CAS 447-05-2

Pyridoxine 5′-phosphate

Description:

Pyridoxine 5′-phosphate, also known as pyridoxal phosphate or PLP, is the active form of vitamin B6 and plays a crucial role in various biochemical processes. It is a water-soluble compound that serves as a coenzyme in numerous enzymatic reactions, particularly those involving amino acid metabolism, neurotransmitter synthesis, and the conversion of glycogen to glucose. The structure of pyridoxine 5′-phosphate includes a pyridine ring, which is essential for its biological activity, and a phosphate group that enhances its solubility and reactivity. This compound is involved in the synthesis of neurotransmitters such as serotonin, dopamine, and gamma-aminobutyric acid (GABA), making it vital for proper nervous system function. Deficiency in pyridoxine 5′-phosphate can lead to various health issues, including anemia, depression, and impaired immune function. It is commonly found in foods such as fish, poultry, potatoes, and non-citrus fruits, and is also available as a dietary supplement to support overall health and metabolic functions.

Formula: C₈H₁₂NO₆P

InChI: InChI=1S/C8H12NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2,10-11H,3-4H2,1H3,(H2,12,13,14)

InChI key: InChIKey=WHOMFKWHIQZTHY-UHFFFAOYSA-N

SMILES: C(OP(=O)(O)O)C=1C(CO)=C(O)C(C)=NC1

Synonyms:

• 3,4-Pyridinedimethanol, 5-hydroxy-6-methyl-, 3-(dihydrogen phosphate)
• 3,4-Pyridinedimethanol, 5-hydroxy-6-methyl-, alpha(3)-(dihydrogen phosphate)
• 3,4-Pyridinedimethanol, 5-hydroxy-6-methyl-, alpha(sup 3)-(dihydrogen phosphate) (9CI)
• 3,4-Pyridinedimethanol, 5-hydroxy-6-methyl-, α³-(dihydrogen phosphate)
• Brn 0233737
• Nsc 83119
• Pyridoxine 5-phosphate
• Pyridoxine phosphate
• Pyridoxol 5-phosphate
• Pyridoxol, 5-(dihydrogen phosphate)
• Pyridoxyl-5-phosphate
• [5-Hydroxy-4-(Hydroxymethyl)-6-Methylpyridin-3-Yl]Methyl Dihydrogen Phosphate
• [[5-Hydroxy-4-(hydroxymethyl)-6-methylpyridin-3-yl]methoxy]phosphonic acid
• 4-21-00-02516 (Beilstein Handbook Reference)
• 5-Hydroxy-4-(hydroxymethyl)-6-methyl-3-pyridylmethyl dihydrogen phosphate

5-hydroxy-4-(hydroxymethyl)-6-methyl-3-pyridylmethyl dihydrogen phosphate

CAS: 447-05-2

Formula: C₈H₁₂NO₆P

Purity: 90%

Color and Shape: Solid

Molecular weight: 249.1577

Ref: IN-DA00DF81

Pyridoxol-d3 5-Phosphate

CAS: 447-05-2

Formula: C₈H₉D₃NO₆P

Molecular weight: 252.18

Ref: 4Z-P-7138

Pyridoxol 5-Phosphate

CAS: 447-05-2

Formula: C₈H₁₂NO₆P

Molecular weight: 249.16

Ref: 4Z-P-7141

Pyridoxol 5'-Phosphate >90%

Controlled Product

CAS: 447-05-2

Stability Hygroscopic
Applications Pyridoxol 5'-phosphate is a vitamer of Vitamin B6 complex (P991715), an enzyme cofactor in many reactions of amino acid metabolism.
References Galluzzi, L., et al.: Cell. Reports., 2, 1472 (2012); Mashallidis, E.H., et al.: PLoS. One., 6, 27643 (2011); Lindner, A., et al.: Am. J. Kidney. Diseases., 39, 134 (2002);

Formula: C₈H₁₂NO₆P

Purity: >90%

Color and Shape: White To Off-White

Molecular weight: 249.16

Ref: TR-P991780

Pyridoxine-5'-phosphate

CAS: 447-05-2

Pyridoxine-5'-phosphate is a cofactor of the enzyme pyridoxal kinase, which catalyzes the conversion of pyridoxine to pyridoxal. Pyridoxine-5'-phosphate is also an essential cofactor for the enzyme transketolase, which catalyzes the transfer of a sugar phosphate group from erythrose 4-phosphate to dihydroxyacetone phosphate. Pyridoxine-5'-phosphate is involved in many reactions in the body, including protein synthesis and metabolism. It is required for glucocorticoid receptor activation and transcriptional regulation. It may also play a role in growth factor-β1 production and its role in cell signaling pathways. The deficiency of this vitamin causes symptoms such as weakness, irritability, depression, apathy, memory loss, hallucinations or convulsions.

Formula: C₈H₁₂NO₆P

Purity: Min. 90 Area-%

Color and Shape: Powder

Molecular weight: 249.16 g/mol

Ref: 3D-FP57732

Pyridoxol-d3 5'-Phosphate

Controlled Product

CAS: 447-05-2

Formula: C₈D₃H₉NO₆P

Color and Shape: Neat

Molecular weight: 252.176

Ref: TR-P991782