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| Glycerol 3-phosphate | |
|---|---|
| IUPAC name |
1,2,3-Propanetriol, 1- (dihydrogen phosphate)
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| Other names | Glycerophosphate α-glycerolphosphate |
| Identifiers | |
| CAS number | 57-03-4 |
| PubChem | 754 |
| MeSH | glycerol+3-phosphate |
| SMILES |
OCC(O)COP(O)(O)=O
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| ChemSpider ID | 734 |
| Properties | |
| Molecular formula | C3H9O6P |
| Molar mass | 172.074 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Glycerol 3-phosphate is an organophosphate derived from phosphoric acid and glycerol. 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.
Function
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.
See also
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