Identification |
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YMDB ID | YMDB00687 |
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Name | D-fructose 1,6-bisphosphate |
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Species | Saccharomyces cerevisiae |
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Strain | Baker's yeast |
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Description | Fosfructose, also known as SR-FDP, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. Fosfructose is an extremely weak basic (essentially neutral) compound (based on its pKa). Fosfructose may be a unique S. cerevisiae (yeast) metabolite. |
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Structure | |
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Synonyms | - .alpha.-D-Fructofuranose 1,6-diphosphate
- .alpha.-D-Fructofuranose, 1,6-bis(dihydrogen phosphate)
- 1,6-di-O-phosphono-D-fructose
- beta-d-fructofuranose-1,6-diphosphate
- D-Fructose 1,6-biphosphate
- D-Fructose 1,6-bis(dihydrogen phosphate)
- D-Fructose 1,6-bisphosphate
- D-Fructose 1,6-diphosphate
- D-fructose-1,6-bisphosphate
- D-fructose-1,6-diphosphate
- Diphosphofructose
- Esafosfan
- Esafosfina
- fbp, fructose diphosphate
- FDP
- Fosfructose
- Fructose 1,6-bis
- Fructose 1,6-bisphosphate
- Fructose 1,6-diphosphate
- Fructose 1,6-diphosphic acid
- fructose-1,6-bisphosphate
- FRUCTOSE,L,6-DIPHOSPHASE
- Harden-Young ester
- Fructose-1,6-diphosphate
- D-Fructose 1,6-bisphosphoric acid
- D-Fructose-1,6-diphosphoric acid
- Fructose-1,6-diphosphoric acid
- Fructose-1,6-diphosphate, (alpha-D)-isomer
- Fructose-1,6-diphosphate, sodium salt, monohydrate
- Fructose-1,6-diphosphate, monosodium salt
- Fructose-1,6-diphosphate, calcium (1:2) salt
- Strontium fructose 1,6-diphosphate
- SR-FDP
- Fructose-1,6-diphosphate, disodium salt
- Fructose-1,6-diphosphate, 2-(18)O-labeled
- Fructose-1,6-diphosphate, (L)-isomer
- Fructose-1,6-diphosphate, calcium salt
- Fructose-1,6-diphosphate, tetrapotassium salt
- Fructose-1,6-diphosphate, (beta-D)-isomer
- Strontium fructose-1,6-diphosphate
- Fructose-1,6-diphosphate, tetrasodium salt
- Fructose-1,6-diphosphate, trisodium salt
- Fructose-1,6-diphosphate, barium (1:2) salt
- Fructose-1,6-diphosphate magnesium salt
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CAS number | 488-69-7 |
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Weight | Average: 340.1157 Monoisotopic: 339.996048936 |
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InChI Key | XPYBSIWDXQFNMH-UYFOZJQFSA-N |
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InChI | InChI=1S/C6H14O12P2/c7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16/h3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16)/t3-,5-,6-/m1/s1 |
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IUPAC Name | {[(3S,4R,5R)-3,4,5-trihydroxy-2-oxo-6-(phosphonooxy)hexyl]oxy}phosphonic acid |
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Traditional IUPAC Name | D-fructose 1,6-bisphosphate |
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Chemical Formula | C6H14O12P2 |
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SMILES | [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)C(=O)COP(O)(O)=O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. |
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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 | Hexose phosphates |
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Alternative Parents | |
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Substituents | - Hexose phosphate
- Monosaccharide phosphate
- Glycerone phosphate
- Monoalkyl phosphate
- Acyloin
- Beta-hydroxy ketone
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Alpha-hydroxy ketone
- Ketone
- Secondary alcohol
- Polyol
- Hydrocarbon derivative
- Organic oxide
- Carbonyl group
- Alcohol
- 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 | Not Available |
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Organoleptic Properties | Not Available |
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SMPDB Pathways | |
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KEGG Pathways | |
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SMPDB Reactions | Not Available |
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KEGG Reactions | Not Available |
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Concentrations |
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Intracellular Concentrations | Not Available |
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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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GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-00kb-0955000000-424463ed06df92a04093 | JSpectraViewer | MoNA | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-00kk-1954000000-c578c6dc8f011032d008 | JSpectraViewer | MoNA | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-8922000000-e52833b8a5a291a52187 | JSpectraViewer | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-000i-0109000000-5374d73d3b6f0d1d67cc | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - , negative | splash10-0002-9100000000-90d958ebad119c7c60f4 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-00gl-0197000000-2c666d207be881c4ef28 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-0kk9-0392000000-2e114e2ff3476fa48de6 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-056r-1960000000-d78713458d852ddd22e7 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-052b-5900000000-d65f29d5f722e387b3eb | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-0002-9000000000-3b992f02b655d8e877c3 | JSpectraViewer | MoNA | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-1249000000-705e8e2d0bf1c8ef0552 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-4921000000-47a02a183df4faa521d5 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0005-9810000000-9d59b24daf1d7967e6e3 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-002k-5903000000-13d1be2828c65e407664 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9200000000-e78f4a266f65b4d059f2 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-f3dcf179be35cf051b41 | 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 |
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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
- Schray, K. J., Fishbein, R., Bullard, W. P., Benkovic, S. J. (1975). "The anomeric form of D-fructose 1,6-bisphosphate used as substrate in the muscle and yeast aldolase reactions." J Biol Chem 250:4883-4887.168195
- Wurster, B., Hess, B. (1976). "Tautomeric and anomeric specificity of allosteric activation of yeast pyruvate kinase by D-fructose 1, 6-bisphosphate and its relevance in D-glucose catabolism." FEBS Lett 63:17-21.770188
- Barnett, J. A. (2003). "A history of research on yeasts 5: the fermentation pathway." Yeast 20:509-543.12722184
- Heinisch, J. (1986). "Isolation and characterization of the two structural genes coding for phosphofructokinase in yeast." Mol Gen Genet 202:75-82.3007939
- Boles, E., Zimmermann, F. K. (1993). "Saccharomyces cerevisiae phosphoglucose isomerase and fructose bisphosphate aldolase can be replaced functionally by the corresponding enzymes of Escherichia coli and Drosophila melanogaster." Curr Genet 23:187-191.8435847
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Synthesis Reference: | Not Available |
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External Links: | |
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