2.02015-09-08 17:50:23 -06002015-09-14 16:46:45 -0600ECMDB24247M2MDB006364β-D-fructofuranose 1-phosphatebeta-D-fructofuranose 1-phosphate is an intermediate in fructose degradation pathway in E.coli. It is a substrate for the enzyme 1-phosphofructokinase which catalyzes the reaction ATP + beta-D-fructofuranose 1-phosphate -> ADP + fructose 1,6-bisphosphate + H+ (BioCyc compound: FRU1P).β-D-fructofuranose 1-phosphoric acidC6H11O9P258.12258.015166092[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphate[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphateOCC1OC(O)(COP([O-])([O-])=O)C(O)C1OInChI=1S/C6H13O9P/c7-1-3-4(8)5(9)6(10,15-3)2-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/p-2RHKKZBWRNHGJEZ-UHFFFAOYSA-Llogp-2.15logs-0.60solubility7.33e+01 g/llogp-2.9pka_strongest_acidic1.16pka_strongest_basic-3iupac[2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphateaverage_mass258.12mono_mass258.015166092smilesOCC1OC(O)(COP([O-])([O-])=O)C(O)C1OformulaC6H11O9PinchiInChI=1S/C6H13O9P/c7-1-3-4(8)5(9)6(10,15-3)2-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/p-2inchikeyRHKKZBWRNHGJEZ-UHFFFAOYSA-Lpolar_surface_area162.57refractivity44.99polarizability20.38rotatable_bond_count4acceptor_count8donor_count4physiological_charge-2formal_charge-2fructose metabolismFructose metabolism begins with the transport of Beta-D-fructofuranose through a fructose PTS permease, resulting in a Beta-D-fructofuranose 1-phosphate. This compound is phosphorylated by an ATP driven 1-phosphofructokinase resulting in a fructose 1,6-biphosphate. This compound can either react with a fructose bisphosphate aldolase class 1 resulting in D-glyceraldehyde 3-phosphate and a dihydroxyacetone phosphate or through a fructose biphosphate aldolase class 2 resulting in a D-glyceraldehyde 3-phosphate. This compound can then either react in a reversible triosephosphate isomerase resulting in a dihydroxyacetone phosphate or react with a phosphate through a NAD dependent Glyceraldehyde 3-phosphate dehydrogenase resulting in a glyceric acid 1,3-biphosphate. This compound is desphosphorylated by a phosphoglycerate kinase resulting in a 3-phosphoglyceric acid.This compound in turn can either react with a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase or a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase resulting in a 2-phospho-D-glyceric acid. This compound interacts with an enolase resulting in a phosphoenolpyruvic acid and water. Phosphoenolpyruvic acid can react either through a AMP driven phosphoenoylpyruvate synthase or a ADP driven pyruvate kinase protein complex resulting in a pyruvic acid.
Pyruvic acid reacts with CoA through a NAD driven pyruvate dehydrogenase complex resulting in a carbon dioxide and a Acetyl-CoA which gets incorporated into the TCA cycle pathway.
PW000913MetabolicSpecdb::NmrOneD288195Specdb::NmrOneD288196Specdb::NmrOneD288197Specdb::NmrOneD288198Specdb::NmrOneD288199Specdb::NmrOneD288200Specdb::NmrOneD288201Specdb::NmrOneD288202Specdb::NmrOneD288203Specdb::NmrOneD288204Specdb::NmrOneD288205Specdb::NmrOneD288206Specdb::NmrOneD288207Specdb::NmrOneD288208Specdb::NmrOneD288209Specdb::NmrOneD288210Specdb::NmrOneD288211Specdb::NmrOneD288212Specdb::NmrOneD288213Specdb::NmrOneD288214Specdb::MsMs23447Specdb::MsMs23448Specdb::MsMs23449Specdb::MsMs30245Specdb::MsMs30246Specdb::MsMs302471-phosphofructokinaseP0AEW9K1PF_ECOLIfruKhttp://ecmdb.ca/proteins/P0AEW9.xmlPTS system fructose-specific EIIBC componentP20966PTFBC_ECOLIfruAhttp://ecmdb.ca/proteins/P20966.xmlMultiphosphoryl transfer proteinP69811PTFAH_ECOLIfruBhttp://ecmdb.ca/proteins/P69811.xmlPTS system fructose-specific EIIBC componentP20966PTFBC_ECOLIfruAhttp://ecmdb.ca/proteins/P20966.xmlβ-D-fructofuranose 1-phosphate + Adenosine triphosphate > Adenosine diphosphate + Hydrogen ion + Fructose 1,6-bisphosphate + ADP + Fructose 1,6-bisphosphatePW_R003439β-D-fructofuranose + PtsI - his 189 phosphorylated + D-Fructose > β-D-fructofuranose 1-phosphate + PTS enzyme IPW_RCT000139