Fructose 6-phosphate

Fructose 6-phosphate

Names
IUPAC names [(2R,3R,4S)-3,4,5-trihydroxy-5- (hydroxymethyl)oxolan-2-yl] methoxyphosphonic acid
Other names β-D-fructose 6-phosphate, fructose 6-phosphate
Identifiers
CAS Number	643-13-0 Y
Abbreviations	F6P
ChEBI	CHEBI:16084 N
ChemSpider	392657 Y
Jmol 3D model	Interactive image
PubChem	444848
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/s1 Y Key: BGWGXPAPYGQALX-ZXXMMSQZSA-N Y 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/s1 Key: BGWGXPAPYGQALX-ZXXMMSQZBI
SMILES O=P(O)(O)OC[C@H]1O[C@@](O)(CO)[C@@H](O)[C@@H]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 [77 °F], 100 kPa).
N verify (what is YN ?)
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.

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.

α-D-glucose 6-phosphate	Phosphoglucose isomerase		β-D-fructose 6-phosphate	Phosphofructokinase-1		β-D-fructose 1,6-bisphosphate
				ATP	ADP
				Pi	H2O
	Phosphoglucose isomerase			Fructose bisphosphatase

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 [1] at KEGG Pathway Database. Compound C05378 at KEGG Pathway Database.

Click on genes, proteins and metabolites below to link to respective articles.

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File:WP534.png

Glycolysis and Gluconeogenesis edit

See also

• Mannose phosphate isomerase