2.02012-05-31 10:27:55 -06002015-06-03 15:53:32 -0600ECMDB00621M2MDB000159D-RibuloseRibulose is a ketopentose - a monosaccharide containing five carbon atoms, and including a ketone functional group. D-ribulose is an intermediate in the fungal pathway for D-arabitol production. D-ribulose is the epimer of d-xylulose. (Wikipedia)D(-)-RibuloseD-AdonoseD-ArabinuloseD-AraboketoseD-Erythro-2-KeptopentoseD-Erythro-PentuloseD-ErythropentuloseD-RibosoneD-RibuloseErythropentuloseC5H10O5150.1299150.05282343(3R,4R)-1,3,4,5-tetrahydroxypentan-2-oneD-ribulose488-84-6OC[C@@H](O)[C@@H](O)C(=O)COInChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5-/m1/s1ZAQJHHRNXZUBTE-NQXXGFSBSA-NSolidCytoplasmPeriplasmlogp-2.16logs0.65solubility6.78e+02 g/llogp-2.6pka_strongest_acidic10.57pka_strongest_basic-3iupac(3R,4R)-1,3,4,5-tetrahydroxypentan-2-oneaverage_mass150.1299mono_mass150.05282343smilesOC[C@@H](O)[C@@H](O)C(=O)COformulaC5H10O5inchiInChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5-/m1/s1inchikeyZAQJHHRNXZUBTE-NQXXGFSBSA-Npolar_surface_area97.99refractivity31.6polarizability13.47rotatable_bond_count4acceptor_count5donor_count4physiological_charge0formal_charge0Pentose and glucuronate interconversionsec00040Metabolic pathwayseco01100D-arabinose degradation IE. coli K-12 uses the enzymes of the fucose degradation pathway for utilization of D-arabinose. Expression of the enzymes in this pathway is normally induced by L-fucose and not by D-arabinose; thus, wild-type E. coli K-12 can not use D-arabinose as a sole source of carbon and energy without prior induction by growth on L-fucose. Growth on D-arabinose requires a mutation in the transcriptional regulator FucR. D-arabinose is metabolized yielding dihydroxy-acetone phosphate, an intermediate of glycolysis, which thereby enters central metabolism, and glycolaldehyde. Glycolaldehyde may be further catabolized to glycolate. (EcoCyc)PW002038MetabolicD-arabinose degradation IDARABCATK12-PWYSpecdb::CMs1325Specdb::CMs1337Specdb::CMs1349Specdb::CMs22975Specdb::CMs31172Specdb::CMs31173Specdb::CMs31174Specdb::CMs37654Specdb::MsMs840Specdb::MsMs841Specdb::MsMs842Specdb::MsMs317020Specdb::MsMs317021Specdb::MsMs317022Specdb::MsMs363412Specdb::MsMs363413Specdb::MsMs363414HMDB00621439203133316C00309D-RIBULOSED-Ribulose Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.21097882Kanehisa, 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-D114.22080510Winder, 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 80:2939-2948.18331064Huck, J. H., Roos, B., Jakobs, C., van der Knaap, M. S., Verhoeven, N. M. (2004). "Evaluation of pentitol metabolism in mammalian tissues provides new insight into disorders of human sugar metabolism." Mol Genet Metab 82:231-237.15234337Ito M, Amano H, Yanagisawa I: Ribulose-peptide in human semen: II. Synthesis. Arch Androl. 1978;1(1):77-82.570380Drueckhammer, Dale G.; Durrwachter, J. Robert; Pederson, Richard L.; Crans, Debbie C.; Daniels, Lacy; Wong, Chi Huey. Reversible and in situ formation of organic arsenates and vanadates as organic phosphate mimics in enzymatic reactions: mechanistic invesRibulokinaseP08204ARAB_ECOLIaraBhttp://ecmdb.ca/proteins/P08204.xmlL-fuculokinaseP11553FUCK_ECOLIfucKhttp://ecmdb.ca/proteins/P11553.xmlL-fucose isomeraseP69922FUCI_ECOLIfucIhttp://ecmdb.ca/proteins/P69922.xmlSugar efflux transporter CP31436SETC_ECOLIsetChttp://ecmdb.ca/proteins/P31436.xmlAdenosine triphosphate + D-Ribulose <> ADP + D-Ribulose 5-phosphateR01526D-Ribulose + Adenosine triphosphate > Hydrogen ion + D-Ribulose-1-phosphate + ADPDARABKIN-RXND-arabinose <> D-RibuloseDARABISOM-RXNAdenosine triphosphate + L-Ribulose + D-Ribulose <> ADP + L-Ribulose 5-phosphate + D-Ribulose 5-phosphateR01526 R02439 D-Ribulose + Adenosine triphosphate + D-Ribulose > Adenosine diphosphate + Hydrogen ion + D-Ribulose-1-phosphate + ADPPW_R003841D-Ribulose + Adenosine triphosphate > D-Ribulose-1-phosphate + Adenosine monophosphate + Hydrogen ionPW_R005955D-arabinopyranose <> D-RibulosePW_R005954