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CHEBI:16015 ChEBI 388356 ChemSpider 6022 PubChem-compound 2.0 Phosphocarrier protein HPr C23H38N7O17P3S Acetyl-CoA 809.1258 937 ChemSpider 3-deoxy-D-manno-octulosonic-acid transferase HMDB00250 HMDB HMDB01341 HMDB Reaction3314 false Hydrogen Ion + N-Acetyl-glucosamine 1-phosphate + Uridine triphosphate → Pyrophosphate + Uridine diphosphate-N-acetylglucosamine LEFT_TO_RIGHT 1.0 2.7.7.23 false 2.7.7.23 Acetyl-CoA + Glucosamine-1P → Coenzyme A + Hydrogen Ion + N-Acetyl-glucosamine 1-phosphate LEFT_TO_RIGHT 5.4.2.10 false 5.4.2.10 Glucosamine 6-phosphate ↔ Glucosamine-1P REVERSIBLE 6133 PubChem-compound 6131 PubChem-compound Glucosamine 6-phosphate 1.0 HMDB00148 HMDB Lipopolysaccharide 1,2-glucosyltransferase ATP BioCyc Lipid A biosynthesis lauroyl acyltransferase CHEBI:16264 ChEBI PTS system mannose-specific EIIAB component HMDB00263 HMDB Bifunctional protein glmU 53188-23-1 CAS 1.0 4.0 P17115 UniProt 559142 ChemSpider HMDB01109 HMDB 1.0 P0AA04 UniProt 1.0 5746 ChemSpider HMDB01206 HMDB ReactionCoupledTransportCatalysis198 ACTIVATION 5742 ChemSpider 439184 PubChem-compound Lipopolysaccharide core biosynthesis protein rfaG Tetraacyldisaccharide 4'-kinase Lipopolysaccharide core heptosyltransferase rfaQ myristoyl-[acp] HMDB59597 HMDB SMILES [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC SMILES [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC 3.0 1.0 8140645 ChemSpider HMDB00124 HMDB C00105 KEGG Compound 6030 PubChem-compound 53477679 PubChem-compound 133-89-1 CAS Lipopolysaccharide core heptose(I) kinase rfaP Lipopolysaccharide heptosyltransferase 1 (3R)-3-hydroxymyristoyl-[acp] Acetyl-CoA Lipopolysaccharide 1,6-galactosyltransferase ADP-heptose--LPS heptosyltransferase 2 CHEBI:16241 ChEBI 1010 ChemSpider SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS Glucosamine--fructose-6-phosphate aminotransferase [isomerizing] 3-deoxy-manno-octulosonate cytidylyltransferase Lipopolysaccharide 1,2-N-acetylglucosaminetransferase Lipopolysaccharide core heptose(II) kinase rfaY PPI BioCyc GLUCOSAMINE-1P BioCyc 440272 PubChem-compound P0ACV0 UniProt P0ACV2 UniProt 63-37-6 CAS Reaction3565 false Fructose 6-phosphate + L-Glutamine → Glucosamine 6-phosphate + L-Glutamic acid LEFT_TO_RIGHT 138-08-9 CAS BiologicalState109 Escherichia coli, Inner Membrane 1.0 C6H14NO8P Glucosamine-1P 259.04572 HMDB01423 HMDB 1.0 Hydrogen Ion C5H10N2O3 L-Glutamine 146.06914 C00352 KEGG Compound Adenosine triphosphate 3.6.3.- false 3.6.3.- lipid A-core + Adenosine triphosphate + Water → lipid A-core + Adenosine diphosphate + Hydrogen Ion + Phosphate LEFT_TO_RIGHT 2.0 C114H208N2O39P2 KDO2-lipid A, cold adapted 2291.383 C00009 KEGG Compound CHEBI:62000 ChEBI C6H12O6 D-Fructose 180.06339 C100H182N2O38P2 KDO2-(palmitoleoyl)-lipid IVA 2081.1846 C00008 KEGG Compound CHEBI:62001 ChEBI 3616-42-0 CAS 1.0 1.0 1.0 C00001 KEGG Compound UDP-2,3-diacylglucosamine hydrolase Arabinose 5-phosphate isomerase CTP BioCyc CHEBI:16064 ChEBI CHEBI:18361 ChEBI CHEBI:18367 ChEBI 1032 ChemSpider C00002 KEGG Compound Phosphocarrier protein HPr 2-dehydro-3-deoxyphosphooctonate aldolase Phosphoglucosamine mutase HMDB01429 HMDB ReactionCatalysis3276 ACTIVATION ReactionCatalysis3277 ACTIVATION ReactionCatalysis3278 ACTIVATION 1.0 388775 ChemSpider CHEBI:17361 ChEBI C00010 KEGG Compound UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase FRUCTOSE-6P BioCyc Acyl-[acyl-carrier-protein]--UDP-N-acetylglucosamine O-acyltransferase ReactionCoupledTransportCatalysis150 ACTIVATION CHEBI:17363 ChEBI C00013 KEGG Compound C6H14NO8P Glucosamine 6-phosphate 259.04572 CHEBI:7125 ChEBI SMILES O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)C=O Protein gutQ 1.0 D-GLUCOSAMINE-6-P BioCyc CHEBI:62004 ChEBI CHEBI:62002 ChEBI 562 TAXONOMY CHEBI:62003 ChEBI H Hydrogen Ion 1.007825 P27242 UniProt C00029 KEGG Compound P27127 UniProt C01112 KEGG Compound L-Glutamine 56-65-5 CAS Glucosamine-1P C00025 KEGG Compound P27240 UniProt 62713 ChemSpider C00024 KEGG Compound ACET BioCyc Lipopolysaccharide 1,3-galactosyltransferase UDP-3-O-[3-hydroxymyristoyl] glucosamine N-acyltransferase 1.0 P27128 UniProt P27129 UniProt SMILES OC(COP([O-])([O-])=O)C(O)C(O)C(O)CC(=O)C([O-])=O SMILES [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@@]2([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC SMILES [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C([O-])=O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C([O-])C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC SMILES [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(OC[C@@]2([H])O[C@]([H])(OP(O)(O)=O)[C@]([H])(N=C([O-])C[C@]([H])(O)CCCCCCCCCCC)[C@@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@]2([H])O)[C@]1([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC SMILES O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O SMILES [H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP([O-])([O-])=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O[C@H]1O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]1O)C([O-])=O)C([O-])=O)[C@H](O)CO SMILES CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@@]2(C[C@@H](O)[C@@H](O)[C@H](O2)[C@H](O)CO)C([O-])=O)[C@@H](OP([O-])([O-])=O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC SMILES [H][C@@](O)(CO)[C@@]1([H])O[C@@](C[C@@]([H])(O)[C@@]1([H])O)(OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2O)[C@]([H])(O)[C@]1([H])O)C(O)=O SMILES OCC(O)C(O)C(O)C(O)CC(=O)C([O-])=O C00033 KEGG Compound 1.0 SMILES [H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP([O-])([O-])=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O[C@H]1O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O[C@H]2O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]2O)[C@@H]1O)C([O-])=O)C([O-])=O)[C@H](O)CO Lipid A export ATP-binding/permease protein msbA C02336 KEGG Compound SMILES CCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCC)CC(=O)OC1C(NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(OCC2OC(OP([O-])([O-])=O)C(NC(=O)CC(O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C2O)OC(COC2(CC(OC3(CC(O)C(O)C(O3)C(O)CO)C(C)=C)C(OC3OC(C(O)CO)C(O)C(OC4OC(C(O)CO)C(O)C(O)C4O)C3O)C(O2)C(O)CO)C([O-])=O)C1OP([O-])([O-])=O N-ACETYL-D-GLUCOSAMINE-1-P BioCyc 163687 ChemSpider 2.3.1.- false 2.3.1.- a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA + dodecanoyl-[acp]  → (KDO)2-(lauroyl)-lipid IVA + a holo-[acyl-carrier protein] LEFT_TO_RIGHT Reaction3035 false CMP-3-deoxy-α-D-manno-octulosonate + alpha-Kdo-(2→6)-lipid IVA → Cytidine monophosphate + Hydrogen Ion + a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA LEFT_TO_RIGHT Water 2.4.99.12 false 2.4.99.12 CMP-3-deoxy-α-D-manno-octulosonate + lipid IVA → Cytidine monophosphate + Hydrogen Ion + alpha-Kdo-(2→6)-lipid IVA LEFT_TO_RIGHT CHEBI:58603 ChEBI 2.7.7.38 false 2.7.7.38 3-deoxy-D-manno-octulosonate + Cytidine triphosphate → CMP-3-deoxy-α-D-manno-octulosonate + Pyrophosphate LEFT_TO_RIGHT 3.1.3.45 false 3.1.3.45 3-deoxy-D-manno-octulosonate 8-phosphate + Water → 3-deoxy-D-manno-octulosonate + Phosphate LEFT_TO_RIGHT P0A722 UniProt Protein ddg 2.5.1.55 false 2.5.1.55 D-Arabinose 5-phosphate + Phosphoenolpyruvic acid + Water → 3-deoxy-D-manno-octulosonate 8-phosphate + Phosphate LEFT_TO_RIGHT 5.3.1.13 false 5.3.1.13 D-Ribulose 5-phosphate → D-Arabinose 5-phosphate LEFT_TO_RIGHT SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O P0A725 UniProt SMILES [H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP([O-])([O-])=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O[C@H]1O[C@H]([C@@H](O)CO)[C@@H](OP([O-])([O-])=O)[C@H](O[C@H]2O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]2O)[C@@H]1O)C([O-])=O)C([O-])=O)[C@H](O)CO 2.-.-.- false 2.-.-.- ADP-L-glycero-beta-D-manno-heptose + heptosyl-Kdo2-lipid A → (heptosyl)2-Kdo2-lipid A + Adenosine diphosphate + Hydrogen Ion LEFT_TO_RIGHT SMILES [O-]P([O-])(=O)OP([O-])([O-])=O 2.-.-.- false 2.-.-.- (KDO)2-lipid A + ADP-L-glycero-beta-D-manno-heptose → Adenosine diphosphate + Hydrogen Ion + heptosyl-Kdo2-lipid A LEFT_TO_RIGHT 2.3.1.- false 2.3.1.- myristoyl-[acp] + (KDO)2-(lauroyl)-lipid IVA → (KDO)2-lipid A + a holo-[acyl-carrier protein] LEFT_TO_RIGHT SMILES [H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP([O-])([O-])=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O[C@H]1O[C@H]([C@@H](O)CO)[C@@H](OP([O-])([O-])=O)[C@H](O[C@H]2O[C@H]([C@@H](O)COC3O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](OP([O-])([O-])=O)[C@H](OC3O[C@H](COC4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]2O)[C@@H]1O)C([O-])=O)C([O-])=O)[C@H](O)CO SMILES OC[C@H]1OC(OP([O-])(=O)OP([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 SMILES [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C([O-])=O)[C@@]([H])(O[C@@]4([H])O[C@]([H])([C@@]([H])(O)CO)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(O[C@@]5([H])O[C@]([H])([C@@]([H])(O)COC6([H])O[C@]([H])([C@@]([H])(O)CO)[C@@]([H])(O)[C@]([H])(O)[C@]6([H])O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OC6([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]6([H])O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O3)[C@]([H])(O)CO)C([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C([O-])C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC SMILES [H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP([O-])([O-])=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O[C@H]1O[C@H]([C@@H](O)CO)[C@@H](OP([O-])([O-])=O)[C@H](O[C@H]2O[C@H]([C@@H](O)COC3O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H](OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]2O)[C@@H]1O)C([O-])=O)C([O-])=O)[C@H](O)CO P27300 UniProt SMILES [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C(O)O)[C@@]([H])(OC4([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O[P+](O)(O)O)[C@]([H])(OC5([H])OC([H])([C@@]([H])(O)COC6([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O)[C@]([H])(O)[C@]6([H])O)[C@@]([H])(O[P+](O)(O)O)[C@]([H])(OC6([H])O[C@]([H])(COC7([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]7([H])O)[C@@]([H])(O)C([H])(OC7([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)C7([H])OC7([H])O[C@]([H])(COC8([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O)[C@]([H])(O)[C@]8([H])O)[C@@]([H])(O)[C@]([H])(O)[C@@]7([H])O)[C@@]6([H])O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC lipopolysaccharide biosynthesis III SMILES [H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP([O-])([O-])=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O[C@H]1O[C@H]([C@@H](O)CO)[C@@H](OP([O-])([O-])=O)[C@H](O[C@H]2O[C@H]([C@@H](O)COC3O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](OP([O-])([O-])=O)[C@H](OC3O[C@H](COC4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](OC4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4OC4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O)[C@@H]2O)[C@@H]1O)C([O-])=O)C([O-])=O)[C@H](O)CO SMILES [H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP([O-])([O-])=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O[C@H]1O[C@H]([C@@H](O)CO)[C@@H](OP([O-])([O-])=O)[C@H](O[C@H]2O[C@H]([C@@H](O)COC3O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](OP([O-])([O-])=O)[C@H](OC3O[C@H](COC4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](OC4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O)[C@@H]2O)[C@@H]1O)C([O-])=O)C([O-])=O)[C@H](O)CO C00043 KEGG Compound Mannose permease IID component Mannose permease IIC component 56-85-9 CAS HMDB00660 HMDB 3.5.1.- false 3.5.1.- UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-α-D-glucosamine + Water → Acetic acid + UDP-3-O-(3-hydroxymyristoyl)-α-D-glucosamine LEFT_TO_RIGHT 58-97-9 CAS SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O 2.3.1.129 false 2.3.1.129 (3R)-3-hydroxymyristoyl-[acp] + Uridine diphosphate-N-acetylglucosamine → UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-α-D-glucosamine + a holo-[acyl-carrier protein] LEFT_TO_RIGHT SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O 1.0 PHOSPHO-ENOL-PYRUVATE BioCyc Lipid-A-disaccharide synthase HMDB00538 HMDB 2.7.1.130 false 2.7.1.130 Adenosine triphosphate + lipid A disaccharide → Adenosine diphosphate + Hydrogen Ion + lipid IVA LEFT_TO_RIGHT 2.4.1.182 false 2.4.1.182 2,3-bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphate + UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine → UDP + Hydrogen Ion + lipid A disaccharide LEFT_TO_RIGHT 3.6.1.54 false 3.6.1.54 UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + Water → 2,3-bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphate + Hydrogen Ion + Uridine 5'-monophosphate LEFT_TO_RIGHT SMILES OC(=O)C(=C)OP(O)(O)=O UTP BioCyc 2.3.1.191 false 2.3.1.191 (3R)-3-hydroxymyristoyl-[acp] + UDP-3-O-(3-hydroxymyristoyl)-α-D-glucosamine → Hydrogen Ion + UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + a holo-[acyl-carrier protein] LEFT_TO_RIGHT SMILES [H][C@](O)(CO)[C@@]1([H])O[C@@]([H])(OP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O 5901 ChemSpider 5903 ChemSpider SMILES CC(O)=O C00055 KEGG Compound 7732-18-5 CAS CHEBI:18014 ChEBI 1.0 1.0 SubPathwayInteraction3132 SubPathwayReaction SubPathway3132Reaction C00063 KEGG Compound Lipid A biosynthesis (KDO)2-(lauroyl)-lipid IVA acyltransferase 3-deoxy-D-manno-octulosonate 8-phosphate phosphatase 56-86-0 CAS 1.0 1.0 1.0 HMDB00641 HMDB C10H16N5O13P3 Adenosine triphosphate 506.99576 PW002059 PathWhiz 445675 PubChem-compound C00064 KEGG Compound 6866-69-9 CAS 1.0 SubPathwayInteraction3133 SubPathway3133Reaction SubPathwayReaction P24173 UniProt 2.4.1.56 false 2.4.1.56 ADP-L-glycero-beta-D-manno-heptose + galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate → lipid A-core + Adenosine diphosphate + Hydrogen Ion LEFT_TO_RIGHT 2.4.1.58 false 2.4.1.58 Uridine diphosphate glucose + galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate → UDP + Hydrogen Ion + galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate LEFT_TO_RIGHT 65-47-4 CAS 2.4.1.44 false 2.4.1.44 Uridine diphosphate glucose + galactosyl-glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate → UDP + Hydrogen Ion + galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate LEFT_TO_RIGHT 2.4.1.- false 2.4.1.- UDP-α-D-galactose + glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate → UDP + Hydrogen Ion + galactosyl-glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate LEFT_TO_RIGHT C00074 KEGG Compound 2.7.1.- false 2.7.1.- Adenosine triphosphate + glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate → Adenosine diphosphate + Hydrogen Ion + glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate LEFT_TO_RIGHT 2.-.-.- false 2.-.-.- ADP-L-glycero-beta-D-manno-heptose + glucosyl-(heptosyl)2-Kdo2-lipid A-phosphate → Adenosine diphosphate + Hydrogen Ion + glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate LEFT_TO_RIGHT 2.7.1.- false 2.7.1.- Adenosine triphosphate + glucosyl-(heptosyl)2-Kdo2-lipid A → Adenosine diphosphate + Hydrogen Ion + glucosyl-(heptosyl)2-Kdo2-lipid A-phosphate LEFT_TO_RIGHT 3-deoxy-D-manno-octulosonic-acid transferase 2.4.-.- false 2.4.-.- (heptosyl)2-Kdo2-lipid A + Uridine diphosphate glucose → UDP + Hydrogen Ion + glucosyl-(heptosyl)2-Kdo2-lipid A LEFT_TO_RIGHT 1.0 962 PubChem-compound 5800 ChemSpider RIBULOSE-5P BioCyc C00199 KEGG Compound Lipopolysaccharide 1,2-glucosyltransferase C00075 KEGG Compound 4.0 Phosphate CMP BioCyc 1.0 Bifunctional protein glmU C00080 KEGG Compound CHEBI:57957 ChEBI C00085 KEGG Compound 9965052 PubChem-compound 25203723 PubChem-compound Lipid A biosynthesis lauroyl acyltransferase 8490 PubChem-compound 1.0 SMILES N[C@@H](CCC(O)=O)C(O)=O 5808 ChemSpider CHEBI:44897 ChEBI 14265-44-2 CAS 6176 PubChem-compound C5H11O8P D-Ribulose 5-phosphate 230.01915 58-64-0 CAS 1.0 dodecanoyl-[acp]  Tetraacyldisaccharide 4'-kinase 1.0 HMDB00618 HMDB 644102 PubChem-compound a palmitoleoyl-[acp]  444493 PubChem-compound 5941 ChemSpider D-Ribulose 5-phosphate 188324 PubChem-compound SMILES CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O 1.0 ACETYL-COA BioCyc CHEBI:18050 ChEBI H2O Water 18.010565 1.0 SMILES OCC(=O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O HMDB11734 HMDB UDP-3-O-(R-3-hydroxymyristoyl)-glucosamine N-acyltransferase 1.0 SMILES O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O SMILES OC[C@@H]1OC(OP(O)(=O)OP(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 SMILES O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O P37692 UniProt SMILES [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)[O-] 1.0 UMP BioCyc SMILES CCCCCCCCCCCC(O)CC(=O)NC1C(OP([O-])([O-])=O)OC(CO)C(O)C1OC(=O)CC(O)CCCCCCCCCCC SMILES [H]C(O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)OC([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC(O)=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(O)CC([H])(O)CCCCCCCCCCC SMILES CCCCCCCCCCCC(O)CC(=O)NC1C(OP([O-])([O-])=O)OC(COC2OC(COC3(CC(OC4(CC(O)C(O)C(O4)C(O)CO)C([O-])=O)C(O)C(O3)C(O)CO)C([O-])=O)C(OP([O-])([O-])=O)C(OC(=O)CC(O)CCCCCCCCCCC)C2NC(=O)CC(O)CCCCCCCCCCC)C(O)C1OC(=O)CC(O)CCCCCCCCCCC SMILES [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@]1([H])[C@@]([H])(N)[C@@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)O[C@]([H])(CO)[C@@]1([H])O SMILES [H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC D-arabinose 5-phosphate isomerase SMILES CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1OP(O)(O)=O 3-deoxy-D-manno-octulosonate 8-phosphate synthase D-arabinose 5-phosphate isomerase 2 980 ChemSpider lipid A disaccharide synthase P0A715 UniProt Adenosine diphosphate Glucosamine--fructose-6-phosphate aminotransferase [isomerizing] 3-deoxy-D-manno-octulosonate 8-phosphate phosphatase 1.0 UDP-α-D-galactose galactosyl-glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate 30572 ChemSpider galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate CPD-535 BioCyc C2H4O2 Acetic acid 60.02113 P04951 UniProt glucosyl-(heptosyl)2-Kdo2-lipid A-phosphate glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate 1.0 lipid A-core 1.0 Cytidine triphosphate 64-19-7 CAS P24205 UniProt 25203646 PubChem-compound SMILES O 1.0 CHEBI:9803 ChEBI Pyrophosphate lipid IVA (KDO)2-lipid A 3-deoxy-D-manno-octulosonate 8-phosphate 1.0 3-deoxy-D-manno-octulosonate CMP-3-deoxy-α-D-manno-octulosonate 439709 PubChem-compound UDP lipid A disaccharide C31H51N3O19P2 UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-α-D-glucosamine 831.2603 CHEBI:58466 ChEBI C29H50N3O18P2 UDP-3-O-(3-hydroxymyristoyl)-α-D-glucosamine 790.2565 CHEBI:58223 ChEBI C43H77N3O20P2 UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine 1017.4576 C84H148N2O37P2 a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA 1838.9269 C34H64NO12P 2,3-bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphate 709.4177 1005 PubChem-compound alpha-Kdo-(2→6)-lipid IVA 5961 PubChem-compound heptosyl-Kdo2-lipid A C96H176N2O38P2 (KDO)2-(lauroyl)-lipid IVA 2027.1376 1.0 (heptosyl)2-Kdo2-lipid A P45395 UniProt glucosyl-(heptosyl)2-Kdo2-lipid A D-fructose-6-phosphate aminotransferase Acyl-[acyl-carrier-protein]--UDP-N-acetylglucosamine O-acyltransferase 1.0 2-dehydro-3-deoxyphosphooctonate aldolase 643-13-0 CAS 528-04-1 CAS 1.0 CHEBI:61506 ChEBI P0ACC7 UniProt 6816 PubChem-compound CHEBI:61507 ChEBI UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase 4.0 CHEBI:61502 ChEBI 2.3.1.- false 2.3.1.- a palmitoleoyl-[acp]  + a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA → KDO2-(palmitoleoyl)-lipid IVA + a holo-[acyl-carrier protein] LEFT_TO_RIGHT 2.3.1.- false 2.3.1.- myristoyl-[acp] + KDO2-(palmitoleoyl)-lipid IVA → KDO2-lipid A, cold adapted + a holo-[acyl-carrier protein] LEFT_TO_RIGHT ADP BioCyc C9H14N2O12P2 UDP 404.0022 C68H127N2O20P lipid A disaccharide 1322.872 C68H126N2O23P2 lipid IVA 1400.8226 C110H196N2O39P2 (KDO)2-lipid A 2231.2922 C8H12O11P 3-deoxy-D-manno-octulosonate 8-phosphate 315.01337 C8H13O8 3-deoxy-D-manno-octulosonate 237.06158 P60752 UniProt C17H26N3O15P CMP-3-deoxy-α-D-manno-octulosonate 543.11017 C76H137N2O30P2 alpha-Kdo-(2→6)-lipid IVA 1619.8759 C117H208N2O45P2 heptosyl-Kdo2-lipid A 2423.3557 1.0 C126H225N2O49P2 (heptosyl)2-Kdo2-lipid A 2612.4678 C130H230N2O56P2 glucosyl-(heptosyl)2-Kdo2-lipid A 2777.472 1038 PubChem-compound C04256 KEGG Compound CHEBI:61999 ChEBI fused N-acetylglucosamine-1-phosphate uridyltransferase and glucosamine-1-phosphate acetyltransferase CHEBI:61997 ChEBI CHEBI:61998 ChEBI Pentose Phosphate SubPathway Protein gutQ 1.0 393240 ChemSpider C130H229N2O59P3 glucosyl-(heptosyl)2-Kdo2-lipid A-phosphate 2855.4238 ADP-L-glycero-beta-D-manno-heptose C137H241N2O65P3 glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate 3047.487 C137H240N2O68P4 glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate 3125.439 Fructose 6-phosphate 1.0 C15H22N2O17P2 UDP-α-D-galactose 564.04047 C143H250N2O73P4 galactosyl-glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate 3287.4917 C149H260N2O78P4 galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate 3449.5444 C155H270N2O83P4 galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate 3611.5974 CHEBI:15713 ChEBI 1.0 C162H296N2O89P4 lipid A-core 3817.765 O4P Phosphate 94.95342 Acetic acid 4.0 CHEBI:58368 ChEBI GO:0070258 GENE ONTOLOGY Lipopolysaccharide 1,3-galactosyltransferase CHEBI:15946 ChEBI CHEBI:61524 ChEBI glycolysis and pyruvate dehydrogenase SubPathway 1.0 mannose PTS permease PW000785 PathWhiz D-Fructose C15H24N2O17P2 Uridine diphosphate glucose 566.055 UDP-GLUCOSE BioCyc C9H15N2O15P3 Uridine triphosphate 483.96854 P69797 UniProt L-Glutamic acid Mannose permease IID component SMILES [O-]P([O-])([O-])=O 1.0 C6H13O9P Fructose 6-phosphate 260.02972 C17H27N3O17P2 Uridine diphosphate-N-acetylglucosamine 607.08154 Hydrogen Ion 1.0 Protein ddg C9H13N2O9P Uridine 5'-monophosphate 324.03586 PW000893 PathWhiz a holo-[acyl-carrier protein] http://identifiers.org/smpdb/SMP00912 SMPDB lipid A-core CHEBI:58540 ChEBI Inner Membrane N-Acetyl-glucosamine 1-phosphate ReactionCatalysis2987 ACTIVATION ReactionCatalysis2986 ACTIVATION C8H16NO9P N-Acetyl-glucosamine 1-phosphate 301.05627 ReactionCatalysis2989 ACTIVATION ReactionCatalysis2988 ACTIVATION GLN BioCyc GLT BioCyc 69507 PubChem-compound Mannose permease IIC component 2,3-bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphate (KDO)2-(lauroyl)-lipid IVA 1.0 UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-α-D-glucosamine UDP-3-O-(3-hydroxymyristoyl)-α-D-glucosamine http://identifiers.org/smpdb/SMP00807 SMPDB UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA a holo-[acyl-carrier protein] ReactionCatalysis2996 ACTIVATION Uridine diphosphate-N-acetylglucosamine ReactionCatalysis2995 ACTIVATION O7P2 Pyrophosphate 173.91193 Uridine 5'-monophosphate ReactionCatalysis2998 ACTIVATION ReactionCatalysis2997 ACTIVATION Uridine diphosphate glucose Fructose 6-phosphate ReactionCatalysis2999 ACTIVATION 5957 PubChem-compound C9H16N3O14P3 Cytidine triphosphate 482.9845 1.0 ReactionCatalysis2990 ACTIVATION 3-deoxy-D-manno-octulosonate 8-phosphate phosphatase ReactionCatalysis2992 ACTIVATION Uridine triphosphate ReactionCatalysis2991 ACTIVATION ReactionCatalysis2994 ACTIVATION 8.0 ReactionCatalysis2993 ACTIVATION Lipopolysaccharide core biosynthesis protein rfaG Lipopolysaccharide core heptosyltransferase rfaQ CHEBI:15873 ChEBI P25741 UniProt P25740 UniProt SMILES OCC(=O)[C@H](O)[C@H](O)COP(O)(O)=O Cytidine monophosphate Adenosine diphosphate C3H5O6P Phosphoenolpyruvic acid 167.98238 CHEBI:58439 ChEBI C10H15N5O10P2 Adenosine diphosphate 427.02942 C06251 KEGG Compound 4151-19-3 CAS P25742 UniProt Phosphoenolpyruvic acid C9H14N3O8P Cytidine monophosphate 323.05185 (3R)-3-hydroxymyristoyl-[acp] 1.0 1.0 Lipopolysaccharide heptosyltransferase 1 Lipopolysaccharide core heptose(I) kinase rfaP Adenosine triphosphate ADP-heptose--LPS heptosyltransferase 2 Lipopolysaccharide 1,6-galactosyltransferase Lipopolysaccharide 1,2-N-acetylglucosaminetransferase CPD-8587 BioCyc 3-deoxy-manno-octulosonate cytidylyltransferase HMDB00095 HMDB Lipopolysaccharide core heptose(II) kinase rfaY SMILES N[C@H]1[C@@H](O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O C06025 KEGG Compound CHEBI:1146900 ChEBI CHEBI:28645 ChEBI myristoyl-[acp] CHEBI:60364 ChEBI 14000-31-8 CAS CHEBI:60365 ChEBI Phosphate P10441 UniProt CO-A BioCyc 1.0 72-89-9 CAS C06026 KEGG Compound C06398 KEGG Compound Coenzyme A Lipid A export ATP-binding/permease protein msbA 1.0 C21H36N7O16P3S Coenzyme A 767.11523 dodecanoyl-[acp]  P0ABZ4 UniProt P31120 UniProt Water CHEBI:15422 ChEBI KDO2-lipid A, cold adapted Arabinose 5-phosphate isomerase KDO2-(palmitoleoyl)-lipid IVA UDP-2,3-diacylglucosamine hydrolase 6557 ChemSpider 13137-52-5 CAS 1.0 Phosphoglucosamine mutase SMILES CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N P43341 UniProt ReactionCatalysis3008 ACTIVATION ReactionCatalysis3009 ACTIVATION ReactionCatalysis3006 ACTIVATION ReactionCatalysis3007 ACTIVATION ReactionCatalysis3000 ACTIVATION ReactionCatalysis3001 ACTIVATION ReactionCatalysis3004 ACTIVATION 439217 PubChem-compound ReactionCatalysis3005 ACTIVATION ReactionCatalysis3002 ACTIVATION ReactionCatalysis3003 ACTIVATION C5H9NO4 L-Glutamic acid 147.05316 CHEBI:61494 ChEBI 33032 PubChem-compound 3.0 1.0 HMDB00082 HMDB UDP-N-ACETYL-D-GLUCOSAMINE BioCyc a palmitoleoyl-[acp]  CHEBI:16761 ChEBI 1.0 http://identifiers.org/smpdb/SMP02071 SMPDB ReactionCatalysis3010 ACTIVATION ReactionCoupledTransport164 false D-Fructose + HPr - phosphorylated → Fructose 6-phosphate + HPr LEFT_TO_RIGHT CHEBI:15366 ChEBI 389248 ChemSpider C17H25N5O16P2 ADP-L-glycero-beta-D-manno-heptose 617.07825 1.0 392413 ChemSpider HMDB00290 HMDB UDP-3-O-[3-hydroxymyristoyl] glucosamine N-acyltransferase CHEBI:16695 ChEBI 1.0 HMDB02111 HMDB 1.0 171 ChemSpider 1.0 CHEBI:15377 ChEBI CHEBI:17677 ChEBI CHEBI:15378 ChEBI SMILES [H+] SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ARABINOSE-5P BioCyc C5H11O8P D-Arabinose 5-phosphate 230.01915 CHEBI:71573 ChEBI 1.0 P21645 UniProt 1.0 ReactionCatalysis5971 ACTIVATION ReactionCatalysis3554 ACTIVATION P0AC75 UniProt ReactionCatalysis5972 ACTIVATION HMDB01367 HMDB 2.0 Lipid-A-disaccharide synthase SMILES N[C@@H](CCC(N)=O)C(O)=O 1.0 SMILES N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OP(O)(O)=O D-Arabinose 5-phosphate 1.0 P17169 UniProt HMDB00288 HMDB 1061 PubChem-compound 63-39-8 CAS 1.0 1.0 Lipid A biosynthesis (KDO)2-(lauroyl)-lipid IVA acyltransferase CHEBI:15351 ChEBI PTS system mannose-specific EIIAB component HMDB00042 HMDB 1.0 SMILES OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O HMDB01254 HMDB HMDB00285 HMDB 176 PubChem-compound HMDB00286 HMDB P69801 UniProt 85-61-0 CAS P69805 UniProt