Dihydroxyacetone phosphate



Dihydroxyacetone phosphate
IUPAC name 1,3-Dihydroxy-2-propanone phosphate
Other names Dihydroxyacetone phosphate
DHAP
Identifiers
CAS number 57-04-5
SMILES OCC(COP(O)(O)=O)=O
Properties
Molecular formula C3H7O6P
Molar mass 170.06 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Dihydroxyacetone phosphate (DHAP) is a biochemical compound involved in many reactions, from the metabolic pathway. DHAP may be referred to as glycerone phosphate in older texts.

Dihydroxyacetone phosphate in glycolysis

Dihydroxyacetone phosphate lies in the 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
+
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
 
 
  triose phosphate isomerase

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

Dihydroxyacetone phosphate in other pathways

In the 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 glycolysis-derived DHAP to L-glyercol-3-phosphate provides adipose cells with the activated glycerol backbone they require to synthesize new triglycerides. Both reactions are catalyzed by the enzyme glycerol 3-phosphate dehydrogenase with NAD+/NADH as cofactor.

See also

 v • d • e 
Metabolic Pathway
Glucose Hexokinase Glucose-6-phosphate Phosphoglucoisomerase Fructose 6-phosphate Phosphofructokinase Fructose 1,6-bisphosphate Fructose bisphosphate aldolase Dihydroxyacetone phosphate Glyceraldehyde 3-phosphate Triosephosphate isomerase Glyceraldehyde 3-phosphate Glyceraldehyde 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 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

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    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Dihydroxyacetone_phosphate". A list of authors is available in Wikipedia.