Glycerol 3-phosphate

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Glycerol 3-phosphate
CAS number 57-03-4 YesY
PubChem 754
ChemSpider 734 YesY
KEGG C03189 YesY
MeSH glycerol+3-phosphate
ChEBI CHEBI:14336 YesY
Jmol-3D images Image 1
Molecular formula C3H9O6P
Molar mass 172.074
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Glycerol 3-phosphate is an organophosphate derived from the reaction catalysed by glycerol kinase (or ATP:glycerol 3-phosphotransferase) where ATP + glycerol <=> ADP + sn-glycerol 3-phosphate. It is a component of glycerophospholipids. It should not be confused with the similarly named glycerate 3-phosphate or glyceraldehyde 3-phosphate. The L-configuration is the active enantiomer.


Glycerol 3-phosphate is produced from glycerol, the triose sugar backbone of triglycerides and glycerophospholipids, by the enzyme glycerol kinase. Glycerol 3-phosphate may then be converted by dehydrogenation to dihydroxyacetone phosphate (DHAP) by the enzyme glycerol-3-phosphate dehydrogenase. DHAP can then be rearranged into glyceraldehyde 3-phosphate(GA3P) by triose phosphate isomerase(TIM), and feed into glycolysis.

The glycerol 3-phosphate shuttle is used to rapidly regenerate NAD+ in brain and skeletal muscle cells of mammals.

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