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Dihydroxyacetone phosphate

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Dihydroxyacetone phosphate
Image:DHAP.png
Chemical name 1,3-Dihydroxy-2-propanone phosphate
Other names Dihydroxyacetone phosphate
DHAP
Chemical formula C3H7O6P
Molecular mass 170.06 g/mol
CAS number [57-04-5]
Melting point  ? °C
SMILES OCC(COP(O)(O)=O)=O
Disclaimer and references

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 mexicana. Its major biochemical role is in the glycolysis metabolic pathway. DHAP may be referred to as glycerone phosphate in older texts.

Contents

[edit] Dihydroxyacetone phosphate in glycolysis

Dihydroxyacetone phosphate lies in the glycolysis metabolic pathway, and is one of the two products of breakdown of fructose 1,6-phosphate, along with glyceraldehyde 3-phosphate. It is rapidly, reversibly, isomerised to glyceraldehyde 3-phosphate.

β-D-fructose 1,6-phosphate fructose bisphosphate aldolase D-glyceraldehyde 3-phosphate dihydroxyacetone phosphate
Image:Beta-D-fructose-1,6-bisphosphate wpmp.png Image:D-glyceraldehyde-3-phosphate wpmp.png + Image:Glycerone-phosphate wpmp.png
Image:Biochem reaction arrow reversible NNNN horiz med.png
fructose bisphosphate aldolase

Compound C05378 at KEGG Pathway Database. Enzyme 4.1.2.13 at KEGG Pathway Database. Compound C00111 at KEGG Pathway Database. Compound C00118 at KEGG Pathway Database.

The numbering of the carbon atoms indicates the fate of the carbons according to their position in fructose 6-phosphate.

Dihydroxyacetone phosphate triose phosphate isomerase D-glyceraldehyde 3-phosphate
Image:Glycerone-phosphate wpmp.png   Image:D-glyceraldehyde-3-phosphate wpmp.png
Image:Biochem reaction arrow reversible NNNN horiz med.png
 
  triose phosphate isomerase

Compound C00111 at KEGG Pathway Database.Enzyme 5.3.1.1 at KEGG Pathway Database.Compound C00118 at KEGG Pathway Database.

[edit] Dihydroxyacetone phosphate in other pathways

In the Calvin cycle, DAHP is one of the products of the sixfold reduction of 1,3-bisphosphoglycerate by NADPH. It is also used in the synthesis of sedoheptulose 1,7-bisphosphate and fructose 1,6-bisphosphate which are both used to reform ribulose 5-phosphate, the 'key' carbohydrate of the Calvin cycle.

DHAP is also the product of the dehydrogenation of L-glycerol-3-phosphate which is part of the entry of glycerol (sourced from triglycerides) into the glycolytic pathway.

[edit] See also



 

v • d • e</span> 

Glycolysis Metabolic Pathway
Glucose Glucose 6-phosphate Fructose 6-phosphate Fructose 1,6-bisphosphate Dihydroxyacetone phosphate Glyceraldehyde 3-phosphate Glyceraldehyde 3-phosphate
Image:D-glucose wpmp.png ATP ADP Image:Alpha-D-glucose-6-phosphate wpmp.png Image:Beta-D-fructose-6-phosphate wpmp.png ATP ADP Image:Beta-D-fructose-1,6-bisphosphate wpmp.png Image:Glycerone-phosphate wpmp.png Image:D-glyceraldehyde-3-phosphate wpmp.png Image:D-glyceraldehyde-3-phosphate wpmp.png NADP+ + Pi NADPH + H+
Image:Biochem reaction arrow foward YYNN horiz med.png Image:Biochem reaction arrow reversible NNNN horiz med.png Image:Biochem reaction arrow foward YYNN horiz med.png Image:Biochem reaction arrow reversible NNNN horiz med.png + Image:Biochem reaction arrow reversible NNNN horiz med.png 2 Image:Biochem reaction arrow reversible YYYY horiz med.png
NADP+ + Pi NADPH + H+
1,3-bisphosphoglycerate 3-phosphoglycerate 2-phosphoglycerate Phosphoenolpyruvate Pyruvate Acetyl Co-A
Image:1,3-bisphospho-D-glycerate wpmp.png ADP ATP Image:3-phospho-D-glycerate wpmp.png Image:2-phospho-D-glycerate wpmp.png H2O Image:Phosphoenolpyruvate wpmp.png ADP ATP Image:Pyruvate wpmp.png CoA + NADPH + H+ NADP+ + CO2 Image:Acetyl co-A wpmp.png
2 Image:Biochem reaction arrow reversible YYYY horiz med.png 2 Image:Biochem reaction arrow reversible NNNN horiz med.png 2 Image:Biochem reaction arrow reversible NYYN horiz med.png 2 Image:Biochem reaction arrow reversible YYYY horiz med.png 2 Image:Biochem reaction arrow foward YYNN horiz med.png 2
ADP ATP H2O ADP ATP


[edit] External links

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This article is of interest to the Metabolic Pathways WikiProject.
it:Diidrossiacetone fosfato
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