Isocitric acid

Isocitric acid
Names
IUPAC name
1-Hydroxypropane-1,2,3-tricarboxylic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.005.713
Edit this at Wikidata
KEGG
MeSH Isocitrate
PubChem CID
UNII
InChI
  • InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13) checkY
    Key: ODBLHEXUDAPZAU-UHFFFAOYSA-N checkY
  • InChI=1/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)
    Key: ODBLHEXUDAPZAU-UHFFFAOYAX
SMILES
  • O=C(O)C(CC(=O)O)C(O)C(=O)O
Properties
Chemical formula
C6H8O7
Molar mass 192.124
Melting point 105 °C (221 °F; 378 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Isocitric acid is a structural isomer of citric acid. Salts and esters of isocitric acid are known as isocitrates. The isocitrate anion is a substrate of the citric acid cycle. Isocitrate is formed from citrate with the help of the enzyme aconitase, and is acted upon by isocitrate dehydrogenase.

Isocitric acid is commonly used as a marker to detect the authenticity and quality of fruit products, most often citrus juices. In authentic orange juice, for example, the ratio of citric acid to D-isocitric acid is usually less than 130. An isocitric acid value higher than this may be indicative of fruit juice adulteration.[1]

Interactive pathway map

Click on genes, proteins and metabolites below to link to respective articles. [§ 1]

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TCACycle_WP78
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TCACycle_WP78
|alt=TCACycle_WP78 edit]]
TCACycle_WP78 edit
  1. The interactive pathway map can be edited at WikiPathways: "TCACycle_WP78".

See also

References

  1. Saavedra, L.; Garcia, A.; Barbas, C. (9 June 2000). "Development and validation of a capillary electrophoresis method for direct measurement of isocitric, citric, tartaric and malic acids as adulteration markers in orange juice". Journal of Chromatography A. 881 (1–2): 395–401. doi:10.1016/s0021-9673(00)00258-2. PMID 10905722.
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