2.02012-05-31 13:57:58 -06002015-06-03 15:54:20 -0600ECMDB03174M2MDB0004802-Deoxyglucose2-Deoxyglucose is a glucose molecule that has the 2-hydroxyl group replaced by hydrogen, so that it cannot undergo further glycolysis. It can be used as a glycolysis inhibitor. 2-deoxyglucose is taken up by E. coli and is phosphorylated to 2-deoxyglucose-6P. Glucosamine, mannose and 2-deoxyglucose enter Escherichia coli by the component of the phosphotransferase system coded for by the gene ptsM. 2-Deoxyglucose is an unnatural glucose analog and is not considered a natural E. coli substrate or metabolite. 2-Deoxyglucose is a relatively rare yet natural monosaccharide that can be made from D-glucose, D-aminoglucose and a variety of amino-polysaccharides.2-Deoxy-D-arabino-hexopyranose2-Deoxy-D-arabino-hexose2-Deoxy-D-arabinohexose2-Deoxy-D-glucose2-Deoxy-D-mannose2-deoxyglucose2-Deoxyhexose2-Desoxy-D-glucoseD-2-DeoxyglucoseD-2dGlcD-Arabino-2-DeoxyhexoseD-Arabino-Hexose, 2-deoxy- ( )DeoxyglucoseC6H12O5164.1565164.068473494(3R,4S,5R)-3,4,5,6-tetrahydroxyhexanaldeoxyglucose154-17-6[H]C([H])(C=O)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(O)COInChI=1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2/t4-,5-,6+/m1/s1VRYALKFFQXWPIH-PBXRRBTRSA-NSolidCytoplasmPeriplasmlogp-1.95logs0.36solubility3.79e+02 g/lmelting_point146.5 oClogp-2.9pka_strongest_acidic12.84pka_strongest_basic-3iupac(3R,4S,5R)-3,4,5,6-tetrahydroxyhexanalaverage_mass164.1565mono_mass164.068473494smiles[H]C([H])(C=O)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(O)COformulaC6H12O5inchiInChI=1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2/t4-,5-,6+/m1/s1inchikeyVRYALKFFQXWPIH-PBXRRBTRSA-Npolar_surface_area97.99refractivity36.01polarizability15.47rotatable_bond_count5acceptor_count5donor_count4physiological_charge0formal_charge0inner membrane transportlist of inner membrane transport complexes, transporting compounds from the periplasmic space to the cytosol
This pathway should be updated regularly with the new inner membrae transports addedPW000786MetabolicSpecdb::CMs1447Specdb::CMs1449Specdb::CMs2990Specdb::CMs32049Specdb::CMs32050Specdb::CMs48930Specdb::CMs130631Specdb::CMs138365Specdb::NmrOneD67012Specdb::NmrOneD67013Specdb::NmrOneD67014Specdb::NmrOneD67015Specdb::NmrOneD67016Specdb::NmrOneD67017Specdb::NmrOneD67018Specdb::NmrOneD67019Specdb::NmrOneD67020Specdb::NmrOneD67021Specdb::NmrOneD67022Specdb::NmrOneD67023Specdb::NmrOneD67024Specdb::NmrOneD67025Specdb::NmrOneD67026Specdb::NmrOneD67027Specdb::NmrOneD67028Specdb::NmrOneD67029Specdb::NmrOneD67030Specdb::NmrOneD67031Specdb::MsMs25790Specdb::MsMs25791Specdb::MsMs25792Specdb::MsMs32348Specdb::MsMs32349Specdb::MsMs32350Specdb::MsMs2296364Specdb::MsMs2296365Specdb::MsMs2296366Specdb::MsMs2641948Specdb::MsMs2641949Specdb::MsMs264195097292C005862-DEOXY-D-GLUCOSEKeseler, 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 370:17-25.17765195PTS system mannose-specific EIIAB componentP69797PTNAB_ECOLImanXhttp://ecmdb.ca/proteins/P69797.xmlMannose permease IIC componentP69801PTNC_ECOLImanYhttp://ecmdb.ca/proteins/P69801.xmlMannose permease IID componentP69805PTND_ECOLImanZhttp://ecmdb.ca/proteins/P69805.xml2-deoxyglucose-6-P phosphataseP77247yniChttp://ecmdb.ca/proteins/P77247.xmlMannose permease IIC componentP69801PTNC_ECOLImanYhttp://ecmdb.ca/proteins/P69801.xmlMannose permease IID componentP69805PTND_ECOLImanZhttp://ecmdb.ca/proteins/P69805.xmlWater + 2-Deoxy-D-glucose 6-phosphate > Phosphate + 2-Deoxyglucose3.1.3.68-RXN2-Deoxy-D-glucose 6-phosphate + Water > 2-Deoxyglucose + Inorganic phosphate2-Deoxyglucose + HPr - phosphorylated > 2-Deoxy-D-glucose 6-phosphate + HPrPW_RCT000178