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Identification |
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YMDB ID | YMDB00288 |
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Name | Glucose 1-phosphate |
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Species | Saccharomyces cerevisiae |
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Strain | Baker's yeast |
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Description | Glucose 1-phosphate, also known as cori ester or GLC-1-p, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Glucose 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Glucose 1-phosphate exists in all living species, ranging from bacteria to humans. Glucose 1-phosphate is a potentially toxic compound. |
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Structure | |
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Synonyms | - a-D-Glucopyranosyl phosphate
- a-D-Glucose 1-phosphate
- alpha-D-Glucopyranosyl phosphate
- alpha-D-Glucose 1-phosphate
- alpha-d-glucose-1-phosphate
- alpha-delta-Glucopyranosyl phosphate
- alpha-delta-Glucose 1-phosphate
- alpha-delta-glucose-1-phosphate
- Cori ester
- D-Glucopyranose 1-phosphate
- D-glucose 1-phosphate
- D-glucose-1-P
- D-Glucose-1-phosphate
- delta-Glucopyranose 1-phosphate
- delta-glucose 1-phosphate
- delta-glucose-1-P
- delta-Glucose-1-phosphate
- Glucose 1-phosphate
- Glucose 1-phosphic acid
- Glucose monophosphate
- Glucose-1-phosphate
- glucose-1P
- 1-O-Phosphono-D-glucopyranose
- GLC-1-p
- D-Glucose 1-phosphoric acid
- Glucose 1-phosphoric acid
- Galactose 1-phosphoric acid
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CAS number | 59-56-3 |
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Weight | Average: 260.1358 Monoisotopic: 260.029718526 |
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InChI Key | HXXFSFRBOHSIMQ-GASJEMHNSA-N |
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InChI | InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1 |
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IUPAC Name | {[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid |
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Traditional IUPAC Name | glucose 1-phosphate |
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Chemical Formula | C6H13O9P |
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SMILES | [H]OC([H])([H])[C@@]1([H])OC([H])(OP(=O)(O[H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H] |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. |
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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 | Monosaccharide phosphates |
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Alternative Parents | |
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Substituents | - Hexose monosaccharide
- Monosaccharide phosphate
- Monoalkyl phosphate
- Organic phosphoric acid derivative
- Oxane
- Alkyl phosphate
- Phosphoric acid ester
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Alcohol
- Hydrocarbon derivative
- Primary alcohol
- Organic oxide
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic 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 | 1000 mg/mL [MERCK INDEX (1996); extremely soluble] | 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 | Amino sugar and nucleotide sugar metabolism | ec00520 | | Galactose metabolism | ec00052 | | Glycolysis / Gluconeogenesis | ec00010 | | Pentose and glucuronate interconversions | ec00040 | | Starch and sucrose metabolism | ec00500 | |
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SMPDB Reactions |
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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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100 ± 0 µM | Minimal medium supplemented with ammonia salts and glucose | aerobic;resting cells | Baker's yeast | PMID: 4578278 | 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 | splash10-0002-9110000000-ee60e23a7f8053dae6d3 | JSpectraViewer | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive | splash10-003r-5591470000-4932aa0d35a53458633d | JSpectraViewer | LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated) | splash10-0a4i-0390000000-9e3307d6125b74ed8579 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) | splash10-05mk-2960000000-4950cd68ef81b4267967 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated) | splash10-0230-5970000000-4c2745937c6f87f89f17 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - n/a 18V, positive | splash10-03di-0090000000-3c372084bb61e1ef4257 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 0V, positive | splash10-0002-0090000000-90411431cffd98ebe09f | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, positive | splash10-0002-0090000000-9f2b4a83b1e7bad0b54b | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, positive | splash10-0002-0290000000-0701b77382bb89dff4e2 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 4V, positive | splash10-000j-0980000000-3f1ea14f9deeb0503ccb | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 5V, positive | splash10-000i-0920000000-1563a20c1e81bd3e405b | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - n/a 18V, positive | splash10-0f79-0960000000-861f86d1031c9d86f753 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 4V, positive | splash10-000i-0009000000-89f3bc29378643fb7eb7 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 6V, positive | splash10-000i-0109000000-cdd8143c3ba06849c689 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 10V, positive | splash10-05g0-0905000000-51b42ad0609cced943ea | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 13V, positive | splash10-05fr-0900000000-6d206170422cec07547c | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 17V, positive | splash10-05fr-0900000000-96d8b3ec28a5f4f92dfd | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - n/a 18V, positive | splash10-01b9-0509000000-83bba45a888d3e2c8b46 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - n/a 18V, positive | splash10-006t-9600000000-e6e68c22e3002384468f | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - n/a 18V, positive | splash10-0a4i-0900000000-58fa2680157a4d69ead7 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - n/a 18V, positive | splash10-00di-0911000000-611d985a6a959222f903 | JSpectraViewer | MoNA | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-9240000000-0a7885872856fe43526b | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0002-9240000000-b437590c213fb263989d | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0532-9100000000-97504a02d14244b901cb | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a6r-9360000000-98c3aee1d36863dc12ab | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9110000000-92ad15ffc9eae3eed039 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-dfc211275bafe42581ae | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 2D NMR | [1H,1H] 2D NMR Spectrum | Not Available | JSpectraViewer | 2D NMR | [1H,13C] 2D NMR Spectrum | Not Available | JSpectraViewer |
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References |
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References: | - UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
- 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
- DOUGLAS, H. C., HAWTHORNE, D. C. (1964). "ENZYMATIC EXPRESSION AND GENETIC LINKAGE OF GENES CONTROLLING GALACTOSE UTILIZATION IN SACCHAROMYCES." Genetics 49:837-844.14158615
- Gancedo, J. M., Gancedo, C. (1973). "Concentrations of intermediary metabolites in yeast." Biochimie 55:205-211.4578278
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Synthesis Reference: | Weinhausel, Andreas; Nidetzky, Bernd; Kysela, Christian; Kulbe, Klaus D. Application of Escherichia coli maltodextrin-phosphorylase for the continuous production of glucose-1-phosphate. Enzyme and Microbial Technology (1995), 17(2), 140-6. |
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