2.02012-05-31 14:23:12 -06002015-06-03 17:19:08 -0600ECMDB20019M2MDB0008681-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate1-(2-carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate is a pentose phosphate derivative. It is a substrate for indole-3-glycerol-phosphate synthase (IPGS) (EC 4.1.1.48)which is an enzyme that catalyzes the chemical reaction: 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate
ightleftharpoons 1-C-(indol-3-yl)-glycerol 3-phosphate + CO2 + H2O 1-(2-carboxyphenylamino)-1'-Deoxy-D-ribulose 5'-phosphoric acid1-(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'-P1-(O-Carboxyphenylamino)-1'-deoxyribulose-5'-phosphate1-(O-carboxyphenylamino)-1'-Deoxyribulose-5'-phosphoric acidCarboxyphenylamino-deoxyribulose-pCPADRPC12H16NO9P349.2305349.0562676272-{[(3R,4R)-3,4-dihydroxy-2-oxo-5-(phosphonooxy)pentyl]amino}benzoic acid2-{[(3R,4R)-3,4-dihydroxy-2-oxo-5-(phosphonooxy)pentyl]amino}benzoic acidO[C@H](COP(O)(O)=O)[C@@H](O)C(=O)CNC1=C(C=CC=C1)C(O)=OInChI=1S/C12H16NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,10-11,13,15-16H,5-6H2,(H,17,18)(H2,19,20,21)/t10-,11+/m1/s1QKMBYNRMPRKVTO-MNOVXSKESA-NCytosollogp-0.91logs-2.35solubility1.55e+00 g/llogp-0.5pka_strongest_acidic1.48pka_strongest_basic0.27iupac2-{[(3R,4R)-3,4-dihydroxy-2-oxo-5-(phosphonooxy)pentyl]amino}benzoic acidaverage_mass349.2305mono_mass349.056267627smilesO[C@H](COP(O)(O)=O)[C@@H](O)C(=O)CNC1=C(C=CC=C1)C(O)=OformulaC12H16NO9PinchiInChI=1S/C12H16NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,10-11,13,15-16H,5-6H2,(H,17,18)(H2,19,20,21)/t10-,11+/m1/s1inchikeyQKMBYNRMPRKVTO-MNOVXSKESA-Npolar_surface_area173.62refractivity77.72polarizability30.76rotatable_bond_count9acceptor_count9donor_count6physiological_charge-3formal_charge0Phenylalanine, tyrosine and tryptophan biosynthesisec00400Metabolic pathwayseco01100tryptophan biosynthesisTRPSYN-PWYSpecdb::CMs2391Specdb::NmrOneD258988Specdb::NmrOneD258989Specdb::NmrOneD258990Specdb::NmrOneD258991Specdb::NmrOneD258992Specdb::NmrOneD258993Specdb::NmrOneD258994Specdb::NmrOneD258995Specdb::NmrOneD258996Specdb::NmrOneD258997Specdb::NmrOneD258998Specdb::NmrOneD258999Specdb::NmrOneD259000Specdb::NmrOneD259001Specdb::NmrOneD259002Specdb::NmrOneD259003Specdb::NmrOneD259004Specdb::NmrOneD259005Specdb::NmrOneD259006Specdb::NmrOneD259007Specdb::MsMs28469Specdb::MsMs28470Specdb::MsMs28471Specdb::MsMs35027Specdb::MsMs35028Specdb::MsMs35029287394132C0130229112CARBOXYPHENYLAMINO-DEOXYRIBULOSE-PKeseler, 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 80:2939-2948.18331064Tryptophan biosynthesis protein trpCFP00909TRPC_ECOLItrpChttp://ecmdb.ca/proteins/P00909.xml1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate + Hydrogen ion <> Indoleglycerol phosphate + Carbon dioxide + WaterR03508IGPSYN-RXNN-(5-Phospho-D-ribosyl)anthranilate > 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphateR03509PRAISOM-RXN1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate <> Indoleglycerol phosphate + Carbon dioxide + WaterR03508N-(5-Phospho-D-ribosyl)anthranilate <> 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphateR03509Hydrogen ion + 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate > Indoleglycerol phosphate + Carbon dioxide + WaterIGPSYN-RXNN-(5-phospho-D-ribosyl)-anthranilate > 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate > 1-C-(3-indolyl)-glycerol 3-phosphate + Carbon dioxide + Water1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate + Hydrogen ion <> Indoleglycerol phosphate + Carbon dioxide + Water