:Oxalosuccinic acid
{{More citations needed|date=May 2019}}
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 444775363
| ImageFile = Oxalbernsteinsäure.png
| ImageClass = skin-invert
| PIN = 1-Oxopropane-1,2,3-tricarboxylic acid
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 1948-82-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = DFK99PW32K
| PubChem = 972
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 7815
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 947
| RTECS =
| MeSHName =
| KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = C05379
| SMILES = C(C(C(=O)C(=O)O)C(=O)O)C(=O)O
| 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)
| InChIKey = UFSCUAXLTRFIDC-UHFFFAOYAK
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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)
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = UFSCUAXLTRFIDC-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| C=6 | H=6 | O=7
| MolarMass = 190.108
| Appearance =
| Density =
| MeltingPt =
| BoilingPt =
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|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
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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.{{cite journal | vauthors = Ochoa S | title = Biosynthesis of tricarboxylic acids by carbon dioxide fixation; the preparation and properties of oxalosuccinic acid | journal = The Journal of Biological Chemistry | volume = 174 | issue = 1 | pages = 115–22 | date = May 1948 | doi = 10.1016/S0021-9258(18)57381-6 | pmid = 18914069 | doi-access = free }} 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.{{cite journal | vauthors = Romkina AY, Kiriukhin MY | title = Biochemical and molecular characterization of the isocitrate dehydrogenase with dual coenzyme specificity from the obligate methylotroph Methylobacillus Flagellatus | journal = PLOS ONE | volume = 12 | issue = 4 | pages = e0176056 | date = 2017-04-19 | pmid = 28423051 | pmc = 5397045 | doi = 10.1371/journal.pone.0176056 | bibcode = 2017PLoSO..1276056R | doi-access = free }}
References
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