2.02012-05-31 14:54:00 -06002015-06-03 17:20:24 -0600ECMDB21002M2MDB0014223-Sulfopyruvic acid3-Sulfopyruvic acid is the product of the transamination of cysteinesulfonate in a reaction catalyzed by aspartate aminotransferase. 3-sulfopyruvic acid is stable and is reduced by malate dehydrogenase to beta-sulfolactate. Cysteinesulfonate, 3-sulfopyruvic acid, and beta-sulfolactate are reversibly interconverted in vivo. (PMID: 3346220)2-Carboxy-2-oxoethanesulfonate2-Carboxy-2-oxoethanesulfonic acid2-Carboxy-2-oxoethanesulphonate2-Carboxy-2-oxoethanesulphonic acid2-Oxo-3-sulfo-Propanoate2-Oxo-3-sulfo-Propanoic acid2-Oxo-3-sulfopropanoate2-Oxo-3-sulfopropanoic acid2-Oxo-3-sulpho-Propanoate2-Oxo-3-sulpho-Propanoic acid2-Oxo-3-sulphopropanoate2-Oxo-3-sulphopropanoic acid3-Sulfopyruvate3-Sulfopyruvic acid3-Sulphopyruvate3-Sulphopyruvic acidb-Sulfopyruvateb-Sulfopyruvic acidb-Sulphopyruvateb-Sulphopyruvic acidBeta-SulfopyruvateBeta-Sulfopyruvic acidBeta-SulphopyruvateBeta-Sulphopyruvic acidSulfopyruvateSulfopyruvic acidSulphopyruvateSulphopyruvic acidβ-Sulfopyruvateβ-Sulfopyruvic acidβ-Sulphopyruvateβ-Sulphopyruvic acidC3H4O6S168.125167.972858552-oxo-3-sulfopropanoic acidsulfopyruvate98022-26-5OC(=O)C(=O)CS(O)(=O)=OInChI=1S/C3H4O6S/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H,7,8,9)BUTHMSUEBYPMKJ-UHFFFAOYSA-NSolidCytoplasmPeriplasmlogp-1.54logs-1.11solubility1.29e+01 g/llogp-0.74pka_strongest_acidic-1.8iupac2-oxo-3-sulfopropanoic acidaverage_mass168.125mono_mass167.97285855smilesOC(=O)C(=O)CS(O)(=O)=OformulaC3H4O6SinchiInChI=1S/C3H4O6S/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H,7,8,9)inchikeyBUTHMSUEBYPMKJ-UHFFFAOYSA-Npolar_surface_area108.74refractivity28.33polarizability12.46rotatable_bond_count3acceptor_count6donor_count2physiological_charge-2formal_charge0Cysteine and methionine metabolismec00270Methane metabolismec00680Microbial metabolism in diverse environmentsec01120Collection of Reactions without pathwaysPW001891MetabolicSpecdb::CMs12870Specdb::CMs38694Specdb::CMs170881Specdb::NmrOneD41342Specdb::NmrOneD41343Specdb::NmrOneD41344Specdb::NmrOneD41345Specdb::NmrOneD41346Specdb::NmrOneD41347Specdb::NmrOneD41348Specdb::NmrOneD41349Specdb::NmrOneD41350Specdb::NmrOneD41351Specdb::NmrOneD41352Specdb::NmrOneD41353Specdb::NmrOneD41354Specdb::NmrOneD41355Specdb::NmrOneD41356Specdb::NmrOneD41357Specdb::NmrOneD41358Specdb::NmrOneD41359Specdb::NmrOneD41360Specdb::NmrOneD41361Specdb::MsMs26060Specdb::MsMs26061Specdb::MsMs26062Specdb::MsMs32618Specdb::MsMs32619Specdb::MsMs32620Specdb::MsMs2310596Specdb::MsMs2310597Specdb::MsMs2310598Specdb::MsMs2651261Specdb::MsMs2651262Specdb::MsMs2651263HMDB04045440717389590C0552816894SPVKanehisa, 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-D114.22080510Weinstein, C. L., Griffith, O. W. (1988). "Cysteinesulfonate and beta-sulfopyruvate metabolism. Partitioning between decarboxylation, transamination, and reduction pathways." J Biol Chem 263:3735-3743.3346220Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 Mar 3. doi: 10.1038/nbt.2488.23455439Aspartate aminotransferaseP00509AAT_ECOLIaspChttp://ecmdb.ca/proteins/P00509.xmlMalate dehydrogenaseP61889MDH_ECOLImdhhttp://ecmdb.ca/proteins/P61889.xmlPutative aliphatic sulfonates transport permease protein ssuCP75851SSUC_ECOLIssuChttp://ecmdb.ca/proteins/P75851.xmlPutative aliphatic sulfonates transport permease protein ssuCP75851SSUC_ECOLIssuChttp://ecmdb.ca/proteins/P75851.xmlCysteic acid + alpha-Ketoglutarate <> 3-Sulfopyruvic acid + L-GlutamateR02433Cysteic acid + Oxoglutaric acid <> L-Glutamate + 3-Sulfopyruvic acidPW_R005927