Oxalosuccinic acid

Chemical compound From Wikipedia, the free encyclopedia

Oxalosuccinic acid is a substrate of the citric acid cycle. It is acted upon by isocitrate dehydrogenase. Salts and esters of oxalosuccinic acid are known as oxalosuccinates.

Quick facts Names, Identifiers ...
Oxalosuccinic acid
Names
Preferred IUPAC name
1-Oxopropane-1,2,3-tricarboxylic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.230.021 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C6H6O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2H,1H2,(H,7,8)(H,10,11)(H,12,13) ☒N
    Key: UFSCUAXLTRFIDC-UHFFFAOYSA-N ☒N
  • InChI=1/C6H6O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2H,1H2,(H,7,8)(H,10,11)(H,12,13)
    Key: UFSCUAXLTRFIDC-UHFFFAOYAK
  • C(C(C(=O)C(=O)O)C(=O)O)C(=O)O
Properties
C6H6O7
Molar mass 190.108
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Oxalosuccinic acid/oxalosuccinate is an unstable 6-carbon intermediate in the tricarboxylic acid cycle. It's a keto acid, formed during the oxidative decarboxylation of isocitrate to alpha-ketoglutarate, which is catalyzed by the enzyme isocitrate dehydrogenase. Isocitrate is first oxidized by coenzyme NAD+ to form oxalosuccinic acid/oxalosuccinate.[1] Oxalosuccinic acid is both an alpha-keto and a beta-keto acid (an unstable compound) and it is the beta-ketoic property that allows the loss of carbon dioxide in the enzymatic reaction in conversion to the five-carbon molecule 2-oxoglutarate.[2]

References

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