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Dihydroxyacetone phosphate information


Dihydroxyacetone phosphate
Dihydroxyacetone phosphate
Names
Preferred IUPAC name
3-Hydroxy-2-oxopropyl phosphate
Other names
Dihydroxyacetone phosphate
DHAP
Identifiers
CAS Number
  • 57-04-5 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:57642 ☒N
ChemSpider
  • 648 ☒N
ECHA InfoCard 100.000.280 Edit this at Wikidata
KEGG
  • C00111 checkY
PubChem CID
  • 668
UNII
  • T7KF2T6W95 checkY
CompTox Dashboard (EPA)
  • DTXSID6058768 Edit this at Wikidata
InChI
  • InChI=1S/C3H5O6P/c4-1-3(5)2-9-10(6,7)8/h4H,1-2H2,(H2,6,7,8) ☒N
    Key: GNGACRATGGDKBX-UHFFFAOYSA-N ☒N
  • InChI=1/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h4H,1-2H2,(H2,6,7,8)
    Key: GNGACRATGGDKBX-UHFFFAOYAZ
SMILES
  • C(C(=O)COP(=O)(O)O)O
Properties
Chemical formula
C3H7O6P
Molar mass 170.06 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 checkY☒N ?)
Infobox references

Dihydroxyacetone phosphate (DHAP, also glycerone phosphate in older texts) is the anion with the formula HOCH2C(O)CH2OPO32-. This anion is involved in many metabolic pathways, including the Calvin cycle in plants and glycolysis.[1][2] It is the phosphate ester of dihydroxyacetone.

  1. ^ Berg, Jeremy M.; Tymoczko, Stryer (2002). Biochemistry (5th ed.). New York: W.H. Freeman and Company. ISBN 0-7167-3051-0.
  2. ^ Nelson, D. L.; Cox, M. M. "Lehninger, Principles of Biochemistry" 3rd Ed. Worth Publishing: New York, 2000. ISBN 1-57259-153-6.

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Dihydroxyacetone phosphate

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Dihydroxyacetone phosphate (DHAP, also glycerone phosphate in older texts) is the anion with the formula HOCH2C(O)CH2OPO32-. This anion is involved in...

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Dihydroxyacetone

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Dihydroxyacetone (/ˌdaɪhaɪˌdrɒksiˈæsɪtoʊn/ ; DHA), also known as glycerone, is a simple saccharide (a triose) with formula C 3H 6O 3. DHA is primarily...

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Glycerol phosphate shuttle

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glycerol-3-phosphate dehydrogenase (cGPD) transfers an electron pair from NADH to dihydroxyacetone phosphate (DHAP), forming glycerol-3-phosphate (G3P) and...

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Glycolysis

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aldolase Dihydroxyacetone phosphate + + Glyceraldehyde 3-phosphate Triosephosphate isomerase 2 × Glyceraldehyde 3-phosphate 2 ×  Glyceraldehyde-3-phosphate dehydrogenase...

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Triosephosphate isomerase

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interconversion of the triose phosphate isomers dihydroxyacetone phosphate and D-glyceraldehyde 3-phosphate. Compound C00111 at KEGG Pathway Database.Enzyme...

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Calvin cycle

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into a series of steps. Triose phosphate isomerase converts all of the G3P reversibly into dihydroxyacetone phosphate (DHAP), also a 3-carbon molecule...

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Triose

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fructose-1,6-bisphosphate is broken down into glyceraldehyde-3-phosphate and dihydroxyacetone phosphate. Lactic acid and pyruvic acid are later derived from these...

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Glyceroneogenesis

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and then into two molecules of dihydroxyacetone phosphate, which beget glycerol 3-phosphate and glyceraldehyde 3-phosphate. When an organism is deficient...

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Tumor hypoxia

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glyceraldehyde-3-phosphate and dihydroxyacetone phosphate is increased thus leading to increased glycolytic flux. The glycolytic enzyme, glyceraldehyde-3-phosphate dehydrogenase...

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Plasmalogen

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1-alkyl-DHAPdihydroxyacetone phosphate is then reduced to 1-O-alkyl-2-hydroxy-sn-glycerophosphate (GPA) by an acyl/alkyl-dihydroxyacetone phosphate reductase located...

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Glycerol kinase

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kinase to glycerol 3-phosphate. Converted from glycerol 3-phosphate to dihydroxyacetone phosphate (DHAP) via glycerol 3-phosphate dehydrogenase. DHAP can...

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Triose phosphate translocator

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triose phosphate translocator is an integral membrane protein found in the inner membrane of chloroplasts. It exports triose phosphate (Dihydroxyacetone phosphate)...

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Citric acid cycle

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converting glycerol into glycerol-3-phosphate, then into dihydroxyacetone phosphate (DHAP), then into glyceraldehyde-3-phosphate. In many tissues, especially...

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Aldolase B

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into glyceraldehyde 3-phosphate and dihydroxyacetone phosphate (DHAP) as well as the reversible cleavage of fructose 1-phosphate (F1P) into glyceraldehyde...

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Glycerol

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In adipose tissue, glycerol 3-phosphate is obtained from dihydroxyacetone phosphate with the enzyme glycerol-3-phosphate dehydrogenase. Glycerol has very...

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Carbohydrate metabolism

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produce fructose-1-phosphate, which enters the glycolysis pathway and is later cleaved into glyceraldehyde and dihydroxyacetone phosphate. Lactose, or milk...

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Alkylglycerone phosphate synthase

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alkyldihydroxyacetone phosphate synthetase, alkyl DHAP synthetase, alkyl-DHAP, dihydroxyacetone-phosphate acyltransferase, DHAP-AT) is an enzyme associated with Type 3...

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Phosphatidic acid

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for the de novo synthesis of PA, the glycerol 3-phosphate pathway or the dihydroxyacetone phosphate pathway. In bacteria, only the former pathway is...

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Enzyme catalysis

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Triose phosphate isomerase (EC 5.3.1.1) catalyses the reversible interconvertion of the two triose phosphates isomers dihydroxyacetone phosphate and D-glyceraldehyde...

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Colorimetric analysis

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kinase)--> glycerol-3-phosphate + ADP Glycerol-3-phosphate + oxygen --(enzyme glycerol-3-phosphate oxidase) --> dihydroxyacetone phosphate + hydrogen peroxide...

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Fructose

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initially produces fructose 1-phosphate, which is split by aldolase B to produce the trioses dihydroxyacetone phosphate (DHAP) and glyceraldehyde. Unlike...

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