![]() Idealised skeletal formula
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![]() Ball-and-stick model based on the crystal structure.[1][2] Note that the phosphate and pyridine groups have reacted to form a zwitterion and the aldehyde group is hydrated.
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Names | |
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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
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ECHA InfoCard | 100.000.190 |
MeSH | Pyridoxal+Phosphate |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C8H10NO6P | |
Molar mass | 247.142 g/mol |
Density | 1.638±0.06 g/cm3[3] |
Melting point | 139 to 142 °C (282 to 288 °F; 412 to 415 K)[4] |
Acidity (pKa) | 1.56[3] |
Pharmacology | |
A11HA06 (WHO) | |
Hazards | |
Flash point | 296.0±32.9 °C[3] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[5] 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.