2.0 2012-05-31 14:29:46 -0600 2015-09-13 12:56:14 -0600 ECMDB20143 M2MDB000991 D-Galacturonate D-Galacturonic acid is a sugar acid, the oxidized form of D-galactose. It is the main component of pectin, in which it exists as the polymer polygalacturonic acid. -- Wikipedia a-delta-Galactopyranuronate a-delta-Galactopyranuronic acid a-delta-Galacturonate a-delta-Galacturonic acid a-delta-Polygalacturonate a-delta-Polygalacturonic acid a-δ-Galactopyranuronate a-δ-Galactopyranuronic acid a-δ-Galacturonate a-δ-Galacturonic acid a-δ-Polygalacturonate a-δ-Polygalacturonic acid alpha-delta-Galactopyranuronate Alpha-delta-galactopyranuronic acid alpha-delta-Galacturonate Alpha-delta-galacturonic acid alpha-delta-Polygalacturonate Alpha-delta-polygalacturonic acid Calcium pectate Calcium pectic acid Calcium polygalacturonate Calcium polygalacturonic acid D-(+)-Galacturonate monohydrate D-(+)-Galacturonic acid monohydrate D-(+)-Galacturonic acid monohydric acid D-Galactopyranuronate D-Galactopyranuronic acid D-galacturonan D-Galacturonate D-Galacturonate, homopolymer D-Galacturonic acid D-Galacturonic acid, homopolymer D-galaturonate D-Galaturonic acid Delta-galacturonan Delta-galacturonate Delta-Galacturonic acid DL-galacturonate DL-galacturonic acid Galacturonan Galacturonate Galacturonic acid Galaturonate Galaturonic acid Hexuronate Hexuronic acid Pectate Pectic acid Poly(1,4-a-D-galacturonate) Poly(1,4-a-D-galacturonic acid) Poly(1,4-a-delta-galacturonate) Poly(1,4-a-delta-galacturonic acid) Poly(1,4-a-δ-galacturonate) Poly(1,4-a-δ-galacturonic acid) Poly(1,4-alpha-D-galacturonate) Poly(1,4-alpha-D-galacturonic acid) Poly(1,4-alpha-delta-galacturonate) Poly(1,4-alpha-delta-galacturonic acid) Poly(1,4-α-D-galacturonate) Poly(1,4-α-D-galacturonic acid) Poly(1,4-α-δ-galacturonate) Poly(1,4-α-δ-galacturonic acid) Polygalacturonate Polygalacturonic acid Sodium pectate Sodium pectic acid Sulfated polygalacturonate Sulfated polygalacturonic acid Sulphated polygalacturonate Sulphated polygalacturonic acid α-δ-Galactopyranuronate α-δ-Galactopyranuronic acid α-δ-Galacturonate α-δ-Galacturonic acid α-δ-Polygalacturonate α-δ-Polygalacturonic acid δ-Galacturonan δ-Galacturonate δ-Galacturonic acid C6H10O7 194.1394 194.042652674 (2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid aldehydo-D-galacturonic acid 685-73-4 O[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4+,5-/m0/s1 IAJILQKETJEXLJ-RSJOWCBRSA-N Solid Cytosol Extra-organism Periplasm logp -2.32 ALOGPS logs -0.29 ALOGPS solubility 1.00e+02 g/l ALOGPS melting_point 166 oC logp -3.2 ChemAxon pka_strongest_acidic 3.24 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac (2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid ChemAxon average_mass 194.1394 ChemAxon mono_mass 194.042652674 ChemAxon smiles O[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O ChemAxon formula C6H10O7 ChemAxon inchi InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4+,5-/m0/s1 ChemAxon inchikey IAJILQKETJEXLJ-RSJOWCBRSA-N ChemAxon polar_surface_area 135.29 ChemAxon refractivity 37.21 ChemAxon polarizability 16.23 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Starch and sucrose metabolism The metabolism of starch and sucrose begins with D-fructose interacting with a D-glucose in a reversible reaction through a maltodextrin glucosidase resulting in a water molecule and a sucrose. D-fructose is phosphorylated through an ATP driven fructokinase resulting in the release of an ADP, a hydrogen ion and a Beta-D-fructofuranose 6-phosphate. This compound can also be introduced into the cytoplasm through either a mannose PTS permease or a hexose-6-phosphate:phosphate antiporter. The Beta-D-fructofuranose 6-phosphate is isomerized through a phosphoglucose isomerase resulting in a Beta-D-glucose 6-phosphate. This compound can also be incorporated by glucose PTS permease or a hexose-6-phosphate:phosphate antiporter. The beta-D-glucose 6 phosphate can also be produced by a D-glucose being phosphorylated by an ATP-driven glucokinase resulting in a ADP, a hydrogen ion and a Beta-D-glucose 6 phosphate. The beta-D-glucose can produce alpha-D-glucose-1-phosphate by two methods: 1.-Beta-D-glucose is isomerized into an alpha-D-Glucose 6-phosphate and then interacts in a reversible reaction through a phosphoglucomutase-1 resulting in a alpha-D-glucose-1-phosphate. 2.-Beta-D-glucose interacts with a putative beta-phosphoglucomutase resulting in a Beta-D-glucose 1-phosphate. Beta-D-glucose 1-phosphate can be incorporated into the cytoplasm through a glucose PTS permease. This compound is then isomerized into a Alpha-D-glucose-1-phosphate The beta-D-glucose can cycle back into a D-fructose by first interacting with D-fructose in a reversible reaction through a Polypeptide: predicted glucosyltransferase resulting in the release of a phosphate and a sucrose. The sucrose then interacts in a reversible reaction with a water molecule through a maltodextrin glucosidase resulting in a D-glucose and a D-fructose. Alpha-D-glucose-1-phosphate can produce glycogen in by two different sets of reactions: 1.-Alpha-D-glucose-1-phosphate interacts with a hydrogen ion and an ATP through a glucose-1-phosphate adenylyltransferase resulting in a pyrophosphate and an ADP-glucose. The ADP-glucose then interacts with an amylose through a glycogen synthase resulting in the release of an ADP and an Amylose. The amylose then interacts with 1,4-α-glucan branching enzyme resulting in glycogen 2.- Alpha-D-glucose-1-phosphate interacts with amylose through a maltodextrin phosphorylase resulting in a phosphate and a glycogen. Alpha-D-glucose-1-phosphate can also interacts with UDP-galactose through a galactose-1-phosphate uridylyltransferase resulting in a galactose 1-phosphate and a Uridine diphosphate glucose. The UDP-glucose then interacts with an alpha-D-glucose 6-phosphate through a trehalose-6-phosphate synthase resulting in a uridine 5'-diphosphate, a hydrogen ion and a Trehalose 6- phosphate. The latter compound can also be incorporated into the cytoplasm through a trehalose PTS permease. Trehalose interacts with a water molecule through a trehalose-6-phosphate phosphatase resulting in the release of a phosphate and an alpha,alpha-trehalose.The alpha,alpha-trehalose can also be obtained from glycogen being metabolized through a glycogen debranching enzyme resulting in a the alpha, alpha-trehalose. This compound ca then be hydrated through a cytoplasmic trehalase resulting in the release of an alpha-D-glucose and a beta-d-glucose. Glycogen is then metabolized by reacting with a phosphate through a glycogen phosphorylase resulting in a alpha-D-glucose-1-phosphate and a dextrin. The dextrin is then hydrated through a glycogen phosphorylase-limit dextrin α-1,6-glucohydrolase resulting in the release of a debranched limit dextrin and a maltotetraose. This compound can also be incorporated into the cytoplasm through a maltose ABC transporter. The maltotetraose interacts with a phosphate through a maltodextrin phosphorylase releasing a alpha-D-glucose-1-phosphate and a maltotriose. The maltotriose can also be incorporated through a maltose ABC transporter. The maltotriose can then interact with water through a maltodextrin glucosidase resulting in a D-glucose and a D-maltose. D-maltose can also be incorporated through a maltose ABC transporter The D-maltose can then interact with a maltotriose through a amylomaltase resulting in a maltotetraose and a D-glucose. The D-glucose is then phosphorylated through an ATP driven glucokinase resulting in a hydrogen ion, an ADP and a Beta-D-glucose 6-phosphate PW000941 ec00500 Metabolic Ascorbate and aldarate metabolism ec00053 Amino sugar and nucleotide sugar metabolism ec00520 Pentose and glucuronate interconversions ec00040 ABC transporters ec02010 D-galacturonate degradation I GALACTUROCAT-PWY Specdb::CMs 2603 Specdb::CMs 38440 Specdb::CMs 137371 Specdb::CMs 145105 Specdb::NmrOneD 1895 Specdb::NmrOneD 122678 Specdb::NmrOneD 122679 Specdb::NmrOneD 122680 Specdb::NmrOneD 122681 Specdb::NmrOneD 122682 Specdb::NmrOneD 122683 Specdb::NmrOneD 122684 Specdb::NmrOneD 122685 Specdb::NmrOneD 122686 Specdb::NmrOneD 122687 Specdb::NmrOneD 122688 Specdb::NmrOneD 122689 Specdb::NmrOneD 122690 Specdb::NmrOneD 122691 Specdb::NmrOneD 122692 Specdb::NmrOneD 122693 Specdb::NmrOneD 122694 Specdb::NmrOneD 122695 Specdb::NmrOneD 122696 Specdb::NmrOneD 122697 Specdb::MsMs 2116 Specdb::MsMs 2117 Specdb::MsMs 2118 Specdb::MsMs 178512 Specdb::MsMs 178513 Specdb::MsMs 178514 Specdb::MsMs 180831 Specdb::MsMs 180832 Specdb::MsMs 180833 Specdb::MsMs 440116 Specdb::MsMs 2463831 Specdb::MsMs 2463832 Specdb::MsMs 2463833 Specdb::MsMs 2501960 Specdb::MsMs 2501961 Specdb::MsMs 2501962 Specdb::NmrTwoD 1831 HMDB03363 439215 76444 C00333 12952 D-GALACTURONATE DGU Keseler, 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. 21097882 Kanehisa, 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. 22080510 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. 18331064 Wu AM, Song SC, Chen YY, Gilboa-Garber N: Defining the carbohydrate specificities of aplysia gonad lectin exhibiting a peculiar D-galacturonic acid affinity. J Biol Chem. 2000 May 12;275(19):14017-24. 10799474 Hommes FA, Varghese M: High-performance liquid chromatography of urinary oligosaccharides in the diagnosis of glycoprotein degradation disorders. Clin Chim Acta. 1991 Dec 16;203(2-3):211-24. 1777982 http://hmdb.ca/system/metabolites/msds/000/002/944/original/Pectic_Acid_MSDS.pdf?1368651330 Uronate isomerase P0A8G3 UXAC_ECOLI uxaC http://ecmdb.ca/proteins/P0A8G3.xml Hexuronate transporter P0AA78 EXUT_ECOLI exuT http://ecmdb.ca/proteins/P0AA78.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml D-Galacturonate <> 5-Keto-D-gluconate R01983 D-Galacturonate <> D-tagaturonate GALACTUROISOM-RXN D-Galacturonate > D-tagaturonate GALACTUROISOM-RXN