii'' is a species of bacterium found in wine, dairy products, and wine musts. Its morphology is consistent (on a cellular level) of rods that are 0.5–0.8 micrometres of both single short chains and long filament li ...
,'' and hence can occur in
malolactic fermentation Malolactic conversion (also known as malolactic fermentation or MLF) is a process in winemaking in which tart-tasting malic acid, naturally present in grape must, is converted to softer-tasting lactic acid. Malolactic fermentation is most often ...
. The compounds responsible are lysine derivatives, mainly; * 2-acetyl-3,4,5,6-tetrahydropyridine * 2-acetyl-1,4,5,6-tetrahydropyridine * 2-ethyltetrahydropyridineMarais, Johan
Flavourful nitrogen containing wine constituents
. ''Wynboer.co.za'', accessed on 12 March 2006.
* 2-acetyl-1-pyrrolene The taints are not volatile at the pH of wine, and therefore not obvious as an aroma. However, when mixed with the slightly basic pH of saliva they can become very apparent on the palate,Gawell, Richar
Somellier, A Mouse Must Have Wee'd in My Wine!
''aromadictionary.com'', accessed on 12 March 2006.
especially at the back of the mouth, as ''mouse cage'' or ''mouse urine''.


Refermentation

Refermentation, sometimes called secondary fermentation, is caused by yeasts refermenting the
residual sugar The subjective sweetness of a wine is determined by the interaction of several factors, including the amount of sugar in the wine, but also the relative levels of alcohol, acids, and tannins. Sugars and alcohol enhance a wine's sweetness, wh ...
present within bottled wine. It occurs when sweet wines are bottled in non- sterile conditions, allowing the presence of microorganisms. The most common yeast to referment wine is the standard wine fermentation yeast ''
Saccharomyces cerevisiae ''Saccharomyces cerevisiae'' () (brewer's yeast or baker's yeast) is a species of yeast (single-celled fungus microorganisms). The species has been instrumental in winemaking, baking, and brewing since ancient times. It is believed to have b ...
'', but has also been attributed to ''
Schizosaccharomyces pombe ''Schizosaccharomyces pombe'', also called "fission yeast", is a species of yeast used in traditional brewing and as a model organism in molecular and cell biology. It is a unicellular eukaryote, whose cells are rod-shaped. Cells typically measur ...
'' and ''
Zygosaccharomyces bailii ''Zygosaccharomyces bailii'' is a species in the genus ''Zygosaccharomyces''. It was initially described as ''Saccharomyces bailii'' by Lindner in 1895, but in 1983 it was reclassified as ''Zygosaccharomyces bailii'' in the work by Barnett et al ...
''. The main issues associated with the fault include
turbidity Turbidity is the cloudiness or haziness of a fluid caused by large numbers of individual particles that are generally invisible to the naked eye, similar to smoke in air. The measurement of turbidity is a key test of water quality. Fluids ...
(from yeast biomass production), excess ethanol production (may violate
labelling Labelling or using a label is describing someone or something in a word or short phrase. For example, the label "criminal" may be used to describe someone who has broken a law. Labelling theory is a theory in sociology which ascribes labelling ...
laws), slight
carbonation Carbonation is the chemical reaction of carbon dioxide to give carbonates, bicarbonates, and carbonic acid. In chemistry, the term is sometimes used in place of carboxylation, which refers to the formation of carboxylic acids. In inorganic ch ...
, and some coarse odours. Refermentation can be prevented by bottling wines dry (with residual sugar levels <1.0g/L), sterile filtering wine prior to bottling, or adding preservative chemicals such as
dimethyl dicarbonate Dimethyl dicarbonate (DMDC) is a colorless liquid and a pungent odor at high concentration at room temperature. It is primarily used as a beverage preservative, processing aid, or sterilant ( INS No. 242) being highly active against typical bever ...
. The
Portuguese wine Portuguese wine was mostly introduced by the Romans and other ancient Mediterranean peoples who traded with local coastal populations, mainly in the South. In pre-Roman Gallaecia-Lusitania times, the native peoples only drank beer and were unfami ...
style known as " vinhos verdes" used to rely on this secondary fermentation in bottle to impart a slight spritziness to the wine, but now usually uses artificial carbonation.


Bunch rots

Organisms responsible for bunch rot of grape berries are filamentous fungi, the most common of these being ''
Botrytis cinerea ''Botrytis cinerea'' is a necrotrophic fungus that affects many plant species, although its most notable hosts may be wine grapes. In viticulture, it is commonly known as "botrytis bunch rot"; in horticulture, it is usually called "grey mould" o ...
'' (gray mold) However, there are a range of other fungi responsible for the rotting of grapes such as ''
Aspergillus ' () is a genus consisting of several hundred mold species found in various climates worldwide. ''Aspergillus'' was first catalogued in 1729 by the Italian priest and biologist Pier Antonio Micheli. Viewing the fungi under a microscope, Mic ...
'' spp., ''
Penicillium ''Penicillium'' () is a genus of ascomycetous fungi that is part of the mycobiome of many species and is of major importance in the natural environment, in food spoilage, and in food and drug production. Some members of the genus produce pe ...
'' spp., and fungi found in subtropical climates (e.g., ''
Colletotrichum ''Colletotrichum'' (sexual stage: ''Glomerella'') is a genus of fungi that are symbionts to plants as endophytes (living within the plant) or phytopathogens. Many of the species in this genus are plant pathogens, but some species may have a mutu ...
'' spp. (ripe rot) and ''
Greeneria uvicola Grape black rot is a fungal disease caused by an ascomycetous fungus, ''Guignardia bidwellii'', that attacks grape vines during hot and humid weather. “Grape black rot originated in eastern North America, but now occurs in portions of Europ ...
'' (bitter rot)). A further group more commonly associated with diseases of the vegetative tissues of the vine can also infect grape berries (e.g.,
Botryosphaeriaceae The Botryosphaeriaceae are a family of sac fungi (Ascomycetes), which is the type representative of the order Botryosphaeriales. According to a 2008 estimate, the family contains 26 genera and over 1500 species. Members of this order include no ...
, '' Phomopsis viticola''). Compounds found in bunch rot affected grapes and wine are typically described as having mushroom, earthy odors and include geosmin, 2-methylisoborneol, 1-octen-3-ol, 2-octen-1-ol, fenchol and
fenchone Fenchone is an organic compound classified as a monoterpenoid and a ketone. It is a colorless oily liquid. It has a structure and an odor similar to those of camphor. Fenchone is a constituent of absinthe and the essential oil of fennel. Fen ...
.Grapevine bunch rots: impacts on wine composition, quality, and potential procedures for the removal of wine faults. Steel CC, Blackman JW and Schmidtke LM, J Agric Food Chem., 5 June 2013, volume 61, issue 22, pp. 5189-5206, .


See also

* Oenology * Acids in wine *
Browning in red wine Oxidation and reduction in red wines can lead to a particularly undesirable brick red color in red wines (or an "orangey" color in white wines). This process is sometimes referred to as browning. In chemical terms, this is called a redox react ...
*
Storage of wine Storage of wine is an important consideration for wine that is being kept for long-term aging. While most wine is consumed within 24 hours of purchase, fine wines are often set aside for long-term storage. Wine is one of the few commodities that ...


References


External links


Organoleptic defects in wine
( PDF document) Link Not Working
How to Spot Faulty Wine
from The Wine Doctor Link Not Working

in ''Enobytes Wine Online'' {{DEFAULTSORT:Wine Fault Oenology Wine chemistry Wine tasting Product expiration