2.0 2012-05-31 13:46:27 -0600 2015-09-13 12:56:10 -0600 ECMDB01151 M2MDB000276 D-Allose Allose 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. &beta;-D-allose ALLOSE b-D-Allopyranose B-D-Allose b-delta-Allopyranose b-delta-Allose b-δ-Allopyranose b-δ-Allose Beta-D-Allopyranose Beta-D-Allose Beta-delta-Allopyranose Beta-delta-Allose D-Allose Delta-Allose Dl-Allose β-D-Allopyranose β-D-Allose β-δ-Allopyranose β-δ-Allose δ-Allose C6H12O6 180.1559 180.063388116 (3R,4R,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol D-allopyranose 6038-51-3 [H]C1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m1/s1 WQZGKKKJIJFFOK-IVMDWMLBSA-N Solid Cytosol Extra-organism Periplasm logp -2.57 ALOGPS logs 0.64 ALOGPS solubility 7.82e+02 g/l ALOGPS melting_point 128.0-128.5oC logp -2.9 ChemAxon pka_strongest_acidic 11.3 ChemAxon pka_strongest_basic -3 ChemAxon iupac (3R,4R,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol ChemAxon average_mass 180.1559 ChemAxon mono_mass 180.063388116 ChemAxon smiles [H]C1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O ChemAxon formula C6H12O6 ChemAxon inchi InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m1/s1 ChemAxon inchikey WQZGKKKJIJFFOK-IVMDWMLBSA-N ChemAxon polar_surface_area 110.38 ChemAxon refractivity 35.92 ChemAxon polarizability 16.15 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Fructose and mannose metabolism ec00051 Microbial metabolism in diverse environments ec01120 ABC transporters ec02010 D-allose degradation PWY0-44 Specdb::CMs 30506 Specdb::CMs 30507 Specdb::NmrOneD 259528 Specdb::NmrOneD 259529 Specdb::NmrOneD 259530 Specdb::NmrOneD 259531 Specdb::NmrOneD 259532 Specdb::NmrOneD 259533 Specdb::NmrOneD 259534 Specdb::NmrOneD 259535 Specdb::NmrOneD 259536 Specdb::NmrOneD 259537 Specdb::NmrOneD 259538 Specdb::NmrOneD 259539 Specdb::NmrOneD 259540 Specdb::NmrOneD 259541 Specdb::NmrOneD 259542 Specdb::NmrOneD 259543 Specdb::NmrOneD 259544 Specdb::NmrOneD 259545 Specdb::NmrOneD 259546 Specdb::NmrOneD 259547 Specdb::MsMs 26996 Specdb::MsMs 26997 Specdb::MsMs 26998 Specdb::MsMs 33554 Specdb::MsMs 33555 Specdb::MsMs 33556 HMDB01151 102288 13076841 C01487 17393 ALLOSE Allose 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 van 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. 17765195 Winder, 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. 18331064 Menavuvu 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: separa http://hmdb.ca/system/metabolites/msds/000/001/033/original/HMDB01151.pdf?1358462566 D-allose kinase P32718 ALSK_ECOLI alsK http://ecmdb.ca/proteins/P32718.xml D-allose import ATP-binding protein AlsA P32721 ALSA_ECOLI alsA http://ecmdb.ca/proteins/P32721.xml D-allose transport system permease protein AlsC P32720 ALSC_ECOLI alsC http://ecmdb.ca/proteins/P32720.xml D-allose-binding periplasmic protein P39265 ALSB_ECOLI alsB http://ecmdb.ca/proteins/P39265.xml D-allose import ATP-binding protein AlsA P32721 ALSA_ECOLI alsA http://ecmdb.ca/proteins/P32721.xml Sugar efflux transporter C P31436 SETC_ECOLI setC http://ecmdb.ca/proteins/P31436.xml D-allose transport system permease protein AlsC P32720 ALSC_ECOLI alsC http://ecmdb.ca/proteins/P32720.xml D-allose-binding periplasmic protein P39265 ALSB_ECOLI alsB http://ecmdb.ca/proteins/P39265.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml Adenosine triphosphate + Water + D-Allose > ADP + D-Allose + Hydrogen ion + Phosphate ABC-42-RXN Adenosine triphosphate + Water + D-Allose > ADP + D-Allose + Hydrogen ion + Phosphate ABC-42-RXN D-Allose + Adenosine triphosphate > ADP + D-Allose 6-phosphate + Hydrogen ion ALLOSE-KINASE-RXN D-Allose + Adenosine triphosphate + Water > D-Allose + ADP + Phosphate + Hydrogen ion ABC-42-RXN D-Allose + Adenosine triphosphate + Water > D-Allose + ADP + Phosphate + Hydrogen ion ABC-42-RXN Adenosine triphosphate + D-Allose > ADP + D-Allose 6-phosphate Adenosine triphosphate + D-Allose <> ADP + D-Allose 6-phosphate R03576