2.02012-05-31 13:46:27 -06002015-09-13 12:56:10 -0600ECMDB01151M2MDB000276D-AlloseAllose is an aldohexose sugar. It is a rare monosaccharide that can be used by E. coli as a carbon source. Allose is a C-3 epimer of glucose. It is soluble in water and practically insoluble in methanol. It is transported into E. coli by the D-allose periplasmic binding protein. It is a substrate for D-allose kinase.β-D-alloseALLOSEb-D-AllopyranoseB-D-Alloseb-delta-Allopyranoseb-delta-Alloseb-δ-Allopyranoseb-δ-AlloseBeta-D-AllopyranoseBeta-D-AlloseBeta-delta-AllopyranoseBeta-delta-AlloseD-AlloseDelta-AlloseDl-Alloseβ-D-Allopyranoseβ-D-Alloseβ-δ-Allopyranoseβ-δ-Alloseδ-AlloseC6H12O6180.1559180.063388116(3R,4R,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrolD-allopyranose6038-51-3[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])OInChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m1/s1WQZGKKKJIJFFOK-IVMDWMLBSA-NSolidCytosolExtra-organismPeriplasmlogp-2.57logs0.64solubility7.82e+02 g/lmelting_point128.0-128.5oClogp-2.9pka_strongest_acidic11.3pka_strongest_basic-3iupac(3R,4R,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrolaverage_mass180.1559mono_mass180.063388116smiles[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])OformulaC6H12O6inchiInChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m1/s1inchikeyWQZGKKKJIJFFOK-IVMDWMLBSA-Npolar_surface_area110.38refractivity35.92polarizability16.15rotatable_bond_count1acceptor_count6donor_count5physiological_charge0formal_charge0Fructose and mannose metabolismec00051Microbial metabolism in diverse environmentsec01120ABC transportersec02010D-allose degradationPWY0-44Specdb::CMs30506Specdb::CMs30507Specdb::NmrOneD259528Specdb::NmrOneD259529Specdb::NmrOneD259530Specdb::NmrOneD259531Specdb::NmrOneD259532Specdb::NmrOneD259533Specdb::NmrOneD259534Specdb::NmrOneD259535Specdb::NmrOneD259536Specdb::NmrOneD259537Specdb::NmrOneD259538Specdb::NmrOneD259539Specdb::NmrOneD259540Specdb::NmrOneD259541Specdb::NmrOneD259542Specdb::NmrOneD259543Specdb::NmrOneD259544Specdb::NmrOneD259545Specdb::NmrOneD259546Specdb::NmrOneD259547Specdb::MsMs26996Specdb::MsMs26997Specdb::MsMs26998Specdb::MsMs33554Specdb::MsMs33555Specdb::MsMs33556HMDB0115110228813076841C0148717393ALLOSEAlloseKeseler, 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 80:2939-2948.18331064Menavuvu Buetusiwa Thomas; Poonperm Wayoon; Leang Khim; Noguchi Naoki; Okada Hiromi; Morimoto Kenji; Granstrom Tom Birger; Takada Goro; Izumori Ken Efficient biosynthesis of D-allose from D-psicose by cross-linked recombinant L-rhamnose isomerase: separahttp://hmdb.ca/system/metabolites/msds/000/001/033/original/HMDB01151.pdf?1358462566D-allose kinaseP32718ALSK_ECOLIalsKhttp://ecmdb.ca/proteins/P32718.xmlD-allose import ATP-binding protein AlsAP32721ALSA_ECOLIalsAhttp://ecmdb.ca/proteins/P32721.xmlD-allose transport system permease protein AlsCP32720ALSC_ECOLIalsChttp://ecmdb.ca/proteins/P32720.xmlD-allose-binding periplasmic proteinP39265ALSB_ECOLIalsBhttp://ecmdb.ca/proteins/P39265.xmlD-allose import ATP-binding protein AlsAP32721ALSA_ECOLIalsAhttp://ecmdb.ca/proteins/P32721.xmlSugar efflux transporter CP31436SETC_ECOLIsetChttp://ecmdb.ca/proteins/P31436.xmlD-allose transport system permease protein AlsCP32720ALSC_ECOLIalsChttp://ecmdb.ca/proteins/P32720.xmlD-allose-binding periplasmic proteinP39265ALSB_ECOLIalsBhttp://ecmdb.ca/proteins/P39265.xmlOuter membrane protein NP77747OMPN_ECOLIompNhttp://ecmdb.ca/proteins/P77747.xmlOuter membrane pore protein EP02932PHOE_ECOLIphoEhttp://ecmdb.ca/proteins/P02932.xmlOuter membrane protein FP02931OMPF_ECOLIompFhttp://ecmdb.ca/proteins/P02931.xmlOuter membrane protein CP06996OMPC_ECOLIompChttp://ecmdb.ca/proteins/P06996.xmlAdenosine triphosphate + Water + D-Allose > ADP + D-Allose + Hydrogen ion + PhosphateABC-42-RXNAdenosine triphosphate + Water + D-Allose > ADP + D-Allose + Hydrogen ion + PhosphateABC-42-RXND-Allose + Adenosine triphosphate > ADP + D-Allose 6-phosphate + Hydrogen ionALLOSE-KINASE-RXND-Allose + Adenosine triphosphate + Water > D-Allose + ADP + Phosphate + Hydrogen ionABC-42-RXND-Allose + Adenosine triphosphate + Water > D-Allose + ADP + Phosphate + Hydrogen ionABC-42-RXNAdenosine triphosphate + D-Allose > ADP + D-Allose 6-phosphateAdenosine triphosphate + D-Allose <> ADP + D-Allose 6-phosphateR03576