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Traumatic acid



Traumatic acid[1]
IUPAC name Dodec-2-enedioic acid
Other names trans-Traumatic acid
Identifiers
CAS number 6402-36-4
PubChem 5283028
SMILES O=C(O)/C=C/CCCCCCCCC(O)=O
Properties
Molecular formula C12H20O4
Molar mass 228.28
Melting point

166-167 °C

Boiling point

150-160 °C at 0.001 mmHg

Solubility in water Sparingly soluble
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Traumatic acid is a monounsaturated dicarboxylic acid naturally occurring in plants. The compound was first isolated from wounded bean plants by American chemists James English Jr. and James Frederick Bonner and Dutch scientist Arie Jan Haagen-Smit in 1939.[2] Traumatic acid is a potent wound healing agent in plants ("wound hormone") that stimulates cell division near a trauma site to form a protective callus and to heal the damaged tissue. It may also act as a growth hormone, especially in inferior plants (e.g. algae). Traumatic acid is biosynthesized in plants by non-enzymatic oxidation of traumatin (12-oxo-trans-10-dodecanoic acid), another wound hormone.

Additional recommended knowledge

At normal conditions, traumatic acid is a solid, crystalized, water insoluble substance.

Traumatic acid is used as an intermediate in prostaglandin synthesis. It is also a constituent of some pharmaceutical products, such as the odontostomatologic gel Restomyl, due to its mucosal re-epithelialization activity.

References

  1. ^ Merck Index, 11th Edition, 9493
  2. ^ English J Jr., Bonner J, Haagen-Smit AJ: Structure and synthesis of a plant wound hormone. Science 90:329. (1939)
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Traumatic_acid". A list of authors is available in Wikipedia.
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