2.02012-05-31 14:04:20 -06002015-06-03 15:54:42 -0600ECMDB04080M2MDB0005982-Hydroxy-3-oxosuccinate2-hydroxy-3-oxosuccinate is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. 2-hydroxy-3-oxosuccinate is invovled in Glyoxylate and dicarboxylate metabolism. (KEGG)2-Hydroxy-3-oxosuccinic acidOxaloglycolateOxaloglycolic acidC4H4O6148.071148.000787862-hydroxy-3-oxobutanedioic acidoxaloglycolateOC(C(O)=O)C(=O)C(O)=OInChI=1S/C4H4O6/c5-1(3(7)8)2(6)4(9)10/h1,5H,(H,7,8)(H,9,10)RMHHUKGVZFVHED-UHFFFAOYSA-NCytoplasmPeriplasmlogp-0.84logs-0.61solubility3.62e+01 g/llogp-0.76pka_strongest_acidic2.12pka_strongest_basic-4.7iupac2-hydroxy-3-oxobutanedioic acidaverage_mass148.071mono_mass148.00078786smilesOC(C(O)=O)C(=O)C(O)=OformulaC4H4O6inchiInChI=1S/C4H4O6/c5-1(3(7)8)2(6)4(9)10/h1,5H,(H,7,8)(H,9,10)inchikeyRMHHUKGVZFVHED-UHFFFAOYSA-Npolar_surface_area111.9refractivity25.67polarizability10.95rotatable_bond_count3acceptor_count6donor_count3physiological_charge-2formal_charge0Butanoate metabolismec00650Glyoxylate and dicarboxylate metabolismec00630glycolate and glyoxylate degradation IIOxaloglycolate (2-Hydroxy-3-oxosuccinate) interacts with a tartrate dehydrogenase resulting in a L-tartrate. L-tartrate then interacts with tartrate dehydrogenase resulting in a Oxaloacetate. Oxaloacetate and acetyl-coa interact to result in a citrate which is processed by a aconitate hydratase resulting in a cis-Aconitate and further more into a isocitrate which will eventually be procressed into a glyoxylic acid. Glyoxylic acid can either be metabolized into L-malic acid by a reaction with acetyl-CoA and Water through a malate synthase G which also releases hydrogen ion and Coenzyme A. L-malic acid is then incorporated into the TCA cycle. Glyoxylic acid can also be metabolized by glyoxylate carboligase, releasing a carbon dioxide and tartronate semialdehyde. The latter compound is then reduced by an NADH driven tartronate semialdehyde reductase 2 resulting in glyceric acid. Glyceric acid is phosphorylated by a glycerate kinase 2 resulting in a 3-phosphoglyceric acid. This compound is then integrated into various other pathways: cysteine biosynthesis, serine biosynthesis and glycolysis and pyruvate dehydrogenase.PW002021MetabolicSpecdb::CMs99282Specdb::NmrOneD281959Specdb::NmrOneD281960Specdb::NmrOneD281961Specdb::NmrOneD281962Specdb::NmrOneD281963Specdb::NmrOneD281964Specdb::NmrOneD281965Specdb::NmrOneD281966Specdb::NmrOneD281967Specdb::NmrOneD281968Specdb::NmrOneD281969Specdb::NmrOneD281970Specdb::NmrOneD281971Specdb::NmrOneD281972Specdb::NmrOneD281973Specdb::NmrOneD281974Specdb::NmrOneD281975Specdb::NmrOneD281976Specdb::NmrOneD281977Specdb::NmrOneD281978Specdb::MsMs27338Specdb::MsMs27339Specdb::MsMs27340Specdb::MsMs33896Specdb::MsMs33897Specdb::MsMs33898524509C0345917778CPD-66Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.21097882Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.22080510van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25.17765195D-malate dehydrogenase [decarboxylating]P76251DMLA_ECOLIdmlAhttp://ecmdb.ca/proteins/P76251.xmlMeso-Tartaric acid + NAD <> 2-Hydroxy-3-oxosuccinate + NADH + Hydrogen ionR02545Tartaric acid + NAD <> 2-Hydroxy-3-oxosuccinate + NADH + Hydrogen ionR06180