2.02012-05-31 14:29:53 -06002015-06-03 17:19:24 -0600ECMDB20145M2MDB000993D-Ribulose 1,5-bisphosphateD-ribulose 1,5-bisphosphate is a member of the chemical class known as Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. D-Ribulose 1,5-bisphosphate is invovled in the Calvin reductive pentose phosphate cycle. The Calvin Cycle is the primary conduit for the fixation of carbon dioxide into the biosphere; ribulose 1,5-bisphosphate carboxylase/oxygenase (RuBisCO) catalyzes the rate-limiting fixation step. (PMID 16423843) Ribulose 1,5-bisphosphate carboxylase/oxygenase (RubisCO) is the key enzyme of the Calvin reductive pentose phosphate cycle. (PMID 19557347)1-(2-Carboxyphenylamino)-1-deoxy-D-ribulose-5-P1-(2-Carboxyphenylamino)-1-deoxy-D-ribulose-5-phosphate1-(2-carboxyphenylamino)-1-Deoxy-D-ribulose-5-phosphoric acid1-(O-Carboxyphenylamino)-1'-deoxyribulose-5'-PD-Ribulose 1,5-bisphosphoric acidD-Ribulose-1,5-bisphosphateD-Ribulose-1,5-bisphosphoric acidD-Ribulose-1,5-diphosphateD-Ribulose-1,5-diphosphoric acidD-Ribulose-1,5-P2D-RIBULOSE-15-P2Ribulose 1,5-bisphosphateRibulose 1,5-bisphosphoric acidC5H12O11P2310.0897309.98548425{[(3R,4R)-3,4-dihydroxy-2-oxo-5-(phosphonooxy)pentyl]oxy}phosphonic acidribulose-1,5-bisphosphate24218-00-6[H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C(=O)COP(O)(O)=OInChI=1S/C5H12O11P2/c6-3(1-15-17(9,10)11)5(8)4(7)2-16-18(12,13)14/h3,5-6,8H,1-2H2,(H2,9,10,11)(H2,12,13,14)/t3-,5-/m1/s1YAHZABJORDUQGO-NQXXGFSBSA-NCytoplasmPeriplasmlogp-1.49logs-1.41solubility1.21e+01 g/llogp-2.9pka_strongest_acidic1pka_strongest_basic-3.6iupac{[(3R,4R)-3,4-dihydroxy-2-oxo-5-(phosphonooxy)pentyl]oxy}phosphonic acidaverage_mass310.0897mono_mass309.98548425smiles[H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C(=O)COP(O)(O)=OformulaC5H12O11P2inchiInChI=1S/C5H12O11P2/c6-3(1-15-17(9,10)11)5(8)4(7)2-16-18(12,13)14/h3,5-6,8H,1-2H2,(H2,9,10,11)(H2,12,13,14)/t3-,5-/m1/s1inchikeyYAHZABJORDUQGO-NQXXGFSBSA-Npolar_surface_area191.05refractivity53.35polarizability22.44rotatable_bond_count8acceptor_count9donor_count6physiological_charge-4formal_charge0Carbon fixation in photosynthetic organismsec00710Glyoxylate and dicarboxylate metabolismec00630Microbial metabolism in diverse environmentsec01120Metabolic pathwayseco01100tryptophan biosynthesisTRPSYN-PWYSpecdb::CMs1084206Specdb::NmrOneD301945Specdb::NmrOneD301946Specdb::NmrOneD301947Specdb::NmrOneD301948Specdb::NmrOneD301949Specdb::NmrOneD301950Specdb::NmrOneD301951Specdb::NmrOneD301952Specdb::NmrOneD301953Specdb::NmrOneD301954Specdb::NmrOneD301955Specdb::NmrOneD301956Specdb::NmrOneD301957Specdb::NmrOneD301958Specdb::NmrOneD301959Specdb::NmrOneD301960Specdb::NmrOneD301961Specdb::NmrOneD301962Specdb::NmrOneD301963Specdb::NmrOneD301964Specdb::MsMs25076Specdb::MsMs25077Specdb::MsMs25078Specdb::MsMs31634Specdb::MsMs31635Specdb::MsMs31636Specdb::MsMs3608563Specdb::MsMs3608564Specdb::MsMs3608565Specdb::MsMs3608566Specdb::MsMs3608567Specdb::MsMs360856811921155C0118216710CARBOXYPHENYLAMINO-DEOXYRIBULOSE-PRUBKeseler, 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-D114.22080510Lee, J. H., Park, D. O., Park, S. W., Hwang, E. H., Oh, J. I., Kim, Y. M. (2009). "Expression and regulation of ribulose 1,5-bisphosphate carboxylase/oxygenase genes in Mycobacterium sp. strain JC1 DSM 3803." J Microbiol 47:297-307.19557347Parikh, M. R., Greene, D. N., Woods, K. K., Matsumura, I. (2006). "Directed evolution of RuBisCO hypermorphs through genetic selection in engineered E.coli." Protein Eng Des Sel 19:113-119.16423843Probable phosphoribulokinaseP0AEX5KPPR_ECOLIprkBhttp://ecmdb.ca/proteins/P0AEX5.xmlAdenosine triphosphate + D-Ribulose 5-phosphate + D-Ribulose 5-phosphate <> ADP + D-Ribulose 1,5-bisphosphateR01523Adenosine triphosphate + D-Ribulose 5-phosphate > ADP + D-Ribulose 1,5-bisphosphate