Oxalosuccinic acid

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Oxalosuccinic acid
Oxalbernsteinsäure.png
Names
IUPAC name
1-Oxopropane-1,2,3-tricarboxylic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.230.021
KEGG
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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Infobox references

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.

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[edit]

  1. ^ Ochoa S (May 1948). "Biosynthesis of tricarboxylic acids by carbon dioxide fixation; the preparation and properties of oxalosuccinic acid". The Journal of Biological Chemistry. 174 (1): 115–22. PMID 18914069.
  2. ^ Romkina AY, Kiriukhin MY (2017-04-19). "Biochemical and molecular characterization of the isocitrate dehydrogenase with dual coenzyme specificity from the obligate methylotroph Methylobacillus Flagellatus". PLOS ONE. 12 (4): e0176056. Bibcode:2017PLoSO..1276056R. doi:10.1371/journal.pone.0176056. PMC 5397045. PMID 28423051.