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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
Abbreviations F6P
Molecular formula C6H13O9P
Molar mass 262. IUPAC Nomenclature is a system of naming Chemical compounds and of describing the science of Chemistry in general A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes Molar mass, symbol M, is the Mass of one mole of a substance ( Chemical element or Chemical compound) 1535 g/mol
CAS number [643-13-0]
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. CAS registry numbers are unique numerical identifiers for Chemical compounds Polymers biological sequences mixtures and Alloys They are also referred to In Chemistry, the standard state of a material is its state at 1 bar (100 Kilopascals exactly Fructose (also levulose or laevulose) is a simple reducing Sugar ( Monosaccharide) found in many foods and is one of the three Phosphorylation is the addition of a Phosphate (PO4 group to a Protein molecule or a small molecule is a fructosephosphate). Fructosephosphates are Sugar phosphates based upon Fructose, and are common in the Biochemistry of cells Fructosephosphates play integral The β-D-form of this compound is very common in cells. The cell is the structural and functional unit of all known living Organisms It is the smallest unit of an organism that is classified as living and is often called The vast majority of glucose and fructose entering a cell will become converted to this at some point. Glucose (Glc a Monosaccharide (or simple Sugar) also known as grape sugar, is an important Carbohydrate in Biology. The name Neuberg ester comes from the German biochemist Carl Neuberg. Carl Alexander Neuberg (1877-1956 was an early pioneer in Biochemistry, and often referred to as the "Father of Biochemistry"

Contents

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). Carl Alexander Neuberg (1877-1956 was an early pioneer in Biochemistry, and often referred to as the "Father of Biochemistry" Fructose 26-bisphosphate (or fructose 26-diphosphate) abbreviated Fru-26- P 2 is a metabolite which Allosterically affects the activity of [1]

Fructose 6-phosphate in glycolysis

Fructose 6-phosphate lies within the glycolysis metabolic pathway and is produced by isomerisation of glucose 6-phosphate. See also Gluconeogenesis, which carries out a process wherein glucose is synthesized rather than catabolized In Biochemistry, a metabolic pathway is a series of chemical reactions occurring within a cell. Glucose 6-phosphate (also known as Robison ester) is Glucose sugar Phosphorylated on carbon 6 It is in turn further phosphorylated to fructose-1,6-bisphosphate. Fructose 16-phosphate is Fructose sugar Phosphorylated on carbons 1 and 6 (ie

α-D-glucose 6-phosphate Phosphoglucose isomerase β-D-fructose 6-phosphate Phosphofructokinase-1 β-D-fructose 1,6-bisphosphate
image:alpha-D-glucose-6-phosphate_wpmp.png   image:beta-D-fructose-6-phosphate_wpmp.png   image:beta-D-fructose-1,6-bisphosphate_wpmp.png
ATP ADP
Pi H2O
   
  Phosphoglucose isomerase   Fructose bisphosphatase

Compound C00668 at KEGG Pathway Database. Glucose 6-phosphate (also known as Robison ester) is Glucose sugar Phosphorylated on carbon 6 Glucose-6-phosphate isomerase, or phosphoglucose isomerase, is an Enzyme ( that catalyzes the conversion of Glucose-6-phosphate into Fructose-6-phosphate Phosphofructokinase-1 (PFK-1 is the most important regulatory Enzyme ( of Glycolysis. Fructose 16-phosphate is Fructose sugar Phosphorylated on carbons 1 and 6 (ie Adenosine-5'-triphosphate ( ATP) is a multifunctional Nucleotide that is most important as a " molecular currency" of intracellular Energy Glucose-6-phosphate isomerase, or phosphoglucose isomerase, is an Enzyme ( that catalyzes the conversion of Glucose-6-phosphate into Fructose-6-phosphate KEGG ( Kyoto Encyclopedia of Genes and Genomes) is a collection of Online databases dealing with Genomes Enzymatic pathways and biological chemicals Enzyme 5.3.1.9 at KEGG Pathway Database. KEGG ( Kyoto Encyclopedia of Genes and Genomes) is a collection of Online databases dealing with Genomes Enzymatic pathways and biological chemicals Compound C05345 at KEGG Pathway Database. KEGG ( Kyoto Encyclopedia of Genes and Genomes) is a collection of Online databases dealing with Genomes Enzymatic pathways and biological chemicals Enzyme 2.7.1.11 at KEGG Pathway Database. KEGG ( Kyoto Encyclopedia of Genes and Genomes) is a collection of Online databases dealing with Genomes Enzymatic pathways and biological chemicals Enzyme 3.1.3.11 at KEGG Pathway Database. KEGG ( Kyoto Encyclopedia of Genes and Genomes) is a collection of Online databases dealing with Genomes Enzymatic pathways and biological chemicals Reaction [1] at KEGG Pathway Database. KEGG ( Kyoto Encyclopedia of Genes and Genomes) is a collection of Online databases dealing with Genomes Enzymatic pathways and biological chemicals Compound C05378 at KEGG Pathway Database. KEGG ( Kyoto Encyclopedia of Genes and Genomes) is a collection of Online databases dealing with Genomes Enzymatic pathways and biological chemicals

Fructose 6-phosphate isomerism

Main article: Fructose

Fructose 6-phosphate has only one biologically active isomer, the β-D-form. Fructose (also levulose or laevulose) is a simple reducing Sugar ( Monosaccharide) found in many foods and is one of the three This article is about the chemical concept For "isomerism" of atomic nuclei see Nuclear isomer. There are many other isomers, analogous to those of fructose.

See also

 v  d  e 
Glycolysis Metabolic Pathway
Glucose Hexokinase Glucose-6-phosphate Glucose-6-phosphate isomerase Fructose 6-phosphate 6-phosphofructokinase Fructose 1,6-bisphosphate Fructose bisphosphate aldolase Dihydroxyacetone phosphate Glyceraldehyde 3-phosphate Triosephosphate isomerase Glyceraldehyde 3-phosphate Glyceraldehyde-3-phosphate dehydrogenase
ATP ADP ATP ADP NAD+ + Pi NADH + H+
+ 2
NAD+ + Pi NADH + H+
1,3-Bisphosphoglycerate Phosphoglycerate kinase 3-Phosphoglycerate Phosphoglycerate mutase 2-Phosphoglycerate Phosphopyruvate hydratase(Enolase) Phosphoenolpyruvate Pyruvate kinase Pyruvate Pyruvate dehydrogenase Acetyl-CoA
ADP ATP H2O ADP ATP CoA + NAD+ NADH + H+ + CO2
2 2 2 2 2 2
ADP ATP H2O

References

  1. ^ Fruton, Joseph S. See also Gluconeogenesis, which carries out a process wherein glucose is synthesized rather than catabolized In Biochemistry, a metabolic pathway is a series of chemical reactions occurring within a cell. Glucose (Glc a Monosaccharide (or simple Sugar) also known as grape sugar, is an important Carbohydrate in Biology. Variation across species Hexokinases have been found in every organism checked ranging from bacteria, Yeast, and Plants to humans and other Vertebrates Glucose 6-phosphate (also known as Robison ester) is Glucose sugar Phosphorylated on carbon 6 Glucose-6-phosphate isomerase, or phosphoglucose isomerase, is an Enzyme ( that catalyzes the conversion of Glucose-6-phosphate into Fructose-6-phosphate Phosphofructokinase-1 (PFK-1 is the most important regulatory Enzyme ( of Glycolysis. Fructose 16-phosphate is Fructose sugar Phosphorylated on carbons 1 and 6 (ie Aldolase A is an Enzyme which catalyses one of the Aldol reactions: The substrate, Fructose 16-bisphosphate (F-16-BP is broken down into Dihydroxyacetone phosphate (DHAP is a biochemical compound involved in many reactions from the Calvin cycle in plants to the ether-lipid biosynthesis process in Leishmania Glyceraldehyde 3-phosphate, also known as triose phosphate or 3-phosphoglyceraldehyde and abbreviated as G3P, GADP, GAP or PGAL Triose-phosphate isomerase (TPI or TIM is an Enzyme ( that catalyzes the reversible interconversion of the Triose phosphate Isomers Glyceraldehyde 3-phosphate, also known as triose phosphate or 3-phosphoglyceraldehyde and abbreviated as G3P, GADP, GAP or PGAL Glyceraldehyde 3-phosphate dehydrogenase (abbreviated as GAPDH or less commonly as G3PDH ( is an Enzyme that catalyzes the sixth step of Overview Phosphoglycerate mutase (PGM is an Enzyme that catalyzes step 8 of Glycolysis. In Enzymology, a phosphopyruvate hydratase ( is an Enzyme that catalyzes the Chemical reaction 2-phospho-D-glycerate \rightleftharpoons Enolase also known as phosphopyruvate dehydratase is a Metalloenzyme responsible for the catalysis of 2-phosphoglycerate (2-PG to Phosphoenolpyruvate (PEP Phosphoenolpyruvate (synonyms phosphoenolpyruvic acid, PEP) is an important Chemical compound in Biochemistry. Reaction The reaction with pyruvate kinase pyruvate kinase PEP ----------> pyruvate / \ ADP ATP Pyruvic acid (CH3COCO2H is an alpha-keto acid. The Carboxylate Anion of pyruvic acid is known as pyruvate. Pyruvate dehydrogenase (E1 is the first component Enzyme of Pyruvate dehydrogenase complex (PDC Acetyl-CoA is an important molecule in metabolism used in many biochemical reactions Coenzyme A ( CoA, CoASH, or HSCoA) is a Coenzyme, notable for its role in the synthesis and oxidation of Fatty acids Proteins, Enzymes, Genes: The Interplay of Chemistry and Biology. Yale University Press: New Haven, 1999. p 292

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