Tannin

Tannins (or tannoids) are a class of astringent, polyphenolic biomolecules that bind to and precipitate proteins and various other organic compounds including amino acids and alkaloids.

The term tannin is widely applied to any large polyphenolic compound containing sufficient hydroxyls and other suitable groups (such as carboxyls) to form strong complexes with various macromolecules.

[1] The astringency from the tannins is what causes the dry and puckery feeling in the mouth following the consumption of unripened fruit, red wine or tea.

Tannins have molecular weights ranging from 500 to over 3,000[3] (gallic acid esters) and up to 20,000 daltons (proanthocyanidins).

[4] Oligostilbenoids (oligo- or polystilbenes) are oligomeric forms of stilbenoids and constitute a minor class of tannins.

They do not change color during the Goldbeater's skin test, unlike hydrolysable and condensed tannins, and cannot be used as tanning compounds.

[8]: 20 [9] Maximilian Nierenstein studied natural phenols and tannins[10] found in different plant species.

The discovery in 1943 by Martin and Synge of paper chromatography provided for the first time the means of surveying the phenolic constituents of plants and for their separation and identification.

There was an explosion of activity in this field after 1945, including prominent work by Edgar Charles Bate-Smith and Tony Swain at Cambridge University.

The best known families of which all species tested contain tannin are: Aceraceae, Actinidiaceae, Anacardiaceae, Bixaceae, Burseraceae, Combretaceae, Dipterocarpaceae, Ericaceae, Grossulariaceae, Myricaceae for dicot and Najadaceae and Typhaceae in Monocot.

[18] The most abundant polyphenols are the condensed tannins, found in virtually all families of plants, and comprising up to 50% of the dry weight of leaves.

[22] The convergent evolution of tannin-rich plant communities has occurred on nutrient-poor acidic soils throughout the world.

Tannins were once believed to function as anti-herbivore defenses, but more and more ecologists now recognize them as important controllers of decomposition and nitrogen cycling processes.

As concern grows about global warming, there is great interest to better understand the role of polyphenols as regulators of carbon cycling, in particular in northern boreal forests.

Besides its acidity, the plant also bears substances such as waxes and phenols, most notably tannins, that are harmful to microorganisms.

[24] The leaching of highly water soluble tannins from decaying vegetation and leaves along a stream may produce what is known as a blackwater river.

Water flowing out of bogs has a characteristic brown color from dissolved peat tannins.

[25] Tannins leaching from an unprepared driftwood decoration in an aquarium can cause pH lowering and coloring of the water to a tea-like tinge.

Raising the water's pH level, e.g. by adding baking soda, will accelerate the process of leaching.

[26] Tannins in water can lead to feather staining on wild and domestic waterfowl which frequent the water; mute swans, which are typically white in colour, can often be observed with reddish-brown staining as a result of coming into contact with dissolved tannins, though dissolved iron compounds also play a role.

Tannic acid is brown in color, so in general white woods have a low tannin content.

[32] There are three groups of methods for the analysis of tannins: precipitation of proteins or alkaloids, reaction with phenolic rings, and depolymerization.

[34] When goldbeater's skin or ox skin is dipped in HCl, rinsed in water, soaked in the tannin solution for 5 minutes, washed in water, and then treated with 1% FeSO4 solution, it gives a blue black color if tannin was present.

3 g of slightly chromated hide-powder previously dried in vacuum for 24h over CaCl2 are added and the mixture stirred for 1 h at ambient temperature.

Tannin concentration in the crude extract of these nuts did not directly translate to the same relationships for the condensed fraction.

[61] In addition to the alpha acids extracted from hops to provide bitterness in beer, condensed tannins are also present.

Histatins, another type of salivary proteins, also precipitate tannins from solution, thus preventing alimentary adsorption.

[67] Legume fodders containing condensed tannins are a possible option for integrated sustainable control of gastrointestinal nematodes in ruminants, which may help address the worldwide development of resistance to synthetic anthelmintics.

[citation needed] The cost of the final product depends on the method used to extract the tannins, in particular the use of solvents, alkali and other chemicals used (for instance glycerin).

Tanbark from oak, mimosa, chestnut and quebracho tree has traditionally been the primary source of tannery tannin, though inorganic tanning agents are also in use today and account for 90% of the world's leather production.

Representative chemical structure of a tannic acid , a type of tannin
Tannin powder (mixture of compounds)
Strawberries in a bowl
Tannin in a plastic container