Homocitric acid
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| Homocitric acid | |
|---|---|
| File:Homocitric acid.png | |
| 2-hydroxybutane-1,2,4-tricarboxylic acid | |
| Other names Homocitric acid Homocitrate | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 3562-74-1 |
| PubChem | 28371 |
| SMILES | Script error: No such module "collapsible list". |
| 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.
- File:Homocitrate2.png340px
References
- ↑ 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
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