Record Information |
---|
Version | 4.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2005-11-16 15:48:42 UTC |
---|
Update Date | 2020-07-23 16:07:02 UTC |
---|
HMDB ID | HMDB0001047 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | D-Fructose 2,6-bisphosphate |
---|
Description | D-Fructose 2,6-bisphosphate (CAS: 77164-51-3), also known as phosphofructokinase activator, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. D-Fructose 2,6-bisphosphate is a regulatory molecule controlling the activity of the enzyme phosphofructokinase-1 or PFK1 (in mammals). PFK1, in turn, is the key regulatory enzyme in the central metabolic pathway glycolysis. D-Fructose 2,6-bisphosphate has the effect of increasing the activity of PFK1, thus increasing the rate at which the principle food molecule glucose is broken down. At the same time, this regulatory molecule also inhibits the opposing enzyme (FBPase1) in the reverse pathway (gluconeogenesis) so that the synthesis of glucose is not taking place in the same cell where glucose is being broken down (which would be wasteful) (Wikipedia ). |
---|
Structure | |
---|
Synonyms | Value | Source |
---|
2,6-Di-O-phosphono-beta-D-fructofuranose | ChEBI | 2,6-Di-O-phosphono-b-D-fructofuranose | Generator | 2,6-Di-O-phosphono-β-D-fructofuranose | Generator | D-Fructose 2,6-bisphosphoric acid | Generator | b-D-Fructose 2,6-bisphosphate | HMDB | beta-D-Fructose 2,6-bisphosphate | HMDB | Fru 2,6-P2, fructose 2,6-diphosphate | HMDB | Fructose 2,6-bisphosphate | HMDB | Fructose 2,6-biphosphate | MeSH, HMDB | Fructose 2,6-diphosphate | MeSH, HMDB | Phosphofructokinase activation factor | MeSH, HMDB | Phosphofructokinase activator | MeSH, HMDB | Fructose-2,6-diphosphate | MeSH, HMDB | D-Fructose 2,6-diphosphate | HMDB | beta-D-Fructose 2,6-diphosphate | HMDB | β-D-Fructose 2,6-diphosphate | HMDB |
|
---|
Chemical Formula | C6H14O12P2 |
---|
Average Molecular Weight | 340.1157 |
---|
Monoisotopic Molecular Weight | 339.996048936 |
---|
IUPAC Name | {[(2R,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-5-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid |
---|
Traditional Name | fructose-2,6-diphosphate |
---|
CAS Registry Number | 79082-92-1 |
---|
SMILES | OC[C@@]1(OP(O)(O)=O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O |
---|
InChI Identifier | InChI=1S/C6H14O12P2/c7-2-6(18-20(13,14)15)5(9)4(8)3(17-6)1-16-19(10,11)12/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6+/m1/s1 |
---|
InChI Key | YXWOAJXNVLXPMU-ZXXMMSQZSA-N |
---|
Chemical Taxonomy |
---|
Description | belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic oxygen compounds |
---|
Class | Organooxygen compounds |
---|
Sub Class | Carbohydrates and carbohydrate conjugates |
---|
Direct Parent | Pentose phosphates |
---|
Alternative Parents | |
---|
Substituents | - Pentose phosphate
- Pentose-5-phosphate
- C-glycosyl compound
- Glycosyl compound
- Monosaccharide phosphate
- Monoalkyl phosphate
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Alkyl phosphate
- Tetrahydrofuran
- Secondary alcohol
- Organoheterocyclic compound
- Oxacycle
- Primary alcohol
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- Aliphatic heteromonocyclic compound
|
---|
Molecular Framework | Aliphatic heteromonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Disposition | Source: Biological location: |
---|
Process | Naturally occurring process: |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | |
---|
| Spectrum Type | Description | Splash Key | View |
---|
GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-01dj-0963000000-090736f476a618727455 | Spectrum | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-00tb-0972000000-e47c74a14376eaabd8c3 | Spectrum | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-01dj-0963000000-090736f476a618727455 | Spectrum | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-00tb-0972000000-e47c74a14376eaabd8c3 | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-9512000000-82418e0e398490357c5e | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive | splash10-0006-2190010000-53cf738181713979e181 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ 10V, negative | splash10-000i-0019000000-7b58b1d6169f22e732a8 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ 20V, negative | splash10-000m-2496000000-40ad2c4944ae5c0701f3 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ 30V, negative | splash10-0002-9830000000-a9cbb8a3dba391a8858b | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ 40V, negative | splash10-002b-9200000000-6dcaff4e5eee3799656f | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ 50V, negative | splash10-004j-9100000000-9851b59e56acb7c5802c | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-3797000000-cb11e27ce8d0be902a39 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0002-9132000000-b908246df46f54e31180 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00dm-9600000000-19262e5981934144e1aa | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-002r-7409000000-0240bd8771cde252759c | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9000000000-8930f98e412f1b68e30b | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-fb204edc71835bcbaaad | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum |
|
---|
Synthesis Reference | Shulman, Hagit; Makarov, Carina; Ogawa, Anthony K.; Romesberg, Floyd; Keinan, Ehud. Chemically Reactive Immunogens Lead to Functional Convergence of the Immune Response. Journal of the American Chemical Society (2000), 122(44), 10743-10753. |
---|