Fructose 6-phosphate 5712191 210656694 2008-05-06T21:04:49Z Rockfang 5403270 changing stub name per [[Wikipedia:Stub_types_for_deletion/Log/2008/March/19|SfD]] using [[Project:AutoWikiBrowser|AWB]] {{chembox new | ImageFile = beta-D-fructose-6-phosphate_wpmp.png | ImageSize = 150px | IUPACName = [(2R,3R,4S)-3,4,5-trihydroxy-5-<br>(hydroxymethyl)oxolan-2-yl]<br>methoxyphosphonic acid | OtherNames = β-D-fructose 6-phosphate, <br>fructose 6-phosphate | Abbreviations = F6P | Formula = C<sub>6</sub>H<sub>13</sub>O<sub>9</sub>P | MolarMass = 262.1535 g/mol | CASNo = 643-13-0 | Density = | Solubility = | MeltingPt = | BoilingPt = | pKa = | pKb = | IsoelectricPt = | DeltaHf = | DeltaHc = | EINECS = | PubChem = | SMILES = O1C(CO)(O)C(O)C(O)C1COP<br>(O)(O)=O | InChI = }} '''Fructose 6-phosphate''' (also known as the '''Neuberg ester''') is [[fructose]] sugar [[phosphorylated]] on carbon 6 (ie. is a [[fructosephosphate]]). The β-<small>D</small>-form of this compound is very common in [[cell (biology)|cells]]. The vast majority of [[glucose]] and fructose entering a cell will become converted to this at some point. The name ''Neuberg ester'' comes from the German biochemist [[Carl Neuberg]]. ==History== In 1918, [[Carl Neuberg]] found that the compound (only later identified as fructose 6-phosphate) could be produced by mild acid hydrolysis of "Harden-Young ester" ([[fructose 2,6-bisphosphate]]).<ref>Fruton, Joseph S. ''Proteins, Enzymes, Genes: The Interplay of Chemistry and Biology''. Yale University Press: New Haven, 1999. p 292</ref> ==Fructose 6-phosphate in glycolysis== Fructose 6-phosphate lies within the [[glycolysis]] [[metabolic pathway]] and is produced by isomerisation of [[glucose 6-phosphate]]. It is in turn further phosphorylated to [[fructose-1,6-bisphosphate]]. {{-}} {{Biochemical Reaction |reaction_A_major_substrate=α-<small>D</small>-[[glucose 6-phosphate]] |reaction_A_major_substrate_image=alpha-D-glucose-6-phosphate_wpmp.png |reaction_A_foward_enzyme=[[Phosphoglucose isomerase]] |reaction_A_reverse_enzyme=[[Phosphoglucose isomerase]] |reaction_A_reaction_direction_(foward/reversible/reverse)=reversible |reaction_A_minor_reverse_product(s)= |reaction_A_minor_reverse_substrate(s)= |reaction_A_minor_foward_substrate(s)= |reaction_A_minor_foward_product(s)= |reaction_A_major_product=β-<small>D</small>-[[fructose 6-phosphate]] |reaction_A_major_product_image=beta-D-fructose-6-phosphate_wpmp.png |reaction_B_foward_enzyme=[[Phosphofructokinase-1]] |reaction_B_reverse_enzyme=[[Fructose bisphosphatase]] |reaction_B_reaction_direction_(foward/reversible/reverse)=reversible |reaction_B_minor_foward_substrate(s)=[[adenosine triphosphate|ATP]] |reaction_B_minor_foward_product(s)=[[ADP]] |reaction_B_minor_reverse_product(s)=P<sub>i</sub> |reaction_B_minor_reverse_substrate(s)=H<sub>2</sub>O |reaction_B_major_product=β-<small>D</small>-[[fructose 1,6-bisphosphate]] |reaction_B_major_product_image=beta-D-fructose-1,6-bisphosphate_wpmp.png }} {{KEGG compound|C00668}} {{KEGG enzyme|5.3.1.9}} {{KEGG compound|C05345}} {{KEGG enzyme|2.7.1.11}} {{KEGG enzyme|3.1.3.11}} {{KEGG reaction|}} {{KEGG compound|C05378}} ==Fructose 6-phosphate isomerism== {{main|Fructose}} Fructose 6-phosphate has only one biologically active [[isomer]], the β-<small>D</small>-form. There are many other isomers, analogous to those of fructose. ==See also== * [[Phosphofructokinase 2]] is [[Fructose 2,6-bisphosphatase]]. This is one of the regulatory reactions of glycolysis. * [[Mannose phosphate isomerase]] creates [[mannose-6-phosphate]]. {{Glycolysis}} ==References== {{reflist}} {{metabolism-stub}} [[Category:Organophosphates]] [[de:Fructose-6-phosphat]] [[it:Fruttosio 6-fosfato]] [[ja:フルクトース-6-リン酸]] [[pt:Frutose-6-fosfato]] [[zh:果糖-6-磷酸]]