Pyridoxal phosphate
Pyridoxal phosphate (PLP, pyridoxal 5'-phosphate, P5P), the active form of vitamin B6, is a coenzyme in a variety of enzymatic reactions. The International Union of Biochemistry and Molecular Biology has catalogued more than 140 PLP-dependent activities, corresponding to ~4% of all classified activities. The versatility of PLP arises from its ability to covalently bind the substrate, and then to act as an electrophilic catalyst, thereby stabilizing different types of carbanionic reaction intermediates.
Idealised skeletal formula | |
Ball-and-stick model based on the crystal structure. Note that the phosphate and pyridine groups have reacted to form a zwitterion and the aldehyde group is hydrated. | |
| Names | |
|---|---|
| Preferred IUPAC name
(4-Formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate | |
| Other names
Pyridoxal 5-phosphate, PAL-P, PLP, Vitamin B6 phosphate | |
| Identifiers | |
3D model (JSmol) |
|
| ChEBI | |
| ChEMBL | |
| ECHA InfoCard | 100.000.190 |
| MeSH | Pyridoxal+Phosphate |
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
|
| |
| Properties | |
| C8H10NO6P | |
| Molar mass | 247.142 g/mol |
| Density | 1.638±0.06 g/cm3 |
| Melting point | 139 to 142 °C (282 to 288 °F; 412 to 415 K) |
| Acidity (pKa) | 1.56 |
| Pharmacology | |
| A11HA06 (WHO) | |
| Hazards | |
| Flash point | 296.0±32.9 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references | |
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.