Fructose 6-phosphate

Fructose 6-phosphate
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
Identifiers
Abbreviations	F6P
CAS number	643-13-0 Y
PubChem	444848
ChemSpider	392657 Y
Jmol-3D images	Image 1
SMILES O=P(O)(O)OC[C@H]1O[C@@](O)(CO)[C@@H](O)[C@@H]1O
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
Properties
Molecular formula	C6H13O9P
Molar mass	260.14 g/mol
Y 6-phosphate (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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.

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
				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.

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.

References

1. ^ Fruton, Joseph S. Proteins, Enzymes, Genes: The Interplay of Chemistry and Biology. Yale University Press: New Haven, 1999. p 292

This article about metabolism is a stub. You can help Wikipedia by expanding it.v · Categories: Glycolysis Organophosphates Biochemistry stubs Wikimedia Foundation. 2010. Игры ⚽ Нужно сделать НИР? Fructose 1,6-bisphosphate Chhabra Look at other dictionaries: Fructose-6-phosphate — D fructose 6 phosphate       …   Wikipédia en Français Fructose-1-phosphate — Chembox new ImageFile=Fructose 1 phosphate.png ImageSize= IUPACName= [2,3,4 Trihydroxy 5 (hydroxymethyl)oxolan 2 yl] methoxyphosphonic acid OtherNames= Section1= Chembox Identifiers CASNo=15978 08 2 PubChem=717… …   Wikipedia fructose-6-phosphate — fructose 6 phos·phate fäs .fāt n a phosphate of fructose C6H13O9P that is formed as an intermediate in carbohydrate metabolism and can be reversibly converted to glucose 6 phosphate …   Medical dictionary Fructose-6-phosphate phosphoketolase — In enzymology, a fructose 6 phosphate phosphoketolase (EC number|4.1.2.22) is an enzyme that catalyzes the chemical reaction:D fructose 6 phosphate + phosphate ightleftharpoons acetyl phosphate + D erythrose 4 phosphate + H2OThus, the two… …   Wikipedia fructose 1-phosphate — A fructose derivative that accumulates in individuals with hereditary fructose intolerance. * * * an intermediate in fructose metabolism …   Medical dictionary fructose 6-phosphate — An intermediate in glycolysis and in transketolation of erythrose 4 phosphate. SYN: Neuberg ester. * * * an intermediate in the Embden Meyerhof pathway (q.v.) of glucose metabolism …   Medical dictionary fructose 1-phosphate aldolase — fruc·tose 1 phos·phate al·do·lase (frookґtōs fosґfāt alґdo lās) fructose bisphosphate aldolase, isozyme B …   Medical dictionary Diphosphate-fructose-6-phosphate 1-phosphotransferase — In enzymology, a diphosphate fructose 6 phosphate 1 phosphotransferase (EC number|2.7.1.90) is an enzyme that catalyzes the chemical reaction:diphosphate + D fructose 6 phosphate ightleftharpoons phosphate + D fructose 1,6 bisphosphateThus, the… …   Wikipedia Glutamine-fructose-6-phosphate transaminase (isomerizing) — In enzymology, a glutamine fructose 6 phosphate transaminase (isomerizing) (EC number|2.6.1.16) is an enzyme that catalyzes the chemical reaction:L glutamine + D fructose 6 phosphate ightleftharpoons L glutamate + D glucosamine 6 phosphateThus,… …   Wikipedia Fructose — α D Fructofuranose et β D Fructofuranose …   Wikipédia en Français 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”