2.0 2012-05-31 14:09:53 -0600 2015-06-03 15:54:55 -0600 ECMDB06872 M2MDB000699 D-Tagatose 1,6-bisphosphate D-Tagatose 1,6-bisphosphate is an intermediate in galactose metabolism. 1,6-Di-O-phosphono-D-tagatofuranose D-Tagatose 1,6-bisphosphate D-Tagatose 1,6-bisphosphoric acid Tagatose-1,6-diphosphate Tagatose-1,6-diphosphoric acid Tagatose1,6BP C6H14O12P2 340.1157 339.996048936 {[(2R,3R,4S)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxy}phosphonic acid [(2R,3R,4S)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxyphosphonic acid O[C@@H]1[C@H](O)C(O)(COP(O)(O)=O)O[C@@H]1COP(O)(O)=O InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4+,5+,6?/m1/s1 RNBGYGVWRKECFJ-OEXCPVAWSA-N Solid Cytosol logp -1.51 ALOGPS logs -1.33 ALOGPS solubility 1.61e+01 g/l ALOGPS logp -3 ChemAxon pka_strongest_acidic 0.89 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac {[(2R,3R,4S)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 340.1157 ChemAxon mono_mass 339.996048936 ChemAxon smiles O[C@@H]1[C@H](O)C(O)(COP(O)(O)=O)O[C@@H]1COP(O)(O)=O ChemAxon formula C6H14O12P2 ChemAxon inchi InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4+,5+,6?/m1/s1 ChemAxon inchikey RNBGYGVWRKECFJ-OEXCPVAWSA-N ChemAxon polar_surface_area 203.44 ChemAxon refractivity 58.11 ChemAxon polarizability 25.12 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 10 ChemAxon donor_count 7 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Galactose metabolism Galactose can be synthesized through two pathways: melibiose degradation involving an alpha galactosidase and lactose degradation involving a beta galactosidase. Melibiose is first transported inside the cell through the melibiose:Li+/Na+/H+ symporter. Once inside the cell, melibiose is degraded through alpha galactosidase into an alpha-D-galactose and a beta-D-glucose. The beta-D-glucose is phosphorylated by a glucokinase to produce a beta-D-glucose-6-phosphate which can spontaneously be turned into a alpha D glucose 6 phosphate. This alpha D-glucose-6-phosphate is metabolized into a glucose -1-phosphate through a phosphoglucomutase-1. The glucose -1-phosphate is transformed into a uridine diphosphate glucose through UTP--glucose-1-phosphate uridylyltransferase. The product, uridine diphosphate glucose, can undergo a reversible reaction in which it can be turned into uridine diphosphategalactose through an UDP-glucose 4-epimerase. Galactose can also be produced by lactose degradation involving a lactose permease to uptake lactose from the environment and a beta-galactosidase to turn lactose into Beta-D-galactose. Beta-D-galactose can also be uptaken from the environment through a galactose proton symporter. Galactose is degraded through the following process: Beta-D-galactose is introduced into the cytoplasm through a galactose proton symporter, or it can be synthesized from an alpha lactose that is introduced into the cytoplasm through a lactose permease. Alpha lactose interacts with water through a beta-galactosidase resulting in a beta-D-glucose and beta-D-galactose. Beta-D-galactose is isomerized into D-galactose. D-Galactose undergoes phosphorylation through a galactokinase, hence producing galactose 1 phosphate. On the other side of the pathway, a gluose-1-phosphate (product of the interaction of alpha-D-glucose 6-phosphate with a phosphoglucomutase resulting in a alpha-D-glucose-1-phosphate, an isomer of Glucose 1-phosphate, or an isomer of Beta-D-glucose 1-phosphate) interacts with UTP and a hydrogen ion in order to produce a uridine diphosphate glucose. This is followed by the interaction of galactose-1-phosphate with an established amount of uridine diphosphate glucose through a galactose-1-phosphate uridylyltransferase, which in turn output a glucose-1-phosphate and a uridine diphosphate galactose. The glucose -1-phosphate is transformed into a uridine diphosphate glucose through UTP--glucose-1-phosphate uridylyltransferase. The product, uridine diphosphate glucose, can undergo a reversible reaction in which it can be turned into uridine diphosphategalactose through an UDP-glucose 4-epimerase, and so the cycle can keep going as long as more lactose or galactose is imported into the cell PW000821 ec00052 Metabolic Metabolic pathways eco01100 galactitol degradation GALACTITOLCAT-PWY Specdb::CMs 18334 Specdb::CMs 39126 Specdb::CMs 172913 Specdb::NmrOneD 11162 Specdb::NmrOneD 11163 Specdb::NmrOneD 11164 Specdb::NmrOneD 11165 Specdb::NmrOneD 11166 Specdb::NmrOneD 11167 Specdb::NmrOneD 11168 Specdb::NmrOneD 11169 Specdb::NmrOneD 11170 Specdb::NmrOneD 11171 Specdb::NmrOneD 11172 Specdb::NmrOneD 11173 Specdb::NmrOneD 11174 Specdb::NmrOneD 11175 Specdb::NmrOneD 11176 Specdb::NmrOneD 11177 Specdb::NmrOneD 11178 Specdb::NmrOneD 11179 Specdb::NmrOneD 11180 Specdb::NmrOneD 11181 Specdb::MsMs 26915 Specdb::MsMs 26916 Specdb::MsMs 26917 Specdb::MsMs 33473 Specdb::MsMs 33474 Specdb::MsMs 33475 Specdb::MsMs 2439550 Specdb::MsMs 2439551 Specdb::MsMs 2439552 Specdb::MsMs 2522664 Specdb::MsMs 2522665 Specdb::MsMs 2522666 HMDB06872 6535 389117 C03785 4250 TAGATOSE-1-6-DIPHOSPHATE 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 6-phosphofructokinase isozyme 2 P06999 K6PF2_ECOLI pfkB http://ecmdb.ca/proteins/P06999.xml 6-phosphofructokinase isozyme 1 P0A796 K6PF1_ECOLI pfkA http://ecmdb.ca/proteins/P0A796.xml D-tagatose-1,6-bisphosphate aldolase subunit kbaY P0AB74 KBAY_ECOLI kbaY http://ecmdb.ca/proteins/P0AB74.xml D-tagatose-1,6-bisphosphate aldolase subunit gatY P0C8J6 GATY_ECOLI gatY http://ecmdb.ca/proteins/P0C8J6.xml D-tagatose-1,6-bisphosphate aldolase subunit gatZ P0C8J8 GATZ_ECOLI gatZ http://ecmdb.ca/proteins/P0C8J8.xml D-tagatose-1,6-bisphosphate aldolase subunit kbaZ P0C8K0 KBAZ_ECOLI kbaZ http://ecmdb.ca/proteins/P0C8K0.xml Adenosine triphosphate + D-Tagatose 6-phosphate > ADP + Hydrogen ion + D-Tagatose 1,6-bisphosphate R03236 TAGAKIN-RXN D-Tagatose 6-phosphate + Adenosine triphosphate <> D-Tagatose 1,6-bisphosphate + ADP R03236 Cytidine triphosphate + D-Tagatose 6-phosphate <> CDP + D-Tagatose 1,6-bisphosphate R03237 Uridine triphosphate + D-Tagatose 6-phosphate <> Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate R03238 Inosine triphosphate + D-Tagatose 6-phosphate <> IDP + D-Tagatose 1,6-bisphosphate R03239 D-Tagatose 1,6-bisphosphate <> Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphate TAGAALDOL-RXN D-Tagatose 1,6-bisphosphate > Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphate