2.02012-05-31 13:54:41 -06002015-10-15 16:14:31 -0600ECMDB01586M2MDB000423Glucose 1-phosphateGlucose 1-phosphate is the direct product of the reaction in which glycogen phosphorylase cleaves off a molecule of glucose from a greater glycogen structure. Glycogen phosphorylase, the product of the glgP Gene, catalyzes glycogen breakdown by removing glucose units from the nonreducing ends in Escherichia coli. It cannot travel down many metabolic pathways and must be interconverted by the enzyme phosphoglucomutase in order to become glucose 6-phosphate. In glycogenesis, free glucose 1-phosphate can also react with UTP to form UDP-glucose, by using the enzyme UDP-glucose pyrophosphorylase. Periplasmic acid glucose-1-phosphatase (G-1-Pase) encoded by gene Agp is necessary for the growth of Escherichia coli in a minimal medium containing glucose-1-phosphate (G-1-P) as the sole source of carbon.α-D-glucose-1-Pα-glucose-1-phosphateα-glucose-1-phosphoric acidA-D-Glucopyranosyl phosphatea-D-Glucopyranosyl phosphoric acidA-D-Glucose 1-phosphatea-D-Glucose 1-phosphoric acida-D-Glucose-1-PA-D-Glucose-1-phosphatea-D-Glucose-1-phosphoric acida-delta-Glucopyranosyl phosphatea-delta-Glucopyranosyl phosphoric acida-delta-Glucose 1-phosphatea-delta-Glucose 1-phosphoric acida-delta-Glucose-1-phosphatea-delta-Glucose-1-phosphoric acida-Glucose-1-phosphatea-Glucose-1-phosphoric acida-δ-Glucopyranosyl phosphatea-δ-Glucopyranosyl phosphoric acida-δ-Glucose 1-phosphatea-δ-Glucose 1-phosphoric acida-δ-Glucose-1-phosphatea-δ-Glucose-1-phosphoric acidAlpha-D-Glucopyranosyl phosphatealpha-D-Glucopyranosyl phosphoric acidAlpha-D-Glucose 1-phosphatealpha-D-Glucose 1-phosphoric acidAlpha-D-Glucose-1-PAlpha-D-Glucose-1-phosphatealpha-D-Glucose-1-phosphoric acidAlpha-delta-Glucopyranosyl phosphatealpha-delta-Glucopyranosyl phosphoric acidAlpha-delta-Glucose 1-phosphatealpha-delta-Glucose 1-phosphoric acidAlpha-delta-glucose-1-phosphatealpha-delta-Glucose-1-phosphoric acidAlpha-Glucose-1-phosphatealpha-Glucose-1-phosphoric acidCori esterD-Glucopyranose 1-phosphateD-Glucopyranose 1-phosphoric acidD-Glucose 1-phosphateD-Glucose 1-phosphoric acidD-glucose-α-1-phosphateD-Glucose-α-1-phosphoric acidD-Glucose-1-PD-Glucose-1-phosphateD-Glucose-1-phosphoric acidD-Glucose-a-1-phosphateD-Glucose-a-1-phosphoric acidD-Glucose-alpha-1-phosphateD-Glucose-alpha-1-phosphoric acidD-Glucose-α-1-phosphateD-Glucose-α-1-phosphoric acidDelta-Glucopyranose 1-phosphatedelta-Glucopyranose 1-phosphoric acidDelta-Glucose 1-phosphatedelta-Glucose 1-phosphoric acidDelta-Glucose-1-PDelta-Glucose-1-phosphatedelta-Glucose-1-phosphoric acidGlucose 1-phosphateGlucose 1-phosphoric acidGlucose monophosphateGlucose monophosphoric acidGlucose-1-phosphateGlucose-1-phosphoric acidGlucose-1Pα-D-Glucopyranosyl phosphateα-D-Glucopyranosyl phosphoric acidα-D-Glucose 1-phosphateα-D-Glucose 1-phosphoric acidα-D-Glucose-1-Pα-D-Glucose-1-phosphateα-D-Glucose-1-phosphoric acidα-Glucose-1-phosphateα-Glucose-1-phosphoric acidα-δ-Glucopyranosyl phosphateα-δ-Glucopyranosyl phosphoric acidα-δ-Glucose 1-phosphateα-δ-Glucose 1-phosphoric acidα-δ-Glucose-1-phosphateα-δ-Glucose-1-phosphoric acidδ-Glucopyranose 1-phosphateδ-Glucopyranose 1-phosphoric acidδ-Glucose 1-phosphateδ-Glucose 1-phosphoric acidδ-Glucose-1-Pδ-Glucose-1-phosphateδ-Glucose-1-phosphoric acidC6H13O9P260.1358260.029718526{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acidα-D-glucose 1-phosphate59-56-3OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1OInChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1HXXFSFRBOHSIMQ-VFUOTHLCSA-NSolidCytosolExtra-organismPeriplasmlogp-2.00ALOGPSlogs-0.91ALOGPSsolubility3.23e+01 g/lALOGPSlogp-3.1ChemAxonpka_strongest_acidic1.16ChemAxonpka_strongest_basic-3ChemAxoniupac{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acidChemAxonaverage_mass260.1358ChemAxonmono_mass260.029718526ChemAxonsmilesOC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1OChemAxonformulaC6H13O9PChemAxoninchiInChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1ChemAxoninchikeyHXXFSFRBOHSIMQ-VFUOTHLCSA-NChemAxonpolar_surface_area156.91ChemAxonrefractivity46.8ChemAxonpolarizability20.72ChemAxonrotatable_bond_count3ChemAxonacceptor_count8ChemAxondonor_count6ChemAxonphysiological_charge-2ChemAxonformal_charge0ChemAxonPentose phosphate pathwayec00030Purine metabolismec00230Starch and sucrose metabolismThe 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-phosphatePW000941ec00500MetabolicGlycolysis / Gluconeogenesisec00010Galactose metabolismGalactose 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
PW000821ec00052MetabolicAmino sugar and nucleotide sugar metabolismec00520Pentose and glucuronate interconversionsec00040Streptomycin biosynthesisec00521Polyketide sugar unit biosynthesisec00523Microbial metabolism in diverse environmentsec01120Metabolic pathwayseco01100Secondary Metabolites: enterobacterial common antigen biosynthesis
The biosynthesis of a enterobacterial common antigen can begin with a di-trans,octa-cis-undecaprenyl phosphate interacts with a Uridine diphosphate-N-acetylglucosamine through undecaprenyl-phosphate α-N-acetylglucosaminyl transferase resulting in a N-acetyl-α-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol and a Uridine 5'-monophosphate. The N-acetyl-α-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol then reacts with an UDP-ManNAcA from the Amino sugar and nucleotide sugar metabolism pathway. This reaction is metabolized by a UDP-N-acetyl-D-mannosaminuronic acid transferase resulting in a uridine 5' diphosphate, a hydrogen ion and a Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate.
Glucose 1 phosphate can be metabolize by interacting with a hydrogen ion and a thymidine 5-triphosphate by either reacting with a dTDP-glucose pyrophosphorylase or a dTDP-glucose pyrophosphorylase 2 resulting in the release of a pyrophosphate and a dTDP-D-glucose. The latter compound is then dehydrated through an dTDP-glucose 4,6-dehydratase 2 resulting in water and dTDP-4-dehydro-6-deoxy-D-glucose. The latter compound interacts with L-glutamic acid through a dTDP-4-dehydro-6-deoxy-D-glucose transaminase resulting in the release of oxoglutaric acid and dTDP-thomosamine. The latter compound interacts with acetyl-coa through a dTDP-fucosamine acetyltransferase resulting in a Coenzyme A, a hydrogen Ion and a TDP-Fuc4NAc.
Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate then interacts with a TDP--Fuc4NAc through a 4-acetamido-4,6-dideoxy-D-galactose transferase resulting in a hydrogen ion, a dTDP and a Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate. This compound is then transported through a protein wzxE into the periplasmic space so that it can be incorporated into the outer membrane
Enterobacterial common antigen (ECA) is an outer membrane glycolipid common to all members of Enterobacteriaceae. ECA is a unique cell surface antigen that can be found in the outer leaflet of the outer membrane. The carbohydrate portion consists of N-acetyl-glucosamine, N-acetyl-D-mannosaminuronic acid and 4-acetamido-4,6-dideoxy-D-galactose. These amino sugars form trisaccharide repeat units which are part of linear heteropolysaccharide chains.PW000959Metabolicgalactose degradation/Leloir PathwayThe 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.
PW000884Metabolicphospholipid biosynthesis (CL(19:0cycv8c/10:0(3-OH)/10:0/10:0))Phospholipids are membrane components in E. coli.
The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions.
The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase.
Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a 1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase.
This compound is then converted into a CPD-diacylglycerol through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin and a ethanolamine.
The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin.
PW001989MetabolicSecondary Metabolites: enterobacterial common antigen biosynthesis 2The biosynthesis of a enterobacterial common antigen can begin with a di-trans,octa-cis-undecaprenyl phosphate interacts with a Uridine diphosphate-N-acetylglucosamine through undecaprenyl-phosphate α-N-acetylglucosaminyl transferase resulting in a N-acetyl-α-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol and a Uridine 5'-monophosphate. The N-acetyl-α-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol then reacts with an UDP-ManNAcA from the Amino sugar and nucleotide sugar metabolism pathway. This reaction is metabolized by a UDP-N-acetyl-D-mannosaminuronic acid transferase resulting in a uridine 5' diphosphate, a hydrogen ion and a Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate. Glucose 1 phosphate can be metabolize by interacting with a hydrogen ion and a thymidine 5-triphosphate by either reacting with a dTDP-glucose pyrophosphorylase or a dTDP-glucose pyrophosphorylase 2 resulting in the release of a pyrophosphate and a dTDP-D-glucose. The latter compound is then dehydrated through an dTDP-glucose 4,6-dehydratase 2 resulting in water and dTDP-4-dehydro-6-deoxy-D-glucose. The latter compound interacts with L-glutamic acid through a dTDP-4-dehydro-6-deoxy-D-glucose transaminase resulting in the release of oxoglutaric acid and dTDP-thomosamine. The latter compound interacts with acetyl-coa through a dTDP-fucosamine acetyltransferase resulting in a Coenzyme A, a hydrogen Ion and a TDP-Fuc4NAc. Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate then interacts with a TDP--Fuc4NAc through a 4-acetamido-4,6-dideoxy-D-galactose transferase resulting in a hydrogen ion, a dTDP and a Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate. This compound is then transported through a protein wzxE into the periplasmic space so that it can be incorporated into the outer membrane Enterobacterial common antigen (ECA) is an outer membrane glycolipid common to all members of Enterobacteriaceae. ECA is a unique cell surface antigen that can be found in the outer leaflet of the outer membrane. The carbohydrate portion consists of N-acetyl-glucosamine, N-acetyl-D-mannosaminuronic acid and 4-acetamido-4,6-dideoxy-D-galactose. These amino sugars form trisaccharide repeat units which are part of linear heteropolysaccharide chains.PW002045MetabolicSecondary Metabolites: enterobacterial common antigen biosynthesis 3The biosynthesis of a enterobacterial common antigen can begin with a di-trans,octa-cis-undecaprenyl phosphate interacts with a Uridine diphosphate-N-acetylglucosamine through undecaprenyl-phosphate α-N-acetylglucosaminyl transferase resulting in a N-acetyl-α-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol and a Uridine 5'-monophosphate. The N-acetyl-α-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol then reacts with an UDP-ManNAcA from the Amino sugar and nucleotide sugar metabolism pathway. This reaction is metabolized by a UDP-N-acetyl-D-mannosaminuronic acid transferase resulting in a uridine 5' diphosphate, a hydrogen ion and a Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate. Glucose 1 phosphate can be metabolize by interacting with a hydrogen ion and a thymidine 5-triphosphate by either reacting with a dTDP-glucose pyrophosphorylase or a dTDP-glucose pyrophosphorylase 2 resulting in the release of a pyrophosphate and a dTDP-D-glucose. The latter compound is then dehydrated through an dTDP-glucose 4,6-dehydratase 2 resulting in water and dTDP-4-dehydro-6-deoxy-D-glucose. The latter compound interacts with L-glutamic acid through a dTDP-4-dehydro-6-deoxy-D-glucose transaminase resulting in the release of oxoglutaric acid and dTDP-thomosamine. The latter compound interacts with acetyl-coa through a dTDP-fucosamine acetyltransferase resulting in a Coenzyme A, a hydrogen Ion and a TDP-Fuc4NAc. Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate then interacts with a TDP--Fuc4NAc through a 4-acetamido-4,6-dideoxy-D-galactose transferase resulting in a hydrogen ion, a dTDP and a Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate. This compound is then transported through a protein wzxE into the periplasmic space so that it can be incorporated into the outer membrane Enterobacterial common antigen (ECA) is an outer membrane glycolipid common to all members of Enterobacteriaceae. ECA is a unique cell surface antigen that can be found in the outer leaflet of the outer membrane. The carbohydrate portion consists of N-acetyl-glucosamine, N-acetyl-D-mannosaminuronic acid and 4-acetamido-4,6-dideoxy-D-galactose. These amino sugars form trisaccharide repeat units which are part of linear heteropolysaccharide chains.PW002046Metabolicglycogen degradation IGLYCOCAT-PWYgalactose degradation I (Leloir pathway)GALACTMETAB-PWYcolanic acid building blocks biosynthesisCOLANSYN-PWYenterobacterial common antigen biosynthesisECASYN-PWYglucose and glucose-1-phosphate degradationGLUCOSE1PMETAB-PWYdTDP-L-rhamnose biosynthesis IDTDPRHAMSYN-PWYglycogen biosynthesis I (from ADP-D-Glucose)GLYCOGENSYNTH-PWYSpecdb::CMs3095Specdb::CMs32359Specdb::CMs163838Specdb::NmrOneD5001Specdb::NmrOneD5002Specdb::NmrOneD337448Specdb::NmrOneD337449Specdb::NmrOneD337450Specdb::NmrOneD337451Specdb::NmrOneD337452Specdb::NmrOneD337453Specdb::NmrOneD337454Specdb::NmrOneD337455Specdb::NmrOneD337456Specdb::NmrOneD337457Specdb::NmrOneD337458Specdb::NmrOneD337459Specdb::NmrOneD337460Specdb::NmrOneD337461Specdb::NmrOneD337462Specdb::NmrOneD337463Specdb::NmrOneD337464Specdb::NmrOneD337465Specdb::NmrOneD337466Specdb::NmrOneD337467Specdb::MsMs179490Specdb::MsMs179491Specdb::MsMs179492Specdb::MsMs181818Specdb::MsMs181819Specdb::MsMs181820Specdb::MsMs437701Specdb::MsMs437702Specdb::MsMs437703Specdb::MsMs437704Specdb::MsMs437705Specdb::MsMs437761Specdb::MsMs437762Specdb::MsMs437763Specdb::MsMs437764Specdb::MsMs437765Specdb::MsMs438845Specdb::MsMs438846Specdb::MsMs439265Specdb::MsMs2244555Specdb::MsMs2246643Specdb::MsMs2247655Specdb::MsMs2248733Specdb::MsMs2249632Specdb::MsMs2250803Specdb::NmrTwoD2077Specdb::NmrTwoD2078HMDB0158665533388311C0010329042GLC-1-PGlucose 1-phosphateKeseler, I. 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Anal Biochem. 1989 Feb 1;176(2):449-56.2742136Lederer B, Van Hoof F, Van den Berghe G, Hers H: Glycogen phosphorylase and its converter enzymes in haemolysates of normal human subjects and of patients with type VI glycogen-storage disease. A study of phosphorylase kinase deficiency. Biochem J. 1975 Apr;147(1):23-35.168880Weinhausel, Andreas; Nidetzky, Bernd; Kysela, Christian; Kulbe, Klaus D. Application of Escherichia coli maltodextrin-phosphorylase for the continuous production of glucose-1-phosphate. Enzyme and Microbial Technology (1995), 17(2), 140-6.http://hmdb.ca/system/metabolites/msds/000/001/421/original/HMDB01586.pdf?1358463282Maltodextrin phosphorylaseP00490PHSM_ECOLImalPhttp://ecmdb.ca/proteins/P00490.xmlProtein ushAP07024USHA_ECOLIushAhttp://ecmdb.ca/proteins/P07024.xmlGalactose-1-phosphate uridylyltransferaseP09148GAL7_ECOLIgalThttp://ecmdb.ca/proteins/P09148.xmlGlucose-1-phosphate adenylyltransferaseP0A6V1GLGC_ECOLIglgChttp://ecmdb.ca/proteins/P0A6V1.xmlUTP--glucose-1-phosphate uridylyltransferaseP0AAB6GALF_ECOLIgalFhttp://ecmdb.ca/proteins/P0AAB6.xmlGlycogen phosphorylaseP0AC86PHSG_ECOLIglgPhttp://ecmdb.ca/proteins/P0AC86.xmlUTP--glucose-1-phosphate uridylyltransferase_P0AEP3GALU_ECOLIgalUhttp://ecmdb.ca/proteins/P0AEP3.xmlProtein mazGP0AEY3MAZG_ECOLImazGhttp://ecmdb.ca/proteins/P0AEY3.xmlGlucose-1-phosphataseP19926AGP_ECOLIagphttp://ecmdb.ca/proteins/P19926.xmlPhosphoglucomutaseP36938PGM_ECOLIpgmhttp://ecmdb.ca/proteins/P36938.xmlGlucose-1-phosphate thymidylyltransferase 1P37744RMLA1_ECOLIrmlA1http://ecmdb.ca/proteins/P37744.xmlGlucose-1-phosphate thymidylyltransferase 2P61887RMLA2_ECOLIrmlA2http://ecmdb.ca/proteins/P61887.xmlPutative sucrose phosphorylaseP76041SUCP_ECOLIycjMhttp://ecmdb.ca/proteins/P76041.xmlPhosphatase yqaBP77475YQAB_ECOLIyqaBhttp://ecmdb.ca/proteins/P77475.xmlOuter membrane protein NP77747OMPN_ECOLIompNhttp://ecmdb.ca/proteins/P77747.xmlOuter membrane pore protein EP02932PHOE_ECOLIphoEhttp://ecmdb.ca/proteins/P02932.xmlOuter membrane protein FP02931OMPF_ECOLIompFhttp://ecmdb.ca/proteins/P02931.xmlOuter membrane protein CP06996OMPC_ECOLIompChttp://ecmdb.ca/proteins/P06996.xmlThymidine 5'-triphosphate + Glucose 1-phosphate + Hydrogen ion <> dTDP-D-Glucose + PyrophosphateR02328DTDPGLUCOSEPP-RXNGlucose 1-phosphate <> Glucose 6-phosphateR00959branching glycogen + Phosphate > Glucose 1-phosphateGlycogen + Phosphate > Glucose 1-phosphateWater + UDP-Glucose > Glucose 1-phosphate +2 Hydrogen ion + Uridine 5'-monophosphateR00287Galactose 1-phosphate + UDP-Glucose <> Glucose 1-phosphate + Uridine diphosphategalactoseR00955GALACTURIDYLYLTRANS-RXNGlucose 1-phosphate + Water > D-Glucose + PhosphateGlucose 1-phosphate + Hydrogen ion + Uridine triphosphate <> Pyrophosphate + UDP-GlucoseR00289GLUC1PURIDYLTRANS-RXNMaltoheptaose + Phosphate <> Glucose 1-phosphate + MaltohexaoseMaltohexaose + Phosphate <> Glucose 1-phosphate + MaltopentaoseMaltopentaose + Phosphate <> Glucose 1-phosphate + MaltotetraoseAdenosine triphosphate + Glucose 1-phosphate + Hydrogen ion <> ADP-Glucose + PyrophosphateR00948GLUC1PADENYLTRANS-RXNUDP-Glucose + Water <> Uridine 5'-monophosphate + Glucose 1-phosphateR00287Uridine triphosphate + Glucose 1-phosphate <> Pyrophosphate + UDP-GlucoseR00289Sucrose + Phosphate <> D-Fructose + Glucose 1-phosphateR00803Glucose 1-phosphate + Water <> alpha-D-Glucose + PhosphateR00947Adenosine triphosphate + Glucose 1-phosphate <> Pyrophosphate + ADP-GlucoseR00948Starch + Phosphate <> 1,4-alpha-D-glucan + Glucose 1-phosphateR02111Thymidine 5'-triphosphate + Glucose 1-phosphate <> Pyrophosphate + dTDP-D-GlucoseR02328Glucose 1-phosphate <> D-Hexose 6-phosphate + Glucose 6-phosphateR08639Glucose 1-phosphate > beta-D-Glucose 1-phosphateRXN-10639Hydrogen ion + Glucose 1-phosphate + Adenosine triphosphate > ADP-Glucose + PyrophosphateGLUC1PADENYLTRANS-RXNHydrogen ion + Glucose 1-phosphate + Uridine triphosphate > UDP-Glucose + PyrophosphateGLUC1PURIDYLTRANS-RXNWater + Glucose 1-phosphate > Phosphate + D-glucoseGLUCOSE-1-PHOSPHAT-RXNGlycogen + Phosphate <> a limit dextrin + Glucose 1-phosphateGLYCOPHOSPHORYL-RXNGlucose 1-phosphate <> α-D-glucose 6-phosphatePHOSPHOGLUCMUT-RXNMaltotetraose + Phosphate <> Maltotriose + Glucose 1-phosphateRXN0-5182a 1,4-α-D-glucan + Phosphate <> a 1,4-α-D-glucan + Glucose 1-phosphateRXN0-5184Glucose 1-phosphate + Water <> D-Glucose + PhosphateR00304 Sucrose + Phosphate <> D-Fructose + Glucose 1-phosphateR00803 R06034 Phosphate <> Glucose 1-phosphateR01821 R06050 Glucose 1-phosphate + Uridine triphosphate + Hydrogen ion + Uridine triphosphate > Pyrophosphate + UDP-GlucosePW_R002948Galactose 1-phosphate + Galactose 1-phosphate > Glucose 1-phosphatePW_R002949Galactose 1-phosphate + UDP-Glucose + Galactose 1-phosphate > Uridine diphosphategalactose + Glucose 1-phosphate + Uridine diphosphategalactosePW_R003296Thymidine 5'-triphosphate + Hydrogen ion + Glucose 1-phosphate > Pyrophosphate + dTDP-D-GlucosePW_R003706Glucose 1-phosphate + Thymidine 5'-triphosphate + Hydrogen ion > Pyrophosphate + TDP-GlucosePW_R005974Glucose 1-phosphate + Hydrogen ion + Uridine triphosphate <> Pyrophosphate + UDP-GlucoseUridine triphosphate + Glucose 1-phosphate <> Pyrophosphate + UDP-GlucoseStarch + Phosphate <> 1,4-alpha-D-glucan + Glucose 1-phosphatePhosphate <> Glucose 1-phosphateGlucose 1-phosphate <> Glucose 6-phosphateThymidine 5'-triphosphate + Glucose 1-phosphate + Hydrogen ion <> dTDP-D-Glucose + PyrophosphateStarch + Phosphate <> 1,4-alpha-D-glucan + Glucose 1-phosphateGlucose 1-phosphate <> Glucose 6-phosphate4.0 g/L Na2SO4; 5.36 g/L (NH4)2SO4; 1.0 g/L NH4Cl; 7.3 g/L K2HPO4; 1.8 g/L NaH2PO4 H2O; 12.0 g/L (NH4)2-H-citrate; 4.0 mL/L MgSO4 (1 M); 6.0 mL/L trace element solution; 0.02 g/L thiamine, 20 g/L glucoseBioreactor, pH controlled, aerated, dilution rate=0.125 L/h413.0uM0.037 oCW3110Mid Log Phase16520000Park, C., Park, C., Lee, Y., Lee, S.Y., Oh, H.B., Lee, J. (2011) Determination of the Intracellular Concentration of Metabolites in Escherichia coli Collected during the Exponential and Stationary Growth Phases using Liquid Chromatography-Mass Spectrometry. Bull Korean Chem. Soc. 32: 524-530.4.0 g/L Na2SO4; 5.36 g/L (NH4)2SO4; 1.0 g/L NH4Cl; 7.3 g/L K2HPO4; 1.8 g/L NaH2PO4 H2O; 12.0 g/L (NH4)2-H-citrate; 4.0 mL/L MgSO4 (1 M); 6.0 mL/L trace element solution; 0.02 g/L thiamine, 20 g/L glucoseBioreactor, pH controlled, aerated88.6uM0.037 oCW3110Stationary Phase3544000Park, C., Park, C., Lee, Y., Lee, S.Y., Oh, H.B., Lee, J. (2011) Determination of the Intracellular Concentration of Metabolites in Escherichia coli Collected during the Exponential and Stationary Growth Phases using Liquid Chromatography-Mass Spectrometry. Bull Korean Chem. Soc. 32: 524-530.48 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L GlucoBioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h33.4uM0.037 oCBW25113Stationary Phase, glucose limited1336000Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597.17379776