Difference between revisions of "Homocitric acid"

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Latest revision as of 19:15, 21 September 2010

Homocitric acid
File:Homocitric acid.png
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number 3562-74-1
PubChem 28371
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style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula C7H10O7
Molar mass 206.15 g/mol
Appearance colorless solid
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Homocitric acid is an organic compound with the formula HOC(CO2H)(CH2CO2H)(C2H4CO2H). This tricarboxylic acid occurs naturally as a component of the iron-molybdenum cofactor of certain nitrogenase proteins.[1] Biochemists often refer to this cofactor as homocitrate, which is the conjugate bases that predominate in neutral aqueous solutions of this species.

The molecule is related to citric acid by the addition of one methylene group, which is implied with the term "homo." Unlike citric acid, homocitric acid is chiral. The acid exists in equilibrium with the lactone.


References

  1. Douglas C. Rees "Great Metalloclusters in Enzymology" Annual Reviews of Biochemistry 2002, volume 71, pp. 221–46. doi:10.1146/annurev.biochem.71.110601.135406