Fructose 6-phosphate
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| Fructose 6-phosphate | |
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| IUPAC name | [(2R,3R,4S)-3,4,5-trihydroxy-5- (hydroxymethyl)oxolan-2-yl] methoxyphosphonic acid |
| Other names | β-D-fructose 6-phosphate, fructose 6-phosphate |
| Abbreviations | F6P |
| Molecular formula | C6H13O9P |
| Molar mass | 262.1535 g/mol |
| CAS number | |
| SMILES | O1C(CO)(O)C(O)C(O)C1COP (O)(O)=O |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
Fructose 6-phosphate (also known as the Neuberg ester) is fructose sugar phosphorylated on carbon 6 (ie. 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.
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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).[1]
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.
| α-D-glucose 6-phosphate | Phosphoglucose isomerase | β-D-fructose 6-phosphate | Phosphofructokinase-1 | β-D-fructose 1,6-bisphosphate | ||
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| ATP | ADP | |||||
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| Pi | H2O | |||||
| Phosphoglucose isomerase | Fructose bisphosphatase | |||||
Fructose 6-phosphate isomerism
Fructose 6-phosphate has only one biologically active isomer, the β-D-form. There are many other isomers, analogous to those of fructose.
See also
- Phosphofructokinase 2 is Fructose 2,6-bisphosphate. This is one of the regulatory reactions of glycolysis.
- Mannose phosphate isomerase creates mannose-6-phosphate.
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References
Acknowledgement and Attribution Regarding Sources of Content
Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .






