2.0 2012-05-31 10:26:07 -0600 2015-09-17 15:41:03 -0600 ECMDB00302 M2MDB000127 Uridine diphosphategalactose Uridine diphosphategalactose (UDPgal) is a nucleoside diphosphate sugar which can be epimerized into UDPglucose for entry into the mainstream of carbohydrate metabolism. UDPgal is a pivotal compound in the metabolism of galactose. UDPgal is a product of the galactose-L-phosphate uridyl transferase (EC 2.7.7.10) reaction but may also be made from Glucose-L-P, involving uridine diphosphate galactose-4-epimerase (EC 5.1.3.2). UDPgal is the necessary galactosyl donor of galactose in the metabolism to incorporate it into complex oligosaccharides, glycoproteins and glycolipids (galactosides). (PMID: 2122114, 7671968) GDU UDP Galactose UDP-a-D-Galactose UDP-a-delta-Galactose UDP-a-δ-Galactose UDP-alpha-D-Galactose UDP-alpha-delta-Galactose UDP-D-Galactopyranose UDP-D-Galactose UDP-delta-Galactopyranose UDP-delta-Galactose UDP-Gal UDP-Galactopyranose UDP-Galactose UDP-α-D-Galactose UDP-α-δ-Galactose UDP-δ-Galactopyranose UDP-δ-Galactose Udpgal UDPgalactose UPG Uridine 5'-(a-D-galactopyranosyl pyrophosphate) Uridine 5'-(a-D-galactopyranosyl pyrophosphoric acid) Uridine 5'-(a-delta-galactopyranosyl pyrophosphate) Uridine 5'-(a-delta-galactopyranosyl pyrophosphoric acid) Uridine 5'-(a-δ-galactopyranosyl pyrophosphate) Uridine 5'-(a-δ-galactopyranosyl pyrophosphoric acid) Uridine 5'-(alpha-D-galactopyranosyl pyrophosphate) Uridine 5'-(alpha-D-galactopyranosyl pyrophosphoric acid) Uridine 5'-(alpha-delta-galactopyranosyl pyrophosphate) Uridine 5'-(alpha-delta-galactopyranosyl pyrophosphoric acid) Uridine 5'-(α-D-galactopyranosyl pyrophosphate) Uridine 5'-(α-D-galactopyranosyl pyrophosphoric acid) Uridine 5'-(α-δ-galactopyranosyl pyrophosphate) Uridine 5'-(α-δ-galactopyranosyl pyrophosphoric acid) Uridine 5'-diphosphate galactose Uridine 5'-diphosphogalactose Uridine 5'-diphosphoric acid galactose Uridine 5'-pyrophosphate a-D-galactopyranosyl ester Uridine 5'-pyrophosphate a-D-galactosyl ester Uridine 5'-pyrophosphate a-delta-galactopyranosyl ester Uridine 5'-pyrophosphate a-delta-galactosyl ester Uridine 5'-pyrophosphate a-δ-galactopyranosyl ester Uridine 5'-pyrophosphate a-δ-galactosyl ester Uridine 5'-pyrophosphate alpha-D-galactosyl ester Uridine 5'-pyrophosphate alpha-delta-galactosyl ester Uridine 5'-pyrophosphate D-galactosyl ester Uridine 5'-pyrophosphate α-D-galactosyl ester Uridine 5'-pyrophosphate α-δ-galactosyl ester Uridine 5'-pyrophosphoric acid a-D-galactopyranosyl ester Uridine 5'-pyrophosphoric acid a-D-galactosyl ester Uridine 5'-pyrophosphoric acid a-delta-galactopyranosyl ester Uridine 5'-pyrophosphoric acid a-delta-galactosyl ester Uridine 5'-pyrophosphoric acid a-δ-galactopyranosyl ester Uridine 5'-pyrophosphoric acid a-δ-galactosyl ester Uridine 5'-pyrophosphoric acid alpha-D-galactosyl ester Uridine 5'-pyrophosphoric acid alpha-delta-galactosyl ester Uridine 5'-pyrophosphoric acid D-galactosyl ester Uridine 5'-pyrophosphoric acid α-D-galactosyl ester Uridine 5'-pyrophosphoric acid α-δ-galactosyl ester Uridine 5'-[3-(D-galactopyranosyl) dihydrogen diphosphate] Uridine 5'-[3-(D-galactopyranosyl) dihydrogen diphosphoric acid] Uridine diphosphate galactose Uridine diphosphate-D-galactose Uridine diphosphate-delta-galactose Uridine diphosphate-galactose Uridine diphosphate-δ-galactose Uridine diphosphogalactose Uridine diphosphoric acid galactose Uridine diphosphoric acid-D-galactose Uridine diphosphoric acid-delta-galactose Uridine diphosphoric acid-galactose Uridine diphosphoric acid-δ-galactose Uridine pyrophosphate a-D-galactopyranosyl ester Uridine pyrophosphate a-delta-galactopyranosyl ester Uridine pyrophosphate a-δ-galactopyranosyl ester Uridine pyrophosphate alpha-D-galactopyranosyl ester Uridine pyrophosphate alpha-delta-galactopyranosyl ester Uridine pyrophosphate α-D-galactopyranosyl ester Uridine pyrophosphate α-δ-galactopyranosyl ester Uridine pyrophosphogalactose Uridine pyrophosphoric acid a-D-galactopyranosyl ester Uridine pyrophosphoric acid a-delta-galactopyranosyl ester Uridine pyrophosphoric acid a-δ-galactopyranosyl ester Uridine pyrophosphoric acid alpha-D-galactopyranosyl ester Uridine pyrophosphoric acid alpha-delta-galactopyranosyl ester Uridine pyrophosphoric acid α-D-galactopyranosyl ester Uridine pyrophosphoric acid α-δ-galactopyranosyl ester Uridinediphosphate galactose Uridinediphosphogalactose Uridinediphosphoric acid galactose C15H24N2O17P2 566.3018 566.055020376 [({[(2S,3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid udp galactose 2956-16-3 OC[C@H]1O[C@H](O[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@H]1O InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8+,9-,10+,11-,12-,13-,14-/m1/s1 HSCJRCZFDFQWRP-ABVWGUQPSA-N Solid Cytosol Extra-organism Periplasm logp -1.43 ALOGPS logs -1.58 ALOGPS solubility 1.50e+01 g/l ALOGPS logp -5 ChemAxon pka_strongest_acidic 1.73 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac [({[(2S,3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid ChemAxon average_mass 566.3018 ChemAxon mono_mass 566.055020376 ChemAxon smiles OC[C@H]1O[C@H](O[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@H]1O ChemAxon formula C15H24N2O17P2 ChemAxon inchi InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8+,9-,10+,11-,12-,13-,14-/m1/s1 ChemAxon inchikey HSCJRCZFDFQWRP-ABVWGUQPSA-N ChemAxon polar_surface_area 291.54 ChemAxon refractivity 106.46 ChemAxon polarizability 46.81 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 14 ChemAxon donor_count 9 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 Amino sugar and nucleotide sugar metabolism ec00520 Lipopolysaccharide biosynthesis E. coli lipid A is synthesized on the cytoplasmic surface of the inner membrane. The pathway can start from the fructose 6-phosphate that is either produced in the glycolysis and pyruvate dehydrogenase or be obtained from the interaction with D-fructose interacting with a mannose PTS permease. Fructose 6-phosphate interacts with L-glutamine through a D-fructose-6-phosphate aminotransferase resulting into a L-glutamic acid and a glucosamine 6-phosphate. The latter compound is isomerized through a phosphoglucosamine mutase resulting a glucosamine 1-phosphate. This compound is acetylated, interacting with acetyl-CoA through a bifunctional protein glmU resulting in a Coenzyme A, hydrogen ion and N-acetyl-glucosamine 1-phosphate. This compound interact with UTP and hydrogen ion through the bifunctional protein glmU resulting in a pyrophosphate and a UDP-N-acetylglucosamine. This compound interacts with (3R)-3-hydroxymyristoyl-[acp] through an UDP-N-acetylglucosamine acyltransferase resulting in a holo-[acp] and a UDP-3-O[(3R)-3-hydroxymyristoyl]-N-acetyl-alpha-D-glucosamine. This compound interacts with water through UDP-3-O-acyl-N-acetylglucosamine deacetylase resulting in an acetic acid and UDP-3-O-(3-hydroxymyristoyl)-α-D-glucosamine. The latter compound interacts with (3R)-3-hydroxymyristoyl-[acp] through UDP-3-O-(R-3-hydroxymyristoyl)-glucosamine N-acyltransferase releasing a hydrogen ion, a holo-acp and UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine. The latter compound is hydrolase by interacting with water and a UDP-2,3-diacylglucosamine hydrolase resulting in UMP, hydrogen ion and 2,3-bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphate. This last compound then interacts with a UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine through a lipid A disaccharide synthase resulting in a release of UDP, hydrogen ion and a lipid A disaccharide. The lipid A disaccharide is phosphorylated by an ATP mediated tetraacyldisaccharide 4'-kinase resulting in the release of hydrogen ion and lipid IVA. A D-ribulose 5-phosphate is isomerized with D-arabinose 5-phosphate isomerase 2 to result in a D-arabinose 5-phosphate. This compounds interacts with water and phosphoenolpyruvic acid through a 3-deoxy-D-manno-octulosonate 8-phosphate synthase resulting in the release of phosphate and 3-deoxy-D-manno-octulosonate 8-phosphate. This compound interacts with water through a 3-deoxy-D-manno-octulosonate 8-phosphate phosphatase thus releasing a phosphate and a 3-deoxy-D-manno-octulosonate. The latter compound interacts with CTP through a 3-deoxy-D-manno-octulosonate cytidylyltransferase resulting in a pyrophosphate and CMP-3-deoxy-α-D-manno-octulosonate. CMP-3-deoxy-α-D-manno-octulosonate and lipid IVA interact with each other through a KDO transferase resulting in CMP, hydrogen ion and alpha-Kdo-(2-->6)-lipid IVA. The latter compound reacts with CMP-3-deoxy-α-D-manno-octulosonate through a KDO transferase resulting in a CMP, hydrogen ion, and a a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA. The latter compound interacts with a dodecanoyl-[acp] lauroyl acyltransferase resulting in a holo-[acp] and a (KDO)2-(lauroyl)-lipid IVA. The latter compound reacts with a myristoyl-[acp] through a myristoyl-acyl carrier protein (ACP)-dependent acyltransferase resulting in a holo-[acp], (KDO)2-lipid A. The latter compound reacts with ADP-L-glycero-beta-D-manno-heptose through ADP-heptose:LPS heptosyltransferase I resulting hydrogen ion, ADP, heptosyl-KDO2-lipid A. The latter compound interacts with ADP-L-glycero-beta-D-manno-heptose through ADP-heptose:LPS heptosyltransferase II resulting in ADP, hydrogen ion and (heptosyl)2-Kdo2-lipid A. The latter compound UDP-glucose interacts with (heptosyl)2-Kdo2-lipid A resulting in UDP, hydrogen ion and glucosyl-(heptosyl)2-Kdo2-lipid A. Glucosyl-(heptosyl)2-Kdo2-lipid A (Escherichia coli) is phosphorylated through an ATP-mediated lipopolysaccharide core heptose (I) kinase resulting in ADP, hydrogen ion and glucosyl-(heptosyl)2-Kdo2-lipid A-phosphate. The latter compound interacts with ADP-L-glycero-beta-D-manno-heptose through a lipopolysaccharide core heptosyl transferase III resulting in ADP, hydrogen ion, and glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate. The latter compound is phosphorylated through an ATP-driven lipopolysaccharide core heptose (II) kinase resulting in ADP, hydrogen ion and glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate. The latter compound interacts with UDP-alpha-D-galactose through a UDP-D-galactose:(glucosyl)lipopolysaccharide-1,6-D-galactosyltransferase resulting in a UDP, a hydrogen ion and a galactosyl-glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate. The latter compound interacts with UDP-glucose through a (glucosyl)LPS α-1,3-glucosyltransferase resulting in a hydrogen ion, a UDP and galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate. This compound then interacts with UDP-glucose through a UDP-glucose:(glucosyl)LPS α-1,2-glucosyltransferase resulting in UDP, a hydrogen ion and galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate. This compound then interacts with ADP-L-glycero-beta-D-manno-heptose through a lipopolysaccharide core biosynthesis; heptosyl transferase IV; probably hexose transferase resulting in a Lipid A-core. A lipid A-core is then exported into the periplasmic space by a lipopolysaccharide ABC transporter. The lipid A-core is then flipped to the outer surface of the inner membrane by the ATP-binding cassette (ABC) transporter, MsbA. An additional integral membrane protein, YhjD, has recently been implicated in LPS export across the IM. The smallest LPS derivative that supports viability in E. coli is lipid IVA. However, it requires mutations in either MsbA or YhjD, to suppress the normally lethal consequence of an incomplete lipid A . Recent studies with deletion mutants implicate the periplasmic protein LptA, the cytosolic protein LptB, and the IM proteins LptC, LptF, and LptG in the subsequent transport of nascent LPS to the outer membrane (OM), where the LptD/LptE complex flips LPS to the outer surface. PW000831 ec00540 Metabolic Metabolic pathways eco01100 colanic acid building blocks biosynthesis The colonic acid building blocks biosynthesis starts with a Beta-D-Glucose undergoing a transport reaction mediated by a glucose PTS permease. The permease phosphorylates the Beta-D-Glucose, producing a Beta-D-Glucose 6-phosphate. This compound can either change to an Alpha-D-Glucose 6-phosphate spontaneously or into a fructose 6-phosphate through a glucose-6-phosphate isomerase. The latter compound can also be present in E.coli through the interaction of D-fructose and a mannose PTS permease which phosphorylate the D-fructose. Fructose 6-phosphate interacts in a reversible reaction with mannose-6-phosphate isomerase in order to produce a Alpha-D-mannose 6-phosphate. This compound can also be present in E.coli through the interaction of Alpha-D-mannose and a mannose PTS permease which phosphorylates the alpha-D-mannose. Alpha-D-mannose 6-phosphate interacts in a reversible reaction with a phosphomannomutase to produce a alpha-D-mannose 1-phosphate. This compound in turn with a hydrogen ion and gtp undergoes a reaction with a mannose-1-phosphate guanylyltransferase, releasing a pyrophosphate and producing a guanosine diphosphate mannose. Guanosine diphosphate mannose interacts with gdp-mannose 4,6-dehydratase releasing a water, and gdp-4-dehydro-6-deoxy-D-mannose. This compound in turn with hydrogen ion and NADPH interact with GDP-L-fucose synthase releasing NADP and producing a GDP-L-fucose. The Alpha-D-Glucose 6-phosphate interacts in a reversible reaction with phosphoglucomutase-1 to produce a alpha-D-glucose 1-phosphate. This in turn with UTP and hydrogen ion interact with UTP--glucose-1-phosphate uridyleltransferase releasing a pyrophosphate and UDP-glucose. UDP-glucose can either interact with galactose-1-phosphate uridylyltransferase to produce a UDP-galactose or in turn with NAD and water interact with UDP-glucose 6-dehydrogenase releasing a NADH and a hydrogen ion and producing a UDP-glucuronate. GDP-L-fucose, UDP-glucose, UDP-galactose and UDP-glucuronate are sugars that need to be activated in the form of nucleotide sugar prior to their assembly into colanic acid, also known as M antigen. Colanic acid is an extracellular polysaccharide which has been linked to a cluster of 19 genes(wca). PW000951 Metabolic galactose degradation/Leloir Pathway The degradation of galactose, also known as Leloir pathway, requires 3 main enzymes once Beta-D-galactose has been converted to galactose through an Aldose-1-epimerase. These are: galactokinase , galactose-1-phosphate uridylyltransferase and UDP-glucose 4-epimerase. Beta-D-galactose can be uptaken from the environment through a galactose proton symporter. It 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. 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. PW000884 Metabolic galactose degradation I (Leloir pathway) GALACTMETAB-PWY colanic acid building blocks biosynthesis COLANSYN-PWY Lipid A-core biosynthesis LIPA-CORESYN-PWY <i>O</i>-antigen building blocks biosynthesis (<i>E. coli</i>) OANTIGEN-PWY Specdb::MsMs 23633 Specdb::MsMs 23634 Specdb::MsMs 23635 Specdb::MsMs 30431 Specdb::MsMs 30432 Specdb::MsMs 30433 HMDB00302 18068 17069 C00052 18307 UDP-GALACTOSE UDP-galactose 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 van 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. 17765195 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 Holton, J. B. (1990). "Galactose disorders: an overview." J Inherit Metab Dis 13:476-486. 2122114 Takeda, Satoshi; Noguchi, Toshitada. Enzymic manufacture of 5'-uridine diphosphate galactose (UDP-Gal) from UMP. Jpn. Kokai Tokkyo Koho (2001), 9 pp. http://hmdb.ca/system/metabolites/msds/000/000/221/original/HMDB00302.pdf?1358462818 Protein ushA P07024 USHA_ECOLI ushA http://ecmdb.ca/proteins/P07024.xml UDP-glucose 4-epimerase P09147 GALE_ECOLI galE http://ecmdb.ca/proteins/P09147.xml Galactose-1-phosphate uridylyltransferase P09148 GAL7_ECOLI galT http://ecmdb.ca/proteins/P09148.xml UDP-galactopyranose mutase P37747 GLF_ECOLI glf http://ecmdb.ca/proteins/P37747.xml Lipopolysaccharide 1,6-galactosyltransferase P27127 RFAB_ECOLI rfaB http://ecmdb.ca/proteins/P27127.xml Galactoside transport system permease protein mglC P23200 MGLC_ECOLI mglC http://ecmdb.ca/proteins/P23200.xml Lipopolysaccharide 1,3-galactosyltransferase P27128 RFAI_ECOLI rfaI http://ecmdb.ca/proteins/P27128.xml Melibiose carrier protein P02921 MELB_ECOLI melB http://ecmdb.ca/proteins/P02921.xml Sugar efflux transporter A P31675 SETA_ECOLI setA http://ecmdb.ca/proteins/P31675.xml Galactoside transport system permease protein mglC P23200 MGLC_ECOLI mglC http://ecmdb.ca/proteins/P23200.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 Water + Uridine diphosphategalactose > Galactose 1-phosphate +2 Hydrogen ion + Uridine 5'-monophosphate Galactose 1-phosphate + UDP-Glucose <> Glucose 1-phosphate + Uridine diphosphategalactose R00955 GALACTURIDYLYLTRANS-RXN UDP-Glucose <> Uridine diphosphategalactose R00291 UDPGLUCEPIM-RXN Uridine diphosphategalactose > UDP-D-Galacto-1,4-furanose GALPMUT-RXN GDP-L-Fucose + UDP-Glucose + Uridine diphosphate glucuronic acid + Uridine diphosphategalactose colanic acid RXN0-5377 Uridine diphosphategalactose <> UDP-D-Galacto-1,4-furanose GALPMUT-RXN Glucosyl-heptosyl3-KDO2-lipid A-bisphosphate + Uridine diphosphategalactose > Hydrogen ion + Galactosyl-glucosyl-heptosyl3-KDO2-lipid A-bisphosphate + Uridine 5'-diphosphate RXN0-5124 UDP-Glucose + Galactose 1-phosphate > Alpha-D-glucose 1-phosphate + Uridine diphosphategalactose UDP-Glucose > Uridine diphosphategalactose Uridine diphosphategalactose + LPS (1-O-antigen) > Uridine 5'-diphosphate + 3-alpha-D-galactosyl-[lipopolysaccharide glucose] Uridine diphosphategalactose + LPS (1-O-antigen) <> Uridine 5'-diphosphate + 3-alpha-D-Galactosyl-[lipopolysaccharide glucose] R01997 UDP-Glucose > Uridine diphosphategalactose + Uridine diphosphategalactose PW_R002950 Galactose 1-phosphate + UDP-Glucose + Galactose 1-phosphate > Uridine diphosphategalactose + Glucose 1-phosphate + Uridine diphosphategalactose PW_R003296 UDP-Glucose <> Uridine diphosphategalactose + Uridine diphosphategalactose PW_R002951 UDP-Glucose <> Uridine diphosphategalactose UDP-Glucose <> Uridine diphosphategalactose