2.0 2012-05-31 14:09:56 -0600 2015-06-03 15:54:55 -0600 ECMDB06873 M2MDB000700 D-Tagatose 6-phosphate D-Tagatose 6-phosphate is an intermediate in galactose metabolism. 6-O-Phosphono-D-tagatofuranose D-Tagatofuranose 6-(dihydrogen phosphate) D-Tagatofuranose 6-(dihydrogen phosphoric acid) D-tagatose 6-phosphate D-Tagatose 6-phosphoric acid Tagatose6P C6H13O9P 260.1358 260.029718526 {[(2R,3R,4S)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy}phosphonic acid D-tagatose 6-phosphate OCC1(O)O[C@H](COP(O)(O)=O)[C@H](O)[C@@H]1O InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4+,5+,6?/m1/s1 BGWGXPAPYGQALX-OEXCPVAWSA-N Solid Cytosol logp -2.11 ALOGPS logs -0.89 ALOGPS solubility 3.34e+01 g/l ALOGPS logp -2.9 ChemAxon pka_strongest_acidic 1.22 ChemAxon pka_strongest_basic -3.5 ChemAxon iupac {[(2R,3R,4S)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 260.1358 ChemAxon mono_mass 260.029718526 ChemAxon smiles OCC1(O)O[C@H](COP(O)(O)=O)[C@H](O)[C@@H]1O ChemAxon formula C6H13O9P ChemAxon inchi InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4+,5+,6?/m1/s1 ChemAxon inchikey BGWGXPAPYGQALX-OEXCPVAWSA-N ChemAxon polar_surface_area 156.91 ChemAxon refractivity 47.23 ChemAxon polarizability 21.05 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge -2 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 galactitol degradation GALACTITOLCAT-PWY Specdb::CMs 17666 Specdb::CMs 39127 Specdb::CMs 132319 Specdb::CMs 140053 Specdb::NmrOneD 11182 Specdb::NmrOneD 11183 Specdb::NmrOneD 11184 Specdb::NmrOneD 11185 Specdb::NmrOneD 11186 Specdb::NmrOneD 11187 Specdb::NmrOneD 11188 Specdb::NmrOneD 11189 Specdb::NmrOneD 11190 Specdb::NmrOneD 11191 Specdb::NmrOneD 11192 Specdb::NmrOneD 11193 Specdb::NmrOneD 11194 Specdb::NmrOneD 11195 Specdb::NmrOneD 11196 Specdb::NmrOneD 11197 Specdb::NmrOneD 11198 Specdb::NmrOneD 11199 Specdb::NmrOneD 11200 Specdb::NmrOneD 11201 Specdb::MsMs 29435 Specdb::MsMs 29436 Specdb::MsMs 29437 Specdb::MsMs 35993 Specdb::MsMs 35994 Specdb::MsMs 35995 Specdb::MsMs 2689835 Specdb::MsMs 2689836 Specdb::MsMs 2689837 Specdb::MsMs 2989199 Specdb::MsMs 2989200 Specdb::MsMs 2989201 HMDB06873 4332 388513 C01097 4251 TAGATOSE-6-PHOSPHATE 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 Galactitol-1-phosphate 5-dehydrogenase P0A9S3 GATD_ECOLI gatD http://ecmdb.ca/proteins/P0A9S3.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 Putative galactosamine-6-phosphate isomerase P42912 AGAI_ECOLI agaI http://ecmdb.ca/proteins/P42912.xml Galactitol 1-phosphate + NAD <> Hydrogen ion + NADH + D-Tagatose 6-phosphate R05571 GALACTITOLPDEHYD-RXN 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-Galactosamine 6-phosphate + Water <> D-Tagatose 6-phosphate + Ammonia R08365 D-Galactosamine 6-phosphate + Water > D-Tagatose 6-phosphate + Ammonia