2.0 2012-05-31 10:27:55 -0600 2015-06-03 15:53:32 -0600 ECMDB00621 M2MDB000159 D-Ribulose Ribulose 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(-)-Ribulose D-Adonose D-Arabinulose D-Araboketose D-Erythro-2-Keptopentose D-Erythro-Pentulose D-Erythropentulose D-Ribosone D-Ribulose Erythropentulose C5H10O5 150.1299 150.05282343 (3R,4R)-1,3,4,5-tetrahydroxypentan-2-one D-ribulose 488-84-6 OC[C@@H](O)[C@@H](O)C(=O)CO InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5-/m1/s1 ZAQJHHRNXZUBTE-NQXXGFSBSA-N Solid Cytoplasm Periplasm logp -2.16 ALOGPS logs 0.65 ALOGPS solubility 6.78e+02 g/l ALOGPS logp -2.6 ChemAxon pka_strongest_acidic 10.57 ChemAxon pka_strongest_basic -3 ChemAxon iupac (3R,4R)-1,3,4,5-tetrahydroxypentan-2-one ChemAxon average_mass 150.1299 ChemAxon mono_mass 150.05282343 ChemAxon smiles OC[C@@H](O)[C@@H](O)C(=O)CO ChemAxon formula C5H10O5 ChemAxon inchi InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5-/m1/s1 ChemAxon inchikey ZAQJHHRNXZUBTE-NQXXGFSBSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 31.6 ChemAxon polarizability 13.47 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Pentose and glucuronate interconversions ec00040 Metabolic pathways eco01100 D-arabinose degradation I E. 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) PW002038 Metabolic D-arabinose degradation I DARABCATK12-PWY Specdb::CMs 1325 Specdb::CMs 1337 Specdb::CMs 1349 Specdb::CMs 22975 Specdb::CMs 31172 Specdb::CMs 31173 Specdb::CMs 31174 Specdb::CMs 37654 Specdb::MsMs 840 Specdb::MsMs 841 Specdb::MsMs 842 Specdb::MsMs 317020 Specdb::MsMs 317021 Specdb::MsMs 317022 Specdb::MsMs 363412 Specdb::MsMs 363413 Specdb::MsMs 363414 HMDB00621 439203 133316 C00309 D-RIBULOSE D-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. 21097882 Kanehisa, 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. 22080510 Winder, 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. 18331064 Huck, 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. 15234337 Ito M, Amano H, Yanagisawa I: Ribulose-peptide in human semen: II. Synthesis. Arch Androl. 1978;1(1):77-82. 570380 Drueckhammer, 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 inves Ribulokinase P08204 ARAB_ECOLI araB http://ecmdb.ca/proteins/P08204.xml L-fuculokinase P11553 FUCK_ECOLI fucK http://ecmdb.ca/proteins/P11553.xml L-fucose isomerase P69922 FUCI_ECOLI fucI http://ecmdb.ca/proteins/P69922.xml Sugar efflux transporter C P31436 SETC_ECOLI setC http://ecmdb.ca/proteins/P31436.xml Adenosine triphosphate + D-Ribulose <> ADP + D-Ribulose 5-phosphate R01526 D-Ribulose + Adenosine triphosphate > Hydrogen ion + D-Ribulose-1-phosphate + ADP DARABKIN-RXN D-arabinose <> D-Ribulose DARABISOM-RXN Adenosine triphosphate + L-Ribulose + D-Ribulose <> ADP + L-Ribulose 5-phosphate + D-Ribulose 5-phosphate R01526 R02439 D-Ribulose + Adenosine triphosphate + D-Ribulose > Adenosine diphosphate + Hydrogen ion + D-Ribulose-1-phosphate + ADP PW_R003841 D-Ribulose + Adenosine triphosphate > D-Ribulose-1-phosphate + Adenosine monophosphate + Hydrogen ion PW_R005955 D-arabinopyranose <> D-Ribulose PW_R005954