Fructose 6-phosphate: Difference between revisions

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Revision as of 09:05, 21 April 2012

Fructose 6-phosphate
Names

IUPAC names methoxyphosphonic acid
Other names β-D-fructose 6-phosphate, fructose 6-phosphate
Identifiers
CAS Number	643-13-0
3D model (JSmol)	Interactive image
Abbreviations	F6P
ChemSpider	392657
ECHA InfoCard	100.010.360
PubChem CID	444848
CompTox Dashboard (EPA)	DTXSID80904350
InChI InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6+/m1/s1Key: BGWGXPAPYGQALX-ZXXMMSQZSA-N InChI=1/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6+/m1/s1Key: BGWGXPAPYGQALX-ZXXMMSQZBI
SMILES O=P(O)(O)OC1O(O)(CO)(O)1O
Properties
Chemical formula	C₆H₁₃O₉P
Molar mass	260.14 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

Fructose 6-phosphate (also known as the Neuberg ester) is fructose sugar phosphorylated on carbon 6 (i.e., is a fructosephosphate). The β-D-form of this compound is very common in 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).

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. Template:Biochemical Reaction Compound C00668 at KEGG Pathway Database. Enzyme 5.3.1.9 at KEGG Pathway Database. Compound C05345 at KEGG Pathway Database. Enzyme 2.7.1.11 at KEGG Pathway Database. Enzyme 3.1.3.11 at KEGG Pathway Database. Reaction at KEGG Pathway Database. Compound C05378 at KEGG Pathway Database.

v t e Glycolysis metabolic pathway
Glucose Hexokinase ATP ADP Glucose 6-phosphate Glucose-6-phosphate isomerase Fructose 6-phosphate Phosphofructokinase-1 ATP ADP Fructose 1,6-bisphosphate Fructose-bisphosphate aldolase Dihydroxyacetone phosphate + + Glyceraldehyde 3-phosphate Triosephosphate isomerase 2 × Glyceraldehyde 3-phosphate 2 × Glyceraldehyde-3-phosphate dehydrogenase NAD+ P_i NADH + H NAD+ P_i NADH + H 2 × 1,3-Bisphosphoglycerate 2 × Phosphoglycerate kinase ADP ATP ADP ATP 2 × 3-Phosphoglycerate 2 × Phosphoglycerate mutase 2 × 2-Phosphoglycerate 2 × Phosphopyruvate hydratase (enolase) H₂O H₂O 2 × Phosphoenolpyruvate 2 × Pyruvate kinase ADP ATP 2 × Pyruvate 2 ×