Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:13:23 UTC |
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Update date | 2020-09-17 15:38:47 UTC |
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Primary ID | FDB022397 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | D-Fructose 1,6-bisphosphate |
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Description | Fructose 1,6-bisphosphate, also known as fosfructose or 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. Fructose 1,6-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Fructose 1,6-bisphosphate exists in all living organisms, ranging from bacteria to humans. Within humans, fructose 1,6-bisphosphate participates in a number of enzymatic reactions. In particular, fructose 1,6-bisphosphate can be converted into fructose 6-phosphate through the action of the enzyme fructose-1,6-bisphosphatase 1. In addition, fructose 1,6-bisphosphate can be converted into dihydroxyacetone phosphate and D-glyceraldehyde 3-phosphate; which is catalyzed by the enzyme fructose-bisphosphate aldolase a. In humans, fructose 1,6-bisphosphate is involved in the metabolic disorder called the glycogen storage disease type 1A (gsd1a) or von gierke disease pathway. Outside of the human body, Fructose 1,6-bisphosphate has been detected, but not quantified in, several different foods, such as rices, peach (var.), other soy products, celery leaves, and white lupines. This could make fructose 1,6-bisphosphate a potential biomarker for the consumption of these foods. A D-fructofuranose 1,6-bisphosphate with a beta-configuration at the anomeric position. |
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CAS Number | 488-69-7 |
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Structure | |
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Synonyms | Synonym | Source |
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1,6-Di-O-phosphono-beta-D-fructofuranose | ChEBI | BETA FRUCTOSE 1,6-diphosphATE | ChEBI | beta-D-Fructose 1,6-bisphosphate | ChEBI | Fosfructose | ChEBI | 1,6-Di-O-phosphono-b-D-fructofuranose | Generator | 1,6-Di-O-phosphono-β-D-fructofuranose | Generator | b FRUCTOSE 1,6-diphosphate | Generator | b FRUCTOSE 1,6-diphosphoric acid | Generator | beta FRUCTOSE 1,6-diphosphoric acid | Generator | Β fructose 1,6-diphosphate | Generator | Β fructose 1,6-diphosphoric acid | Generator | b-D-Fructose 1,6-bisphosphate | Generator | b-D-Fructose 1,6-bisphosphoric acid | Generator | beta-D-Fructose 1,6-bisphosphoric acid | Generator | Β-D-fructose 1,6-bisphosphate | Generator | Β-D-fructose 1,6-bisphosphoric acid | Generator | Fructose 1,6-bisphosphoric acid | Generator | Fructose-1,6-diphosphate | HMDB | Fructose-1,6-diphosphate, calcium salt | HMDB | Fructose-1,6-diphosphate, disodium salt | HMDB | Fructose-1,6-diphosphate, trisodium salt | HMDB | Fructose-1,6-diphosphate, 2-(18)O-labeled | HMDB | Fructose-1,6-diphosphate, calcium (1:2) salt | HMDB | Fructose-1,6-diphosphate, monosodium salt | HMDB | Strontium fructose 1,6-diphosphate | HMDB | SR-FDP | HMDB | Fructose 1,6-diphosphate | HMDB | Fructose-1,6-diphosphate, (L)-isomer | HMDB | Fructose-1,6-diphosphate, (alpha-D)-isomer | HMDB | Fructose-1,6-diphosphate, barium (1:2) salt | HMDB | Fructose-1,6-diphosphate, sodium salt, monohydrate | HMDB | Fructose-1,6-diphosphate, tetrasodium salt | HMDB | Strontium fructose-1,6-diphosphate | HMDB | Fructose-1,6-diphosphate magnesium salt | HMDB | Fructose-1,6-diphosphate, (beta-D)-isomer | HMDB | Fructose-1,6-diphosphate, tetrapotassium salt | HMDB | D-Fructose 1,6-biphosphate | HMDB | D-Fructose 1,6-bisphosphate | HMDB | D-Fructose 1,6-diphosphate | HMDB | Diphosphofructose | HMDB | Fructose 1,6-bis(dihydrogen phosphate) | HMDB | beta-D-Fructofuranose 1,6-bisphosphate | HMDB | beta-D-Fructofuranose 1,6-diphosphate | HMDB | beta-D-Fructose 1,6-diphosphate | HMDB | Β-D-fructofuranose 1,6-bisphosphate | HMDB | Β-D-fructofuranose 1,6-diphosphate | HMDB | Β-D-fructose 1,6-diphosphate | HMDB | Fructose 1,6-bisphosphate | MeSH | b-D-Fructofuranose 1,6-bisphosphate | Generator | b-D-Fructofuranose 1,6-bisphosphoric acid | Generator | beta-D-Fructofuranose 1,6-bisphosphoric acid | Generator | Β-D-fructofuranose 1,6-bisphosphoric acid | Generator | 1,6-Di-O-ONO-a-D-fructofuranose | Generator | 1,6-Di-O-ONO-alpha-D-fructofuranose | ChEBI | 1,6-Di-O-ONO-α-D-fructofuranose | Generator | a FRUCTOSE 1,6-diate | Generator | a FRUCTOSE 1,6-diic acid | Generator | ALPHA FRUCTOSE 1,6-diATE | ChEBI | alpha FRUCTOSE 1,6-diic acid | Generator | D-Fructose 1,6-biate | HMDB | D-Fructose 1,6-bis(dihydrogen ate) | HMDB | D-Fructose 1,6-bisate | HMDB | D-Fructose 1,6-diate | HMDB | D-Fructose-1,6-bisate | HMDB | D-fructose-1,6-bisphosphate | hmdb | D-Fructose-1,6-diate | HMDB | D-fructose-1,6-diphosphate | hmdb | Diofructose | HMDB | Esafosfan | hmdb | Esafosfina | hmdb | FDP | hmdb | Fructose 1,6-bis | HMDB | Fructose 1,6-bisate | HMDB | Fructose 1,6-diate | HMDB | Harden-Young ester | hmdb | α fructose 1,6-diate | Generator | α fructose 1,6-diic acid | Generator |
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Predicted Properties | |
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Chemical Formula | C6H14O12P2 |
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IUPAC name | {[(2R,3S,4S,5R)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxy}phosphonic acid |
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InChI Identifier | InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6-/m1/s1 |
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InChI Key | RNBGYGVWRKECFJ-ARQDHWQXSA-N |
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Isomeric SMILES | O[C@H]1[C@H](O)[C@@](O)(COP(O)(O)=O)O[C@@H]1COP(O)(O)=O |
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Average Molecular Weight | 340.1157 |
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Monoisotopic Molecular Weight | 339.996048936 |
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Classification |
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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
- Pentose phosphate
- Pentose-5-phosphate
- C-glycosyl compound
- Glycosyl compound
- Monosaccharide phosphate
- Pentose monosaccharide
- Monoalkyl phosphate
- Organic phosphoric acid derivative
- Alkyl phosphate
- Phosphoric acid ester
- Tetrahydrofuran
- 1,2-diol
- Hemiacetal
- Secondary alcohol
- Organoheterocyclic compound
- Oxacycle
- Polyol
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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GC-MS | D-Fructose 1,6-bisphosphate, 7 TMS, GC-MS Spectrum | splash10-014i-0497100000-d0c0dfadfe65ee3cc4e5 | Spectrum | GC-MS | D-Fructose 1,6-bisphosphate, 1 MEOX; 7 TMS, GC-MS Spectrum | splash10-014r-1779100000-ba60994aacef73cf8691 | Spectrum | GC-MS | D-Fructose 1,6-bisphosphate, 1 MEOX; 7 TMS, GC-MS Spectrum | splash10-014r-0779100000-b52ccd042ce4169961ed | Spectrum | Predicted GC-MS | D-Fructose 1,6-bisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-01xt-9532000000-c3c4929a4987e34c0dc0 | Spectrum | Predicted GC-MS | D-Fructose 1,6-bisphosphate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-03fs-9412510000-0a0a9e96cc6bea61e3c7 | Spectrum | Predicted GC-MS | D-Fructose 1,6-bisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - n/a 23V, negative | splash10-0006-0190000000-95a4b5217606c0b9d1fb | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 23V, negative | splash10-0002-0900000000-74a1700e0fae0f6aa64e | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 6V, negative | splash10-000i-0009000000-631b4fa683b46f4c89cb | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 8V, negative | splash10-000i-1009000000-9df66c58adba653741e0 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 10V, negative | splash10-000j-7129000000-f1414a0a896a7c132d2d | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 14V, negative | splash10-0002-9111000000-0fc51e8f6b123f0a5982 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 18V, negative | splash10-0002-9100000000-762070874ad885772dc4 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 21V, negative | splash10-0002-9100000000-d705002b3a24c5b5ac0f | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 25V, negative | splash10-002b-9000000000-caf9814ab914b2093561 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 29V, negative | splash10-004j-9000000000-3b04f1a6a67ed239b001 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 33V, negative | splash10-004i-9000000000-388ef99a8af7f88e6447 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 41V, negative | splash10-004i-9000000000-bc85bd9d38f2c4bf3c58 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 23V, negative | splash10-0006-0190000000-ba22a78fbbfc1a90ace3 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 23V, negative | splash10-0a4i-0900000000-b559d4679fc0eaa79be7 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 23V, negative | splash10-004i-9000000000-5ef060d5ec4b80c35c1a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 23V, negative | splash10-0002-9530000000-8e5076b641ebc42fb2ef | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 23V, negative | splash10-004i-9000000000-5ef060d5ec4b80c35c1a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 23V, negative | splash10-0fdk-9870000000-6332e12e884d56a6c22b | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 23V, negative | splash10-004i-9000000000-5ef060d5ec4b80c35c1a | 2020-07-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0007-6469000000-934f8ed1edcbd28bc667 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-006y-7295000000-a5ca0806e65ba8c99e88 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0005-9700000000-02fcc2f4b95b801c5949 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-002r-8509000000-2992f67772e061c3ffe5 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9000000000-9ac5383c77bff5f6cb96 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-9d902dae0eabfe2165da | 2015-09-15 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 393165 |
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ChEMBL ID | CHEMBL1089962 |
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KEGG Compound ID | C00354 |
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Pubchem Compound ID | 445557 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 16905 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB01058 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | 34717 |
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KNApSAcK ID | Not Available |
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HET ID | AFP |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Fructose 1,6-diphosphate |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Name | Gene Name | UniProt ID |
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Fructose-bisphosphate aldolase A | ALDOA | P04075 | Fructose-bisphosphate aldolase C | ALDOC | P09972 | Fructose-bisphosphate aldolase B | ALDOB | P05062 | Fructose-1,6-bisphosphatase isozyme 2 | FBP2 | O00757 |
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Pathways | |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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