2.02012-07-30 14:55:30 -06002015-06-03 17:21:15 -0600ECMDB21367M2MDB001763Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinoseUridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose is a member of the chemical class known as Pyrimidine Ribonucleoside Diphosphates. These are pyrimidine ribobucleotides with diphosphate group linked to the ribose moiety. UDP-β-(4-deoxy-4-formamido-L-arabinose)UDP-β-L-Ara4FNUDP-b-(4-Deoxy-4-formamido-L-arabinose)UDP-b-L-Ara4fnUDP-beta-(4-Deoxy-4-formamido-L-arabinose)UDP-beta-L-Ara4FNUDP-L-Ara4-Formyl-NUDP-L-Ara4FNUDP-β-(4-Deoxy-4-formamido-L-arabinose)UDP-β-L-Ara4fnUridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinoseC15H21N3O16P2561.2853561.039704663N-[(3S,4S,5R,6R)-6-({[({[(2R,3S,4R)-3,4-dihydroxy-5-(4-oxido-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-4,5-dihydroxyoxan-3-yl]carboximidateN-[(3S,4S,5R,6R)-6-[({[(2R,3S,4R)-3,4-dihydroxy-5-(4-oxido-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-4,5-dihydroxyoxan-3-yl]carboximidate[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])OC[C@]([H])(N=C[O-])[C@]([H])(O)[C@@]2([H])O)OC([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])OInChI=1S/C15H23N3O16P2/c19-5-16-6-3-30-14(12(24)9(6)21)33-36(28,29)34-35(26,27)31-4-7-10(22)11(23)13(32-7)18-2-1-8(20)17-15(18)25/h1-2,5-7,9-14,21-24H,3-4H2,(H,16,19)(H,26,27)(H,28,29)(H,17,20,25)/p-2/t6-,7+,9-,10+,11+,12+,13?,14+/m0/s1QGYFHZBDXXNYAX-CCMGQBSKSA-LCytosollogp-1.48logs-1.29solubility3.05e+01 g/llogp-4.6pka_strongest_acidic1.61pka_strongest_basic2.53iupacN-[(3S,4S,5R,6R)-6-({[({[(2R,3S,4R)-3,4-dihydroxy-5-(4-oxido-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-4,5-dihydroxyoxan-3-yl]carboximidateaverage_mass561.2853mono_mass561.039704663smiles[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])OC[C@]([H])(N=C[O-])[C@]([H])(O)[C@@]2([H])O)OC([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])OformulaC15H21N3O16P2inchiInChI=1S/C15H23N3O16P2/c19-5-16-6-3-30-14(12(24)9(6)21)33-36(28,29)34-35(26,27)31-4-7-10(22)11(23)13(32-7)18-2-1-8(20)17-15(18)25/h1-2,5-7,9-14,21-24H,3-4H2,(H,16,19)(H,26,27)(H,28,29)(H,17,20,25)/p-2/t6-,7+,9-,10+,11+,12+,13?,14+/m0/s1inchikeyQGYFHZBDXXNYAX-CCMGQBSKSA-Lpolar_surface_area292.82refractivity129.05polarizability45.63rotatable_bond_count9acceptor_count15donor_count6physiological_charge-1formal_charge-2Amino sugar and nucleotide sugar metabolismec00520polymyxin resistancePWY0-1338Specdb::NmrOneD283369Specdb::NmrOneD283370Specdb::NmrOneD283371Specdb::NmrOneD283372Specdb::NmrOneD283373Specdb::NmrOneD283374Specdb::NmrOneD283375Specdb::NmrOneD283376Specdb::NmrOneD283377Specdb::NmrOneD283378Specdb::NmrOneD283379Specdb::NmrOneD283380Specdb::NmrOneD283381Specdb::NmrOneD283382Specdb::NmrOneD283383Specdb::NmrOneD283384Specdb::NmrOneD283385Specdb::NmrOneD283386Specdb::NmrOneD283387Specdb::NmrOneD283388Specdb::MsMs23951Specdb::MsMs23952Specdb::MsMs23953Specdb::MsMs30749Specdb::MsMs30750Specdb::MsMs3075125245185C1615447027UDP-L-ARA4-FORMYL-NKeseler, 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-D590.21097882van 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 370:17-25.17765195Bifunctional polymyxin resistance protein ArnAP77398ARNA_ECOLIarnAhttp://ecmdb.ca/proteins/P77398.xmlUndecaprenyl-phosphate 4-deoxy-4-formamido-L-arabinose transferaseP77757ARNC_ECOLIarnChttp://ecmdb.ca/proteins/P77757.xmlUndecaprenyl phosphate + Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose > Undecaprenyl phosphate-4-amino-4-formyl-L-arabinose + Uridine 5'-diphosphateN10-Formyl-THF + Uridine 5''-diphospho-{beta}-4-deoxy-4-amino-L-arabinose <> Hydrogen ion + Tetrahydrofolic acid + Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinoseR07660RXN0-1862N10-Formyl-THF + Uridine 5''-diphospho-{beta}-4-deoxy-4-amino-L-arabinose <> Tetrahydrofolic acid + Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinoseR07660Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose + Di-trans,poly-cis-undecaprenyl phosphate <> Undecaprenyl phosphate alpha-L-Ara4FN + Uridine 5'-diphosphate + 4-Amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,octa-cis-undecaprenyl phosphateR07661Uridine 5''-diphospho-{beta}-4-deoxy-4-amino-L-arabinose + N10-Formyl-THF > Hydrogen ion + Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose + Tetrahydrofolic acidRXN0-1862Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose + Di-trans,poly-cis-undecaprenyl phosphate > 4-deoxy-4-formamido-α-L-arabinopyranosyl <i>ditrans,octacis</i>-undecaprenyl phosphate + Uridine 5'-diphosphateRXN0-3521