2.0 2012-05-31 14:29:53 -0600 2015-06-03 17:19:24 -0600 ECMDB20145 M2MDB000993 D-Ribulose 1,5-bisphosphate D-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-P 1-(2-Carboxyphenylamino)-1-deoxy-D-ribulose-5-phosphate 1-(2-carboxyphenylamino)-1-Deoxy-D-ribulose-5-phosphoric acid 1-(O-Carboxyphenylamino)-1'-deoxyribulose-5'-P D-Ribulose 1,5-bisphosphoric acid D-Ribulose-1,5-bisphosphate D-Ribulose-1,5-bisphosphoric acid D-Ribulose-1,5-diphosphate D-Ribulose-1,5-diphosphoric acid D-Ribulose-1,5-P2 D-RIBULOSE-15-P2 Ribulose 1,5-bisphosphate Ribulose 1,5-bisphosphoric acid C5H12O11P2 310.0897 309.98548425 {[(3R,4R)-3,4-dihydroxy-2-oxo-5-(phosphonooxy)pentyl]oxy}phosphonic acid ribulose-1,5-bisphosphate 24218-00-6 [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C(=O)COP(O)(O)=O InChI=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/s1 YAHZABJORDUQGO-NQXXGFSBSA-N Cytoplasm Periplasm logp -1.49 ALOGPS logs -1.41 ALOGPS solubility 1.21e+01 g/l ALOGPS logp -2.9 ChemAxon pka_strongest_acidic 1 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac {[(3R,4R)-3,4-dihydroxy-2-oxo-5-(phosphonooxy)pentyl]oxy}phosphonic acid ChemAxon average_mass 310.0897 ChemAxon mono_mass 309.98548425 ChemAxon smiles [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C(=O)COP(O)(O)=O ChemAxon formula C5H12O11P2 ChemAxon inchi InChI=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/s1 ChemAxon inchikey YAHZABJORDUQGO-NQXXGFSBSA-N ChemAxon polar_surface_area 191.05 ChemAxon refractivity 53.35 ChemAxon polarizability 22.44 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Carbon fixation in photosynthetic organisms ec00710 Glyoxylate and dicarboxylate metabolism ec00630 Microbial metabolism in diverse environments ec01120 Metabolic pathways eco01100 tryptophan biosynthesis TRPSYN-PWY Specdb::CMs 1084206 Specdb::NmrOneD 301945 Specdb::NmrOneD 301946 Specdb::NmrOneD 301947 Specdb::NmrOneD 301948 Specdb::NmrOneD 301949 Specdb::NmrOneD 301950 Specdb::NmrOneD 301951 Specdb::NmrOneD 301952 Specdb::NmrOneD 301953 Specdb::NmrOneD 301954 Specdb::NmrOneD 301955 Specdb::NmrOneD 301956 Specdb::NmrOneD 301957 Specdb::NmrOneD 301958 Specdb::NmrOneD 301959 Specdb::NmrOneD 301960 Specdb::NmrOneD 301961 Specdb::NmrOneD 301962 Specdb::NmrOneD 301963 Specdb::NmrOneD 301964 Specdb::MsMs 25076 Specdb::MsMs 25077 Specdb::MsMs 25078 Specdb::MsMs 31634 Specdb::MsMs 31635 Specdb::MsMs 31636 Specdb::MsMs 3608563 Specdb::MsMs 3608564 Specdb::MsMs 3608565 Specdb::MsMs 3608566 Specdb::MsMs 3608567 Specdb::MsMs 3608568 1192 1155 C01182 16710 CARBOXYPHENYLAMINO-DEOXYRIBULOSE-P RUB 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 Lee, 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. 19557347 Parikh, 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. 16423843 Probable phosphoribulokinase P0AEX5 KPPR_ECOLI prkB http://ecmdb.ca/proteins/P0AEX5.xml Adenosine triphosphate + D-Ribulose 5-phosphate + D-Ribulose 5-phosphate <> ADP + D-Ribulose 1,5-bisphosphate R01523 Adenosine triphosphate + D-Ribulose 5-phosphate > ADP + D-Ribulose 1,5-bisphosphate