2.02012-05-31 13:51:42 -06002015-06-03 15:54:05 -0600ECMDB01399M2MDB0003704,6-Dideoxy-4-oxo-dTDP-D-glucose4,6-Dideoxy-4-oxo-dTDP-D-glucose is a product of the enzyme TDP-glucose 4,6-dehydratase [EC:4.2.1.46] in the Nucleotide sugars metabolism (KEGG) DTDP-4-dehydro-6-deoxy-α-D-glucopyranosedTDP-4-dehydro-6-Deoxy-a-D-galactosedTDP-4-dehydro-6-Deoxy-a-D-glucopyranosedTDP-4-dehydro-6-Deoxy-a-D-glucoseDTDP-4-Dehydro-6-deoxy-alpha-D-galactoseDTDP-4-Dehydro-6-deoxy-alpha-D-glucopyranoseDTDP-4-Dehydro-6-deoxy-alpha-D-glucoseDTDP-4-Dehydro-6-deoxy-D-galactoseDTDP-4-Dehydro-6-deoxy-D-glucoseDTDP-4-dehydro-6-deoxy-L-mannosedTDP-4-dehydro-6-Deoxy-α-D-galactosedTDP-4-dehydro-6-Deoxy-α-D-glucopyranosedTDP-4-dehydro-6-Deoxy-α-D-glucoseDTDP-4-dehydro-L-rhamnoseDTDP-4-oxo-6-deoxy--α-D-glucosedTDP-4-oxo-6-Deoxy--a-D-glucoseDTDP-4-Oxo-6-deoxy--alpha-D-glucosedTDP-4-oxo-6-Deoxy--α-D-glucosedTDP-4-oxo-6-Deoxy-a-D-glucoseDTDP-4-Oxo-6-deoxy-alpha-D-glucoseDTDP-4-Oxo-6-deoxy-D-glucoseDTDP-4-oxo-6-deoxy-L-mannosedTDP-4-oxo-6-Deoxy-α-D-glucoseDTDP-4-oxo-L-rhamnoseDTDP-6-deoxy-α-D-<i>xylo</i>-4-hexosulosedTDP-6-Deoxy-α-D-xylo-4-hexosuloseDTDP-6-deoxy-α-D-xylohex-4-ulosedTDP-6-Deoxy-a-D-xylo-4-hexosulosedTDP-6-Deoxy-a-D-xylohex-4-uloseDTDP-6-Deoxy-alpha-D-xylo-4-hexosuloseDTDP-6-Deoxy-alpha-D-xylohex-4-ulosedTDP-6-Deoxy-α-D-xylo-4-hexosulosedTDP-6-Deoxy-α-D-xylohex-4-uloseDTDP-DDGlcTDP-4-keto-6-deoxy--α-D-glucoseTDP-4-keto-6-Deoxy--a-D-glucoseTDP-4-Keto-6-deoxy--alpha-D-glucoseTDP-4-keto-6-Deoxy--α-D-glucoseTDP-4-keto-6-deoxy-D-glucoseTDP-4-oxo-6-deoxy--α-D-glucoseTDP-4-oxo-6-Deoxy--a-D-glucoseTDP-4-Oxo-6-deoxy--alpha-D-glucoseTDP-4-oxo-6-Deoxy--α-D-glucoseTDP-4-oxo-6-deoxy-D-glucoseThymidine 5'-[3-(D-xylo-hexopyranosyl-4-ulose) dihydrogen diphosphate]Thymidine 5'-[3-(D-xylo-hexopyranosyl-4-ulose) dihydrogen diphosphoric acid]C16H24N2O15P2546.3137546.065191132{[(3R,4R,6R)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy}({[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphinic acid[(3R,4R,6R)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy({hydroxy[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxyphosphoryl}oxy)phosphinic acidC[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N2C=C(C)C(=O)NC2=O)[C@H](O)[C@@H](O)C1=OInChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8+,9-,10-,12+,13-,15?/m1/s1PSXWNITXWWECNY-SRPWTXKTSA-NSolidCytosollogp-0.93logs-1.68solubility1.13e+01 g/llogp-2pka_strongest_acidic1.73pka_strongest_basic-3.2iupac{[(3R,4R,6R)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy}({[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphinic acidaverage_mass546.3137mono_mass546.065191132smilesC[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N2C=C(C)C(=O)NC2=O)[C@H](O)[C@@H](O)C1=OformulaC16H24N2O15P2inchiInChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8+,9-,10-,12+,13-,15?/m1/s1inchikeyPSXWNITXWWECNY-SRPWTXKTSA-Npolar_surface_area247.92refractivity106.99polarizability45.19rotatable_bond_count8acceptor_count12donor_count6physiological_charge-2formal_charge0Streptomycin biosynthesisec00521Polyketide sugar unit biosynthesisec00523Biosynthesis of vancomycin group antibioticsec01055Metabolic pathwayseco01100enterobacterial common antigen biosynthesisECASYN-PWYdTDP-L-rhamnose biosynthesis IDTDPRHAMSYN-PWYSpecdb::CMs13388Specdb::CMs38056Specdb::NmrOneD295615Specdb::NmrOneD295616Specdb::NmrOneD295617Specdb::NmrOneD295618Specdb::NmrOneD295619Specdb::NmrOneD295620Specdb::NmrOneD295621Specdb::NmrOneD295622Specdb::NmrOneD295623Specdb::NmrOneD295624Specdb::NmrOneD295625Specdb::NmrOneD295626Specdb::NmrOneD295627Specdb::NmrOneD295628Specdb::NmrOneD295629Specdb::NmrOneD295630Specdb::NmrOneD295631Specdb::NmrOneD295632Specdb::NmrOneD295633Specdb::NmrOneD295634Specdb::MsMs27578Specdb::MsMs27579Specdb::MsMs27580Specdb::MsMs34136Specdb::MsMs34137Specdb::MsMs34138HMDB01399443496391705C1190716620DTDP-DEOH-DEOXY-GLUCOSEKeseler, 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-D590.21097882Kanehisa, 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-D114.22080510van 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 370:17-25.17765195Winder, 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 80:2939-2948.18331064dTDP-glucose 4,6-dehydratase 2P27830RMLB2_ECOLIrffGhttp://ecmdb.ca/proteins/P27830.xmldTDP-4-dehydrorhamnose 3,5-epimeraseP37745RMLC_ECOLIrfbChttp://ecmdb.ca/proteins/P37745.xmldTDP-glucose 4,6-dehydratase 1P37759RMLB1_ECOLIrfbBhttp://ecmdb.ca/proteins/P37759.xmlLipopolysaccharide biosynthesis protein rffAP27833RFFA_ECOLIrffAhttp://ecmdb.ca/proteins/P27833.xmldTDP-D-Glucose <> 4,6-Dideoxy-4-oxo-dTDP-D-glucose + WaterR06513DTDPGLUCDEHYDRAT-RXN4,6-Dideoxy-4-oxo-dTDP-D-glucose <> dTDP-4-Dehydro-6-deoxy-L-mannoseR065144,6-Dideoxy-4-oxo-dTDP-D-glucose + L-Glutamate > alpha-Ketoglutarate + dTDP-D-Fucosamine4,6-Dideoxy-4-oxo-dTDP-D-glucose + NADH + Hydrogen ion <> Deoxythymidine diphosphate-L-rhamnose + NADDTDPRHAMSYNTHMULTI-RXN4,6-Dideoxy-4-oxo-dTDP-D-glucose <> dTDP-4-dehydro-6-deoxy-β-L-mannoseDTDPDEHYDRHAMEPIM-RXN4,6-Dideoxy-4-oxo-dTDP-D-glucose + L-Glutamate <> dTDP-D-Fucosamine + Oxoglutaric acidRFFTRANS-RXNdTDP-D-Fucosamine + alpha-Ketoglutarate <> 4,6-Dideoxy-4-oxo-dTDP-D-glucose + L-GlutamateR04438 dTDP-D-Glucose > Water + 4,6-Dideoxy-4-oxo-dTDP-D-glucosePW_R006002dTDP-D-Glucose <>4 4,6-Dideoxy-4-oxo-dTDP-D-glucose + Water4 4,6-Dideoxy-4-oxo-dTDP-D-glucose <> dTDP-4-Dehydro-6-deoxy-L-mannose4 4,6-Dideoxy-4-oxo-dTDP-D-glucose <> dTDP-4-Dehydro-6-deoxy-L-mannose