Digallic acid

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Digallic acid
Digallic acid.svg
meta-depside bond digalloyl ester
Names
Preferred IUPAC name
3,4-Dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoic acid
Other names
Digallate
3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoate
m-digallic acid
Digalloyl ester
Identifiers
3D model (Jmol)
ChemSpider
ECHA InfoCard 100.007.842
Properties
C14H10O9
Molar mass 322.22 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Digallic acid is a polyphenolic compound found in Pistacia lentiscus.[1] Digallic acid is also present in the molecule of tannic acid.[2] Digalloyl esters involve either -meta or -para depside bonds.[3]

Tannase is an enzyme that uses digallate to produce gallic acid. This enzyme can also be used to produce digallic acid from gallotannins.[4]

References[edit]

  1. ^ Bhouri, W.; Derbel, S.; Skandrani, I.; Boubaker, J.; Bouhlel, I.; Sghaier, M. B.; Kilani, S.; Mariotte, A. M.; Dijoux-Franca, M. G.; Ghedira, K.; Chekir-Ghedira, L. (2010). "Study of genotoxic, antigenotoxic and antioxidant activities of the digallic acid isolated from Pistacia lentiscus fruits". Toxicology in Vitro. 24 (2): 509–515. doi:10.1016/j.tiv.2009.06.024. PMID 19563883. 
  2. ^ Delahaye, P.; Verzele, M. (1983). "Analysis of gallic, digallic and trigallic acids in tannic acids by high-performance liquid chromatography". Journal of Chromatography A. 265: 363–367. doi:10.1016/S0021-9673(01)96734-2. 
  3. ^ Tannin chemistry, by Ann E. Hagerman
  4. ^ Nierenstein, M. (1932). "A biological synthesis of m-digallic acid". The Biochemical Journal. 26 (4): 1093–1094. doi:10.1042/bj0261093. PMC 1261008Freely accessible. PMID 16744910.