Showing metabocard for glycerophosphoserine (MMDBc0032170)
| Record Information | |
|---|---|
| Version | 1.0 |
| Status | Detected and Quantified |
| Creation Date | 2021-11-18 02:05:19 UTC |
| Update Date | 2022-08-31 18:31:10 UTC |
| Metabolite ID | MMDBc0032170 |
| Metabolite Identification | |
| Common Name | glycerophosphoserine |
| Description | Glycerophosphoserine is a phosphodiester. Glycerophosphoserine is a source of phosphate and glycerol for bacteria. Escherichia coli cytosolic glycerophosphodiester phosphodiesterase, UgpQ has broad substrate specificity toward various glycerophosphodiesters, producing sn-glycerol-3-phosphate and the corresponding alcohols. UgpQ accumulates under conditions of phosphate starvation, suggesting that it allows the utilization of glycerophosphodiesters as a source of phosphate. E. coli K12 possesses two systems the salvage of glycerophosphoryl diesters, the Glp system and the Ugp system. In the Glp system, the glpQ gene encodes a periplasmic glycerophosphoryl diester phosphodiesterase (periplasmic GDP) which hydrolyzes deacylated phospholipids to an alcohol and sn-glycerol-3-phosphate. The latter is then transported into the cell by the GlpT transporter. Periplasmic GDP is specific for the glycerophospho- moiety of the substrate, while the alcohol can be any one of several alcohols. This provides the cell with the capability of channeling a wide variety of glycerophosphodiesters into the glpQT-encoded dissimilatory system. In the Ugp system the diesters are hydrolyzed during transport at the cytoplasmic side of the inner membrane to sn-glycerol-3-phosphate and an alcohol by a cytoplasmic GDP, an enzyme encoded by the ugpQ gene. The Ugp system is induced when the cells are starved for inorganic phospate, which is generates phosphate by the system. In E. coli sn-glycerol-3-phosphate can be further metabolized to dihydroxyacetone phosphate by either of two membrane-bound enzymes, depending on the growth conditions. The presumed role of this process is the salvage of glycerol and glycerol phosphates generated by the breakdown of phospholipids and triacylglycerol. |
| Structure |  |
| Synonyms | Not Available |
| Molecular Formula | C6H13NO8P |
| Average Mass | 258.143 |
| Monoisotopic Mass | 258.038426961 |
| IUPAC Name | 2-azaniumyl-3-[(2,3-dihydroxypropyl phosphonato)oxy]propanoate |
| Traditional Name | 2-ammonio-3-[(2,3-dihydroxypropyl phosphonato)oxy]propanoate |
| CAS Registry Number | Not Available |
| SMILES | [NH3+]C(COP([O-])(=O)OCC(O)CO)C([O-])=O |
| InChI Identifier | InChI=1S/C6H14NO8P/c7-5(6(10)11)3-15-16(12,13)14-2-4(9)1-8/h4-5,8-9H,1-3,7H2,(H,10,11)(H,12,13)/p-1 |
| InChI Key | ZWZWYGMENQVNFU-UHFFFAOYSA-M |
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