2.02012-05-31 13:46:56 -06002015-06-03 15:53:48 -0600ECMDB01178M2MDB000285Adenosine diphosphate riboseAdenosine diphosphate ribose is a member of the chemical class known as Purine Ribonucleoside Diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. Adenosine diphosphate ribose is a molecule formed into chains by the enzyme poly ADP ribose polymerase. It binds to and activates the TRPM2 ion channel (WikiPedia)(Rib5)ppA5-(Adenosine 5'-pyrophosphoryl)-D-riboseA5'pp5RibAdenosine 5'-diphosphoriboseAdenosine diphosphate riboseAdenosine diphosphoric acid riboseAdoPPRibADP RiboseADP-D-RiboseADP-RibADP-RiboseADPriboseRibose adenosine diphosphateRibose adenosine diphosphoric acid[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [hydroxy-[(3,4,5-trihydroxyoxolan-2-yl)methoxy]phosphoryl] hydrogen phosphate[5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [hydroxy-[(3,4,5-trihydroxyoxolan-2-yl)methoxy]phosphoryl] hydrogen phosphoric acidC15H23N5O14P2559.3157559.071673493[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methoxy})phosphinic acid{[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy[(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methoxyphosphinic acid20762-30-5[H][C@@]1(O)O[C@]([H])(COP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]1([H])OInChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1SRNWOUGRCWSEMX-KEOHHSTQSA-NSolidCytosollogp-1.80logs-2.19solubility3.61e+00 g/llogp-6.7pka_strongest_acidic1.86pka_strongest_basic5iupac[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methoxy})phosphinic acidaverage_mass559.3157mono_mass559.071673493smiles[H][C@@]1(O)O[C@]([H])(COP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]1([H])OformulaC15H23N5O14P2inchiInChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1inchikeySRNWOUGRCWSEMX-KEOHHSTQSA-Npolar_surface_area291.52refractivity111.12polarizability46.49rotatable_bond_count9acceptor_count15donor_count8physiological_charge-2formal_charge0Purine metabolismec00230NAD salvage pathway IPYRIDNUCSAL-PWYSpecdb::CMs1083585Specdb::NmrOneD289495Specdb::NmrOneD289496Specdb::NmrOneD289497Specdb::NmrOneD289498Specdb::NmrOneD289499Specdb::NmrOneD289500Specdb::NmrOneD289501Specdb::NmrOneD289502Specdb::NmrOneD289503Specdb::NmrOneD289504Specdb::NmrOneD289505Specdb::NmrOneD289506Specdb::NmrOneD289507Specdb::NmrOneD289508Specdb::NmrOneD289509Specdb::NmrOneD289510Specdb::NmrOneD289511Specdb::NmrOneD289512Specdb::NmrOneD289513Specdb::NmrOneD289514Specdb::MsMs27380Specdb::MsMs27381Specdb::MsMs27382Specdb::MsMs33938Specdb::MsMs33939Specdb::MsMs33940HMDB01178192187C0030116960ADENOSINE_DIPHOSPHATE_RIBOSEAPRAdenosine_diphosphate_riboseKeseler, 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-D114.22080510van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25.17765195Winder, 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 80:2939-2948.18331064Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597.17379776ADP-ribose pyrophosphataseQ93K97ADPP_ECOLInudFhttp://ecmdb.ca/proteins/Q93K97.xmlADP compounds hydrolase nudEP45799NUDE_ECOLInudEhttp://ecmdb.ca/proteins/P45799.xmlAdenosine diphosphate ribose + Water <> Adenosine monophosphate +2 Hydrogen ion + D-Ribose-5-phosphateR01054RXN0-1441Adenosine diphosphate ribose + Water <> Adenosine monophosphate + D-Ribose-5-phosphateR01054Water + NAD <> Hydrogen ion + Adenosine diphosphate ribose + NiacinamideNADNUCLEOSID-RXNAdenosine diphosphate ribose + Water > Hydrogen ion + Adenosine monophosphate + D-Ribose-5-phosphateRXN0-1441Adenosine diphosphate ribose + Water > Adenosine monophosphate + D-Ribose-5-phosphateAdenosine diphosphate ribose + Water <> Adenosine monophosphate +2 Hydrogen ion + D-Ribose-5-phosphate48 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L GlucoBioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h26.2uM0.037 oCBW25113Stationary Phase, glucose limited1048000Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597.17379776