Fructose-6-phosphate

Title: Fructose-6-phosphate
CAS Registry Number: 643-13-0
CAS Name: D-Fructose 6-(dihydrogen phosphate)
Additional Names: D-fructose-6-phosphoric acid; fructose monophosphate; hexose phosphate; hexose monophosphate; Neuberg ester
Molecular Formula: C6H13O9P
Molecular Weight: 260.14
Percent Composition: C 27.70%, H 5.04%, O 55.35%, P 11.91%
Literature References: Present in animal tissues as an equilibrium mixture with glucose-6-phosphate. The glucose-6-phosphate may be reversibly transformed into fructose-6-phosphate by the enzyme phosphohexose isomerase. Prepn by hydrolysis of 1,6-fructose diphosphate with dil acid: Neuberg, Biochem. Z. 88, 432 (1917); DE 334250 (Bayer); Chem. Zentralbl. 1921, II, 961; Frdl. 13, 948. Role in metabolic regulation and heat generation: E. A. Newsholme, Biochem. Soc. Trans. 4, 978 (1976).
Properties: Very sol in water. [a]D21 +2.5° (c = 3), Meyerhof, Lohmann, Biochem. Z. 185, 117 (1927). [a]D +1.2° (c = 0.9), Lohmann, ibid. 262, 145 (1933). The magnesium and zinc salts also are sol in water. The equilibrium mixture of 75-80% glucose-6-phosphate and 20-25% fructose-6-phosphate is called lactacidogen or Embden ester.
Optical Rotation: [a]D21 +2.5° (c = 3), Meyerhof, Lohmann, Biochem. Z. 185, 117 (1927); [a]D +1.2° (c = 0.9), Lohmann, ibid. 262, 145 (1933)
Fucosamine Fucosterol Fucoxanthin Fucus Fulvestrant

Fructose 6-phosphate
Beta-D-fructose-6-phosphate wpmp.png
Identifiers
Abbreviations F6P
CAS number 643-13-0 YesY
PubChem 444848
ChemSpider 392657 YesY
ChEBI CHEBI:15946 N
Jmol-3D images Image 1
Properties
Molecular formula C6H13O9P
Molar mass 260.14 g/mol
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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.