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| Identification |
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| YMDB ID | YMDB00756 |
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| Name | 3-phospho-D-glyceric acid |
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| Species | Saccharomyces cerevisiae |
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| Strain | Baker's yeast |
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| Description | D-Glycerate 3-phosphate, also known as 3-phosphoglyceric acid or 3-phospho-(R)-glycerate, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. D-Glycerate 3-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | |
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| Synonyms | - 3-(dihydrogen phosphate)Glycerate
- 3-(dihydrogen phosphate)Glyceric acid
- 3-Glycerophosphorate
- 3-Glycerophosphoric acid
- 3-P-D-glycerate
- 3-P-glycerate
- 3-PGA
- 3-phospho-(R)-glycerate
- 3-phospho-D-glycerate
- 3-phospho-glycerate
- 3-phospho-glyceric acid
- 3-phosphoglycerate
- 3-phosphoglyceric acid
- D-(-)-3-Phosphoglyceric acid
- d-glycerate 3-phosphate
- D-glycerate-3-P
- Glycerate 3-phosphate
- glycerate-3-P
- Glyceric acid 3-phosphate
- Phosphoglycerate
- 3-Phospho-(R)-glyceric acid
- 3-Phospho-D-glyceric acid
- D-Glyceric acid 3-phosphoric acid
- (2R)-2-Hydroxy-3-(phosphonatooxy)propanoic acid
- (2R)-2-Hydroxy-3-(phosphonooxy)propanoic acid
- 2-Hydroxy-3-(phosphonatooxy)propanoate
- D-3-Phosphoglyceric acid
- D-Glyceric acid 3-phosphate
- 3-Phosphoglycerate, trisodium salt
- 3-Phosphoglycerate, monosodium salt
- 3-Phosphoglycerate, (R)-isomer
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| CAS number | 820-11-1 |
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| Weight | Average: 186.0572
Monoisotopic: 185.99293909 |
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| InChI Key | OSJPPGNTCRNQQC-UWTATZPHSA-N |
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| InChI | InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1 |
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| IUPAC Name | (2R)-2-hydroxy-3-(phosphonooxy)propanoic acid |
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| Traditional IUPAC Name | D-glycerate 3-phosphate |
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| Chemical Formula | C3H7O7P |
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| SMILES | O[C@H](COP(O)(O)=O)C(O)=O |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. |
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| Kingdom | Organic compounds |
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| Super Class | Organic oxygen compounds |
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| Class | Organooxygen compounds |
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| Sub Class | Carbohydrates and carbohydrate conjugates |
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| Direct Parent | Sugar acids and derivatives |
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| Alternative Parents | |
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| Substituents | - Glyceric_acid
- Monoalkyl phosphate
- Alpha-hydroxy acid
- Hydroxy acid
- Monosaccharide
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Carboxylic acid
- Alcohol
- Carbonyl group
- Organic oxide
- Hydrocarbon derivative
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Physical Properties |
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| State | Solid |
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| Charge | 0 |
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| Melting point | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Water Solubility | Not Available | PhysProp | | LogP | Not Available | PhysProp |
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| Predicted Properties | |
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| Biological Properties |
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| Cellular Locations | |
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| Organoleptic Properties | Not Available |
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| SMPDB Pathways |
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| KEGG Pathways | | Glycerolipid metabolism | ec00561 |  | | Glycine, serine and threonine metabolism | ec00260 |  | | Glycolysis / Gluconeogenesis | ec00010 |  | | Glyoxylate and dicarboxylate metabolism | ec00630 |  | | Methane metabolism | ec00680 |  |
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| SMPDB Reactions | Not Available |
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| KEGG Reactions | |
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| Concentrations |
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| Intracellular Concentrations | | Intracellular Concentration | Substrate | Growth Conditions | Strain | Citation |
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| 120 ± 10 µM | Synthetic medium with 2% glucose | aerobic;resting cells | Baker's yeast | PMID: 6229402 | | 630 ± 100 µM | Synthetic medium with 2% galactose | aerobic;resting cells | Baker's yeast | PMID: 6229402 | | Conversion Details Here |
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| Extracellular Concentrations | Not Available |
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| Spectra |
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| Spectra | | Spectrum Type | Description | Splash Key | View |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-9200000000-2d6f0050126bbc72d771 | JSpectraViewer | | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive | splash10-03dj-9150000000-ebe296689ddfcee96d61 | JSpectraViewer | | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | JSpectraViewer | | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT , negative | splash10-00kb-9500000000-3a504199c8820dbd44a1 | JSpectraViewer | MoNA | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00kr-2900000000-97a3da464b710b2684a9 | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00kv-8900000000-f897e638356fb29020cb | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9100000000-655876160dc523273c42 | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-003r-5900000000-b5d234c9dd7df3920489 | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9100000000-6b06c4977ed320e922a2 | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-69afa1a98654e3a171ea | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-9000000000-e64736ac1f9d1f7dd9ef | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0002-9000000000-b24e251f42140de98ced | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-001i-9000000000-7c1557a43a172be0e63d | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-004j-9000000000-0b41dc890757740bbb51 | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9000000000-a5e502a2627af2048a1f | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-a5e502a2627af2048a1f | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer |
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| References |
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| References: | - Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
- Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
- Faller, L. D., Johnson, A. M. (1974). "Calorimetric studies of the role of magnesium ions in yeast enolase catalysis." Proc Natl Acad Sci U S A 71:1083-1087.4598292
- Melcher, K., Entian, K. D. (1992). "Genetic analysis of serine biosynthesis and glucose repression in yeast." Curr Genet 21:295-300.1326413
- Albers, E., Laize, V., Blomberg, A., Hohmann, S., Gustafsson, L. (2003). "Ser3p (Yer081wp) and Ser33p (Yil074cp) are phosphoglycerate dehydrogenases in Saccharomyces cerevisiae." J Biol Chem 278:10264-10272.12525494
- Rodicio, R., Heinisch, J. (1987). "Isolation of the yeast phosphoglyceromutase gene and construction of deletion mutants." Mol Gen Genet 206:133-140.3033435
- Lagunas, R., Gancedo, C. (1983). "Role of phosphate in the regulation of the Pasteur effect in Saccharomyces cerevisiae." Eur J Biochem 137:479-483.6229402
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| Synthesis Reference: | Not Available |
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| External Links: | |
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