2.02012-07-30 14:55:06 -06002015-06-03 17:20:59 -0600ECMDB21245M2MDB001653Menaquinol 8Menaquinol 8 is a polyprenylhydroquinone having a an octaprenyl moiety at position 2 and a methyl group at position 3. It is a substrate for Dimethyl sulfoxide reductase (dmsA). This enzyme catalyzes the reduction of dimethyl sulfoxide (DMSO) to dimethyl sulfide (DMS) using the following reaction: Dimethylsulfide + menaquinone + H2O = dimethylsulfoxide + menaquinol. DMSO reductase serves as the terminal reductase under anaerobic conditions, with DMSO being the terminal electron acceptor. Terminal reductase during anaerobic growth on various sulfoxides and N-oxide compounds. This enzyme allows E.coli to grow anaerobically on DMSO as respiratory oxidant. Menaquinol 8 is generated by Ubiquinone/menaquinone biosynthesis methyltransferase (ubiE). This enzyme is required for the conversion of demethylmenaquinone (DMKH2) to menaquinone (MKH2) and has the following catalytic activity: A demethylmenaquinone + S-adenosyl-L-methionine = a menaquinol + S-adenosyl-L-homocysteine.MKH2-8Reduced menaquinone-8C51H74O2719.1321718.5688816122-methyl-3-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]naphthalene-1,4-diolmenaquinol-8[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(O)C2=CC=CC=C2C(O)=C1C)=C(\C)CCC=C(C)CInChI=1S/C51H74O2/c1-38(2)20-13-21-39(3)22-14-23-40(4)24-15-25-41(5)26-16-27-42(6)28-17-29-43(7)30-18-31-44(8)32-19-33-45(9)36-37-47-46(10)50(52)48-34-11-12-35-49(48)51(47)53/h11-12,20,22,24,26,28,30,32,34-36,52-53H,13-19,21,23,25,27,29,31,33,37H2,1-10H3/b39-22+,40-24+,41-26+,42-28+,43-30+,44-32+,45-36+OIEZRVBFVPGODT-WQWYCSGDSA-NMembranelogp9.92logs-6.49solubility2.33e-04 g/llogp16.22pka_strongest_acidic9.38pka_strongest_basic-6iupac2-methyl-3-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]naphthalene-1,4-diolaverage_mass719.1321mono_mass718.568881612smiles[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(O)C2=CC=CC=C2C(O)=C1C)=C(\C)CCC=C(C)CformulaC51H74O2inchiInChI=1S/C51H74O2/c1-38(2)20-13-21-39(3)22-14-23-40(4)24-15-25-41(5)26-16-27-42(6)28-17-29-43(7)30-18-31-44(8)32-19-33-45(9)36-37-47-46(10)50(52)48-34-11-12-35-49(48)51(47)53/h11-12,20,22,24,26,28,30,32,34-36,52-53H,13-19,21,23,25,27,29,31,33,37H2,1-10H3/b39-22+,40-24+,41-26+,42-28+,43-30+,44-32+,45-36+inchikeyOIEZRVBFVPGODT-WQWYCSGDSA-Npolar_surface_area40.46refractivity242.37polarizability93.44rotatable_bond_count23acceptor_count2donor_count2physiological_charge0formal_charge0Menaquinol biosythesisMenaquinol biosynthesis starts with chorismate being metabolized into isochorismate through a isochorismate synthase. Isochorismate then interacts with 2-oxoglutare and a hydrogen ion through a 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase resulting in the release of a carbon dioxide and a 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate. The latter compound then interacts with (1R,6R)-2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase resulting in the release of a pyruvate and a (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate. This compound is the dehydrated through a o-succinylbenzoate synthase resulting in the release of a water molecule and a 2-succinylbenzoate. This compound then interacts with a coenzyme A and an ATP through a o-succinylbenzoate CoA ligase resulting in the release of a diphosphate, a AMP and a succinylbenzoyl-CoA. The latter compound interacts with a hydrogen ion through a 1,4-dihydroxy-2-naphthoyl-CoA synthase resulting in the release of a water molecule or a 1,4-dihydroxy-2-naphthoyl-CoA. This compound then interacts with water through a 1,4-dihydroxy-2-naphthoyl-CoA thioesterase resulting in the release of a coenzyme A, a hydrogen ion and a 1,4-dihydroxy-2-naphthoate.
The 1,4-dihydroxy-2-naphthoate can interact with either farnesylfarnesylgeranyl-PP or octaprenyl diphosphate and a hydrogen ion through a 1,4-dihydroxy-2-naphthoate octaprenyltransferase resulting in a release of a carbon dioxide, a pyrophosphate and a demethylmenaquinol-8. This compound then interacts with SAM through a bifunctional 2-octaprenyl-6-methoxy-1,4-benzoquinone methylase and S-adenosylmethionine:2-DMK methyltransferase resulting in a hydrogen ion, a s-adenosyl-L-homocysteine and a menaquinol.PW001897MetabolicN-oxide electron transferThe pathway can start in various spots. First step in this case starts with NADH interacting with a menaquinone oxidoreductase resulting in the release of a NADH and a hydrogen Ion, at the same time in the inner membrane a menaquinone interacts with 2 electrons and 2 hydrogen ions thus releasing a menaquinol. This allows for 4 hydrogen ions to be transferred from the cytosol to the periplasmic space. The menaquinol then interacts with a trimethylamine N-oxide reductase resulting in the release of 2 hydrogen ion and 2 electrons. At the same time trimethylamine N-oxide and 3 hydrogen ions interact with the enzyme trimethylamine N-oxide reductase resulting in the release of a trimethylamine and a water molecule, this reaction happening in the periplasmic space.
The second set of reactions starts with a hydrogen interacting with a menaquinone oxidoreductase resulting in the release of two electrons being released into the inner membrane which then react with with 2 hydrogen ion and a menaquinone to produce a menaquinol. This menaquinol then reacts with a trimethylamine N-oxide reductase following the same steps as mentioned before.
The third set of reactions starts with with formate interacting with a formate dehydrogenase-O resulting in a release of carbon dioxide and a hydrogen ion, this releases 2 electrons that interact with a menaquinone and two hydrogen ions. This releases a menaquinol which then reacts with a trimethylamine N-oxide reductase following the same steps as mentioned beforePW001889Metabolicdimethyl sulfoxide electron transferThe pathway can start in various spots. First step in this case starts with NADH interacting with a menaquinone oxidoreductase resulting in the release of a NADH and a hydrogen Ion, at the same time in the inner membrane a menaquinone interacts with 2 electrons and 2 hydrogen ions thus releasing a menaquinol. This allows for 4 hydrogen ions to be transferred from the cytosol to the periplasmic space. The menaquinol then interacts with a dimethyl sulfoxide reductase resulting in the release of 2 hydrogen ion and 2 electrons. At the same time dimethyl sulfoxide and 2 hydrogen ions interact with the enzyme resulting in the release of a dimethyl sulfide and a water molecule, this reaction happening in the periplasmic space.
The second set of reactions starts with a hydrogen interacting with a menaquinone oxidoreductase resulting in the release of two electrons being released into the inner membrane which then react with with 2 hydrogen ion and a menaquinone to produce a menaquinol. This menaquinol then reacts with a trimethylamine N-oxide reductase following the same steps as mentioned before.
The third set of reactions starts with with formate interacting with a formate dehydrogenase-O resulting in a release of carbon dioxide and a hydrogen ion, this releases 2 electrons that interact with a menaquinone and two hydrogen ions. This releases a menaquinol which then reacts with a trimethylamine N-oxide reductase following the same steps as mentioned beforePW001892Metabolicglycerol metabolismGlycerol metabolism starts with glycerol is introduced into the cytoplasm through a glycerol channel GlpF Glycerol is then phosphorylated through an ATP mediated glycerol kinase resulting in a Glycerol 3-phosphate. This compound can also be obtained through a glycerophosphodiester reacting with water through a glycerophosphoryl diester phosphodiesterase or it can also be introduced into the cytoplasm through a glycerol-3-phosphate:phosphate antiporter.
Glycerol 3-phosphate is then metabolized into a dihydroxyacetone phosphate in both aerobic or anaerobic conditions. In anaerobic conditions the metabolism is done through the reaction of glycerol 3-phosphate with a menaquinone mediated by a glycerol-3-phosphate dehydrogenase protein complex. In aerobic conditions, the metabolism is done through the reaction of glycerol 3-phosphate with ubiquinone mediated by a glycerol-3-phosphate dehydrogenase [NAD(P]+].
Dihydroxyacetone phosphate is then introduced into the fructose metabolism by turning a dihydroxyacetone into an isomer through a triosephosphate isomerase resulting in a D-glyceraldehyde 3-phosphate which in turn reacts with a phosphate through a NAD dependent Glyceraldehyde 3-phosphate dehydrogenase resulting in a glyceric acid 1,3-biphosphate. This compound is desphosphorylated by a phosphoglycerate kinase resulting in a 3-phosphoglyceric acid.This compound in turn can either react with a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase or a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase resulting in a 2-phospho-D-glyceric acid. This compound interacts with an enolase resulting in a phosphoenolpyruvic acid and water. Phosphoenolpyruvic acid can react either through a AMP driven phosphoenoylpyruvate synthase or a ADP driven pyruvate kinase protein complex resulting in a pyruvic acid. Pyruvic acid reacts with CoA through a NAD driven pyruvate dehydrogenase complex resulting in a carbon dioxide and a Acetyl-CoA which gets incorporated into the TCA cycle pathway.PW000914Metabolicglycerol metabolism IIGlycerol metabolism starts with glycerol is introduced into the cytoplasm through a glycerol channel GlpF Glycerol is then phosphorylated through an ATP mediated glycerol kinase resulting in a Glycerol 3-phosphate. This compound can also be obtained through sn-glycero-3-phosphocholine reacting with water through a glycerophosphoryl diester phosphodiesterase producing a benzyl alcohol, a hydrogen ion and a glycerol 3-phosphate or the campound can be introduced into the cytoplasm through a glycerol-3-phosphate:phosphate antiporter. Glycerol 3-phosphate is then metabolized into a dihydroxyacetone phosphate in both aerobic or anaerobic conditions. In anaerobic conditions the metabolism is done through the reaction of glycerol 3-phosphate with a menaquinone mediated by a glycerol-3-phosphate dehydrogenase protein complex. In aerobic conditions, the metabolism is done through the reaction of glycerol 3-phosphate with ubiquinone mediated by a glycerol-3-phosphate dehydrogenase [NAD(P]+]. Dihydroxyacetone phosphate is then introduced into the fructose metabolism by turning a dihydroxyacetone into an isomer through a triosephosphate isomerase resulting in a D-glyceraldehyde 3-phosphate which in turn reacts with a phosphate through a NAD dependent Glyceraldehyde 3-phosphate dehydrogenase resulting in a glyceric acid 1,3-biphosphate. This compound is desphosphorylated by a phosphoglycerate kinase resulting in a 3-phosphoglyceric acid.This compound in turn can either react with a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase or a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase resulting in a 2-phospho-D-glyceric acid. This compound interacts with an enolase resulting in a phosphoenolpyruvic acid and water. Phosphoenolpyruvic acid can react either through a AMP driven phosphoenoylpyruvate synthase or a ADP driven pyruvate kinase protein complex resulting in a pyruvic acid. Pyruvic acid reacts with CoA through a NAD driven pyruvate dehydrogenase complex resulting in a carbon dioxide and a Acetyl-CoA which gets incorporated into the TCA cycle pathway.PW000915Metabolicglycerol metabolism III (sn-glycero-3-phosphoethanolamine)Glycerol metabolism starts with glycerol is introduced into the cytoplasm through a glycerol channel GlpF Glycerol is then phosphorylated through an ATP mediated glycerol kinase resulting in a Glycerol 3-phosphate. This compound can also be obtained through sn-glycero-3-phosphethanolamine reacting with water through a glycerophosphoryl diester phosphodiesterase producing a benzyl alcohol, a hydrogen ion and a glycerol 3-phosphate or the campound can be introduced into the cytoplasm through a glycerol-3-phosphate:phosphate antiporter. Glycerol 3-phosphate is then metabolized into a dihydroxyacetone phosphate in both aerobic or anaerobic conditions. In anaerobic conditions the metabolism is done through the reaction of glycerol 3-phosphate with a menaquinone mediated by a glycerol-3-phosphate dehydrogenase protein complex. In aerobic conditions, the metabolism is done through the reaction of glycerol 3-phosphate with ubiquinone mediated by a glycerol-3-phosphate dehydrogenase [NAD(P]+]. Dihydroxyacetone phosphate is then introduced into the fructose metabolism by turning a dihydroxyacetone into an isomer through a triosephosphate isomerase resulting in a D-glyceraldehyde 3-phosphate which in turn reacts with a phosphate through a NAD dependent Glyceraldehyde 3-phosphate dehydrogenase resulting in a glyceric acid 1,3-biphosphate. This compound is desphosphorylated by a phosphoglycerate kinase resulting in a 3-phosphoglyceric acid.This compound in turn can either react with a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase or a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase resulting in a 2-phospho-D-glyceric acid. This compound interacts with an enolase resulting in a phosphoenolpyruvic acid and water. Phosphoenolpyruvic acid can react either through a AMP driven phosphoenoylpyruvate synthase or a ADP driven pyruvate kinase protein complex resulting in a pyruvic acid. Pyruvic acid reacts with CoA through a NAD driven pyruvate dehydrogenase complex resulting in a carbon dioxide and a Acetyl-CoA which gets incorporated into the TCA cycle pathway.PW000916Metabolicglycerol metabolism IV (glycerophosphoglycerol)Glycerol metabolism starts with glycerol is introduced into the cytoplasm through a glycerol channel GlpF Glycerol is then phosphorylated through an ATP mediated glycerol kinase resulting in a Glycerol 3-phosphate. This compound can also be obtained through glycerophosphoglycerol reacting with water through a glycerophosphoryl diester phosphodiesterase producing a benzyl alcohol, a hydrogen ion and a glycerol 3-phosphate or the campound can be introduced into the cytoplasm through a glycerol-3-phosphate:phosphate antiporter. Glycerol 3-phosphate is then metabolized into a dihydroxyacetone phosphate in both aerobic or anaerobic conditions. In anaerobic conditions the metabolism is done through the reaction of glycerol 3-phosphate with a menaquinone mediated by a glycerol-3-phosphate dehydrogenase protein complex. In aerobic conditions, the metabolism is done through the reaction of glycerol 3-phosphate with ubiquinone mediated by a glycerol-3-phosphate dehydrogenase [NAD(P]+]. Dihydroxyacetone phosphate is then introduced into the fructose metabolism by turning a dihydroxyacetone into an isomer through a triosephosphate isomerase resulting in a D-glyceraldehyde 3-phosphate which in turn reacts with a phosphate through a NAD dependent Glyceraldehyde 3-phosphate dehydrogenase resulting in a glyceric acid 1,3-biphosphate. This compound is desphosphorylated by a phosphoglycerate kinase resulting in a 3-phosphoglyceric acid.This compound in turn can either react with a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase or a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase resulting in a 2-phospho-D-glyceric acid. This compound interacts with an enolase resulting in a phosphoenolpyruvic acid and water. Phosphoenolpyruvic acid can react either through a AMP driven phosphoenoylpyruvate synthase or a ADP driven pyruvate kinase protein complex resulting in a pyruvic acid. Pyruvic acid reacts with CoA through a NAD driven pyruvate dehydrogenase complex resulting in a carbon dioxide and a Acetyl-CoA which gets incorporated into the TCA cycle pathway.PW000917Metabolicglycerol metabolism V (glycerophosphoserine)Glycerol metabolism starts with glycerol is introduced into the cytoplasm through a glycerol channel GlpF Glycerol is then phosphorylated through an ATP mediated glycerol kinase resulting in a Glycerol 3-phosphate. This compound can also be obtained through glycerophosphoserine reacting with water through a glycerophosphoryl diester phosphodiesterase producing a benzyl alcohol, a hydrogen ion and a glycerol 3-phosphate or the campound can be introduced into the cytoplasm through a glycerol-3-phosphate:phosphate antiporter. Glycerol 3-phosphate is then metabolized into a dihydroxyacetone phosphate in both aerobic or anaerobic conditions. In anaerobic conditions the metabolism is done through the reaction of glycerol 3-phosphate with a menaquinone mediated by a glycerol-3-phosphate dehydrogenase protein complex. In aerobic conditions, the metabolism is done through the reaction of glycerol 3-phosphate with ubiquinone mediated by a glycerol-3-phosphate dehydrogenase [NAD(P]+]. Dihydroxyacetone phosphate is then introduced into the fructose metabolism by turning a dihydroxyacetone into an isomer through a triosephosphate isomerase resulting in a D-glyceraldehyde 3-phosphate which in turn reacts with a phosphate through a NAD dependent Glyceraldehyde 3-phosphate dehydrogenase resulting in a glyceric acid 1,3-biphosphate. This compound is desphosphorylated by a phosphoglycerate kinase resulting in a 3-phosphoglyceric acid.This compound in turn can either react with a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase or a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase resulting in a 2-phospho-D-glyceric acid. This compound interacts with an enolase resulting in a phosphoenolpyruvic acid and water. Phosphoenolpyruvic acid can react either through a AMP driven phosphoenoylpyruvate synthase or a ADP driven pyruvate kinase protein complex resulting in a pyruvic acid. Pyruvic acid reacts with CoA through a NAD driven pyruvate dehydrogenase complex resulting in a carbon dioxide and a Acetyl-CoA which gets incorporated into the TCA cycle pathway.PW000918Metabolicmenaquinol-8 biosynthesisMENAQUINONESYN-PWYSpecdb::CMs1088110Specdb::NmrOneD300385Specdb::NmrOneD300386Specdb::NmrOneD300387Specdb::NmrOneD300388Specdb::NmrOneD300389Specdb::NmrOneD300390Specdb::NmrOneD300391Specdb::NmrOneD300392Specdb::NmrOneD300393Specdb::NmrOneD300394Specdb::NmrOneD300395Specdb::NmrOneD300396Specdb::NmrOneD300397Specdb::NmrOneD300398Specdb::NmrOneD300399Specdb::NmrOneD300400Specdb::NmrOneD300401Specdb::NmrOneD300402Specdb::NmrOneD300403Specdb::NmrOneD300404Specdb::MsMs36602Specdb::MsMs36603Specdb::MsMs36604Specdb::MsMs39050Specdb::MsMs39051Specdb::MsMs39052454796362633232161684REDUCED-MENAQUINONEKeseler, 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-D590.21097882Fumarate reductase flavoprotein subunitP00363FRDA_ECOLIfrdAhttp://ecmdb.ca/proteins/P00363.xmlNADH dehydrogenaseP00393DHNA_ECOLIndhhttp://ecmdb.ca/proteins/P00393.xmlRespiratory nitrate reductase 1 alpha chainP09152NARG_ECOLInarGhttp://ecmdb.ca/proteins/P09152.xmlDihydroorotate dehydrogenaseP0A7E1PYRD_ECOLIpyrDhttp://ecmdb.ca/proteins/P0A7E1.xmlFumarate reductase subunit CP0A8Q0FRDC_ECOLIfrdChttp://ecmdb.ca/proteins/P0A8Q0.xmlFumarate reductase subunit DP0A8Q3FRDD_ECOLIfrdDhttp://ecmdb.ca/proteins/P0A8Q3.xmlAnaerobic glycerol-3-phosphate dehydrogenase subunit CP0A996GLPC_ECOLIglpChttp://ecmdb.ca/proteins/P0A996.xmlAnaerobic glycerol-3-phosphate dehydrogenase subunit AP0A9C0GLPA_ECOLIglpAhttp://ecmdb.ca/proteins/P0A9C0.xmlProbable anaerobic dimethyl sulfoxide reductase chain ynfGP0AAJ1YNFG_ECOLIynfGhttp://ecmdb.ca/proteins/P0AAJ1.xmlFormate dehydrogenase, nitrate-inducible, iron-sulfur subunitP0AAJ3FDNH_ECOLIfdnHhttp://ecmdb.ca/proteins/P0AAJ3.xmlFormate dehydrogenase-O iron-sulfur subunitP0AAJ5FDOH_ECOLIfdoHhttp://ecmdb.ca/proteins/P0AAJ5.xmlCytochrome c-552P0ABK9NRFA_ECOLInrfAhttp://ecmdb.ca/proteins/P0ABK9.xmlFumarate reductase iron-sulfur subunitP0AC47FRDB_ECOLIfrdBhttp://ecmdb.ca/proteins/P0AC47.xmlHydrogenase-1 large chainP0ACD8MBHL_ECOLIhyaBhttp://ecmdb.ca/proteins/P0ACD8.xmlHydrogenase-2 large chainP0ACE0MBHM_ECOLIhybChttp://ecmdb.ca/proteins/P0ACE0.xmlProbable quinol monooxygenase ygiNP0ADU2YGIN_ECOLIygiNhttp://ecmdb.ca/proteins/P0ADU2.xmlFormate dehydrogenase, nitrate-inducible, cytochrome b556(fdn) subunitP0AEK7FDNI_ECOLIfdnIhttp://ecmdb.ca/proteins/P0AEK7.xmlFormate dehydrogenase, cytochrome b556(fdo) subunitP0AEL0FDOI_ECOLIfdoIhttp://ecmdb.ca/proteins/P0AEL0.xmlGlycolate oxidase subunit glcDP0AEP9GLCD_ECOLIglcDhttp://ecmdb.ca/proteins/P0AEP9.xmlRespiratory nitrate reductase 2 gamma chainP0AF32NARV_ECOLInarVhttp://ecmdb.ca/proteins/P0AF32.xmlNADH-quinone oxidoreductase subunit AP0AFC3NUOA_ECOLInuoAhttp://ecmdb.ca/proteins/P0AFC3.xmlNADH-quinone oxidoreductase subunit BP0AFC7NUOB_ECOLInuoBhttp://ecmdb.ca/proteins/P0AFC7.xmlNADH-quinone oxidoreductase subunit EP0AFD1NUOE_ECOLInuoEhttp://ecmdb.ca/proteins/P0AFD1.xmlNADH-quinone oxidoreductase subunit HP0AFD4NUOH_ECOLInuoHhttp://ecmdb.ca/proteins/P0AFD4.xmlNADH-quinone oxidoreductase subunit IP0AFD6NUOI_ECOLInuoIhttp://ecmdb.ca/proteins/P0AFD6.xmlNADH-quinone oxidoreductase subunit JP0AFE0NUOJ_ECOLInuoJhttp://ecmdb.ca/proteins/P0AFE0.xmlNADH-quinone oxidoreductase subunit KP0AFE4NUOK_ECOLInuoKhttp://ecmdb.ca/proteins/P0AFE4.xmlNADH-quinone oxidoreductase subunit MP0AFE8NUOM_ECOLInuoMhttp://ecmdb.ca/proteins/P0AFE8.xmlNADH-quinone oxidoreductase subunit NP0AFF0NUON_ECOLInuoNhttp://ecmdb.ca/proteins/P0AFF0.xmlL-aspartate oxidaseP10902NADB_ECOLInadBhttp://ecmdb.ca/proteins/P10902.xmlRespiratory nitrate reductase 1 beta chainP11349NARH_ECOLInarHhttp://ecmdb.ca/proteins/P11349.xmlRespiratory nitrate reductase 1 gamma chainP11350NARI_ECOLInarIhttp://ecmdb.ca/proteins/P11350.xmlAnaerobic glycerol-3-phosphate dehydrogenase subunit BP13033GLPB_ECOLIglpBhttp://ecmdb.ca/proteins/P13033.xmlAnaerobic dimethyl sulfoxide reductase chain AP18775DMSA_ECOLIdmsAhttp://ecmdb.ca/proteins/P18775.xmlAnaerobic dimethyl sulfoxide reductase chain BP18776DMSB_ECOLIdmsBhttp://ecmdb.ca/proteins/P18776.xmlProbable nitrate reductase molybdenum cofactor assembly chaperone NarWP19317NARW_ECOLInarWhttp://ecmdb.ca/proteins/P19317.xmlRespiratory nitrate reductase 2 beta chainP19318NARY_ECOLInarYhttp://ecmdb.ca/proteins/P19318.xmlRespiratory nitrate reductase 2 alpha chainP19319NARZ_ECOLInarZhttp://ecmdb.ca/proteins/P19319.xmlFormate dehydrogenase, nitrate-inducible, major subunitP24183FDNG_ECOLIfdnGhttp://ecmdb.ca/proteins/P24183.xmlNADH-quinone oxidoreductase subunit FP31979NUOF_ECOLInuoFhttp://ecmdb.ca/proteins/P31979.xmlFormate dehydrogenase-O major subunitP32176FDOG_ECOLIfdoGhttp://ecmdb.ca/proteins/P32176.xmlL-lactate dehydrogenase [cytochrome]P33232LLDD_ECOLIlldDhttp://ecmdb.ca/proteins/P33232.xmlNADH-quinone oxidoreductase subunit C/DP33599NUOCD_ECOLInuoChttp://ecmdb.ca/proteins/P33599.xmlNADH-quinone oxidoreductase subunit GP33602NUOG_ECOLInuoGhttp://ecmdb.ca/proteins/P33602.xmlNADH-quinone oxidoreductase subunit LP33607NUOL_ECOLInuoLhttp://ecmdb.ca/proteins/P33607.xmlPeriplasmic nitrate reductaseP33937NAPA_ECOLInapAhttp://ecmdb.ca/proteins/P33937.xmlMalate:quinone oxidoreductaseP33940MQO_ECOLImqohttp://ecmdb.ca/proteins/P33940.xmlGlycolate oxidase iron-sulfur subunitP52074GLCF_ECOLIglcFhttp://ecmdb.ca/proteins/P52074.xmlHydrogenase-1 small chainP69739MBHS_ECOLIhyaAhttp://ecmdb.ca/proteins/P69739.xmlHydrogenase-2 small chainP69741MBHT_ECOLIhybOhttp://ecmdb.ca/proteins/P69741.xmlPutative dimethyl sulfoxide reductase chain ynfEP77374YNFE_ECOLIynfEhttp://ecmdb.ca/proteins/P77374.xmlProbable dimethyl sulfoxide reductase chain ynfFP77783YNFF_ECOLIynfFhttp://ecmdb.ca/proteins/P77783.xmlTrimethylamine-N-oxide reductase 2P46923TORZ_ECOLItorZhttp://ecmdb.ca/proteins/P46923.xmlModulator of drug activity BP0AEY5MDAB_ECOLImdaBhttp://ecmdb.ca/proteins/P0AEY5.xmlUncharacterized protein ykgEP77252YKGE_ECOLIykgEhttp://ecmdb.ca/proteins/P77252.xmlCytochrome c-type protein torYP52005TORY_ECOLItorYhttp://ecmdb.ca/proteins/P52005.xmlAnaerobic dimethyl sulfoxide reductase chain CP18777DMSC_ECOLIdmsChttp://ecmdb.ca/proteins/P18777.xmlProbable Ni/Fe-hydrogenase 1 B-type cytochrome subunitP0AAM1CYBH_ECOLIhyaChttp://ecmdb.ca/proteins/P0AAM1.xmlUncharacterized protein ykgGP77433YKGG_ECOLIykgGhttp://ecmdb.ca/proteins/P77433.xmlGlycolate oxidase subunit glcEP52073GLCE_ECOLIglcEhttp://ecmdb.ca/proteins/P52073.xmlThiol:disulfide interchange protein dsbAP0AEG4DSBA_ECOLIdsbAhttp://ecmdb.ca/proteins/P0AEG4.xmlHydrogenase-2 operon protein hybAP0AAJ8HYBA_ECOLIhybAhttp://ecmdb.ca/proteins/P0AAJ8.xmlUncharacterized electron transport protein ykgFP77536YKGF_ECOLIykgFhttp://ecmdb.ca/proteins/P77536.xmlCytochrome bd-II oxidase subunit 2P26458APPB_ECOLIappBhttp://ecmdb.ca/proteins/P26458.xmlTrimethylamine-N-oxide reductase 1P33225TORA_ECOLItorAhttp://ecmdb.ca/proteins/P33225.xmlProtein nrfDP32709NRFD_ECOLInrfDhttp://ecmdb.ca/proteins/P32709.xmlProbable Ni/Fe-hydrogenase 2 b-type cytochrome subunitP37180HYBB_ECOLIhybBhttp://ecmdb.ca/proteins/P37180.xmlCytochrome bd-II oxidase subunit 1P26459APPC_ECOLIappChttp://ecmdb.ca/proteins/P26459.xmlCytochrome c-type protein torCP33226TORC_ECOLItorChttp://ecmdb.ca/proteins/P33226.xmlProtein nrfCP0AAK7NRFC_ECOLInrfChttp://ecmdb.ca/proteins/P0AAK7.xmlUbiquinone/menaquinone biosynthesis methyltransferase ubiEP0A887UBIE_ECOLIubiEhttp://ecmdb.ca/proteins/P0A887.xmlCytochrome c-type protein nrfBP0ABL1NRFB_ECOLInrfBhttp://ecmdb.ca/proteins/P0ABL1.xmlDiheme cytochrome c napBP0ABL3NAPB_ECOLInapBhttp://ecmdb.ca/proteins/P0ABL3.xmlAnaerobic dimethyl sulfoxide reductase chain ynfHP76173YNFH_ECOLIynfHhttp://ecmdb.ca/proteins/P76173.xmlDisulfide bond formation protein BP0A6M2DSBB_ECOLIdsbBhttp://ecmdb.ca/proteins/P0A6M2.xmlCytochrome c-type protein napCP0ABL5NAPC_ECOLInapChttp://ecmdb.ca/proteins/P0ABL5.xmlNitrate reductase molybdenum cofactor assembly chaperone NarJP0AF26NARJ_ECOLInarJhttp://ecmdb.ca/proteins/P0AF26.xmlHydrogen ion + Menaquinol 8 + Trimethylamine N-Oxide > Water + Menaquinone 8 + Trimethylamine2 Hydrogen ion + Hydrogen (gas) + Menaquinone 8 > Menaquinol 8 +2 Hydrogen ion2 Hydrogen ion + Menaquinol 8 + Nitrate > Water + Menaquinone 8 + Nitrite +2 Hydrogen ion2 Hydrogen ion + Menaquinone 8 + Formic acid > Menaquinol 8 + Carbon dioxide + Hydrogen ionDimethyl sulfoxide + Menaquinol 8 > Dimethyl sulfide + Water + Menaquinone 8Menaquinol 8 + Nitrate > Menaquinone 8 + Water + Nitrite2 Hydrogen ion + Menaquinol 8 + Oxygen > Water + Menaquinone 8 +2 Hydrogen ionMenaquinol 8 + Selenocystathionine > Water + Menaquinone 8 + SeleniteGlycerol 3-phosphate + Menaquinone 8 > Dihydroxyacetone phosphate + Menaquinol 84 Hydrogen ion + Menaquinone 8 + NADH > Menaquinol 8 + NAD +3 Hydrogen ionGlycolic acid + Menaquinone 8 > Glyoxylic acid + Menaquinol 8L-Lactic acid + Menaquinone 8 > Menaquinol 8 + Pyruvic acidMenaquinone 8 + periplasmic protein disulfide isomerase I (reduced) > Menaquinol 8 + periplasmic protein disulfide isomerase I (oxidized)3 Menaquinol 8 + 2 Hydrogen ion + Nitrite >3 Menaquinone 8 +2 Water + AmmoniumFumaric acid + Menaquinol 8 > Menaquinone 8 + Succinic acid4,5-Dihydroorotic acid + Menaquinone 8 > Menaquinol 8 + Orotic acidHydrogen ion + Menaquinone 8 + NADH > Menaquinol 8 + NADL-Malic acid + Menaquinone 8 > Menaquinol 8 + Oxalacetic acidL-Aspartic acid + Menaquinone 8 > Hydrogen ion + Iminoaspartic acid + Menaquinol 8Hydrogen ion + Menaquinone 8 + NADPH > Menaquinol 8 + NADPMenaquinol 8 + 2 Oxygen >2 Hydrogen ion + Menaquinone 8 +2 Superoxide anion2-Demethylmenaquinol 8 + S-Adenosylmethionine > S-Adenosylhomocysteine + Hydrogen ion + Menaquinol 8ADOMET-DMK-METHYLTRANSFER-RXNGlycerol 3-phosphate + menaquinone-8 > Menaquinol 8 + Dihydroxyacetone phosphatePW_R0034402-Demethylmenaquinol 8 + S-adenosyl-L-methionine > Hydrogen ion + S-Adenosylhomocysteine + Menaquinol 8PW_R005240NADH + 4 Hydrogen ion + 2 Hydrogen ion + menaquinone-8 NAD + Hydrogen ion + Menaquinol 8 + Electron +4 Hydrogen ionPW_RCT000172Trimethylamine N-Oxide + 3 Hydrogen ion + Menaquinol 8 + 2 Electron > Trimethylamine + Water +2 Hydrogen ion + menaquinone-8PW_RCT000173Hydrogen ion + Electron + 2 Hydrogen ion + menaquinone-8 > Menaquinol 8 + Hydrogen ionPW_RCT000174Formic acid + menaquinone-8 + Electron + Hydrogen ion > Carbon dioxide + Hydrogen ion + Menaquinol 8PW_RCT000175Menaquinol 8 + Dimethyl sulfoxide + 2 Hydrogen ion + 2 Electron > menaquinone-8 + Dimethyl sulfide + Water +2 Hydrogen ionPW_RCT000176