Pyridoxal phosphate Basic information |
Product Name: | Pyridoxal phosphate |
Synonyms: | PYRIDOXAL-5-PHOSPHORIC ACID;PYRIDOXAL 5'-MONOPHOSPHATE;CODECARBOXYLASE;3-hydroxy-2-methyl-5-((phosphonooxy)methyl)-4-pyridinecarboxaldehyd;3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehyd;apolonb(sub6);apolonb6;biosechs |
CAS: | 54-47-7 |
MF: | C8H10NO6P |
MW: | 247.14 |
EINECS: | 200-208-3 |
Product Categories: | Aromatics;Heterocycles;Vitamins and derivatives;Intermediates & Fine Chemicals;Pharmaceuticals;Phosphorylating and Phosphitylating Agents |
Mol File: | 54-47-7.mol |
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Pyridoxal phosphate Chemical Properties |
Melting point | 140-143 °C |
Boiling point | 565.7±60.0 °C(Predicted) |
density | 1.638±0.06 g/cm3(Predicted) |
storage temp. | −20°C |
form | powder |
pka | 1.56±0.10(Predicted) |
CAS DataBase Reference | 54-47-7(CAS DataBase Reference) |
EPA Substance Registry System | 4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]- (54-47-7) |
MSDS Information |
Provider | Language |
---|---|
3-Hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehyde | English |
SigmaAldrich | English |
Pyridoxal phosphate Usage And Synthesis |
Chemical Properties | Light yellow crystalline |
Uses | Vitamin (enzyme co-factor). |
Definition | The coenzyme of amino acid metabolism that also is the active group of various decarboxylases and other types of enzymes. It is closely related to pyridoxine. |
Synthesis Reference(s) | Journal of the American Chemical Society, 73, p. 4693, 1951 DOI: 10.1021/ja01154a062 |
Purification Methods | PLP has been purified by dissolving 2g in H2O (10-15mL, in a dialysis bag a third full) and dialysing with gentle stirring against 1L of H2O (+ two drops of toluene) for 15hours in a cold room. The dialysate is evaporated to 80-100mL, then lyophilised. Lemon yellow microscopic needles of the monohydrate remain when all the ice crystals have been removed. The purity is checked by paper chromatography (in EtOH or n-PrOH/NH3) and the spot(s) visualised under UV light after reaction with a spray of p-phenylene diamine, NH3 and molybdate. Solutions stored in a freezer are 2-3% hydrolysed in 3weeks. At 25o, only 4-6% hydrolysis occurs even in N NaOH or HCl, and 2% is hydrolysed at 37o in 1day-but is complete at 100o in 4hours. It is best stored as a dry solid at -20o. In aqueous acid the solution is colourless but is yellow in alkaline solutions. It has UV max at 305nm ( 1100) and 380nm ( 6550) in 0.1 N NaOH; 330nm ( 2450) and 388nm ( 4,900) in 0.05M phosphate buffer pH 7.0 and 295nm ( 6700) in 0.1N HCl. [Peterson et al. Biochemical Preparations 3 34, 119 1953.] The oxime decomposes at 229-230o and is practically insoluble in H2O, EtOH and Et2O. The O-methyloxime decomposes at 212-213o. [Heyl et al. J Am Chem Soc 73 3430 1951.] It has also been purified by column chromatography through Amberlite IRC-50 (H+) [Peterson & Sober J Am Chem Soc 76 169 1954]. [Beilstein 21/13 V 46.] |
Pyridoxal phosphate Preparation Products And Raw materials |