41468-25-1

Basic information

• Product Name: Pyridoxal 5'-phosphate
• Synonyms: 3-hydroxy-2-methyl-5-((phosphonooxy)methyl)-4-pyridinecarboxaldehydemonohydr;3-hydroxy-2-methyl-5-((phosphonooxy)methyl)-4-pyridinecarboxaldehydmonoh;3-hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde5-phosphatemonohydrat;phosphopyridoxalmonohydrate;pyridoxal,5-(dihydrogenphosphate),monohydrate;pyridoxal-5-monophosphoricacidestermonohydrate;pyridoxylphosphatemonohydrate;CODECARBOXYLASE
• CAS NO: 41468-25-1
• Molecular Formula: C8H12NO7P
• Molecular Weight: 265.16
• EINECS: 200-208-3
• Product Categories: Biochemistry;Vitamin Derivatives;Vitamins;Aldehydes;Analytical Reagents;Analytical/Chromatography;Building Blocks;C8;Carbonyl Compounds;Chemical Synthesis;Derivatization Reagents;Derivatization Reagents HPLC;Fluorescence;Nutrition Research;Organic Building Blocks;Vitamin B;Vitamin B6
• Mol File: 41468-25-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: 140-143 °C(lit.)
• Boiling Point: 565.7 °C at 760 mmHg
• Flash Point: 296 °C
• Appearance: Pale yellow/Crystalline Powder
• Vapor Pressure: 1.23E-13mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: Acetonitrile (Slightly), DMSO (Slightly)
• Water Solubility: 5 g/L (20 ºC)
• Sensitive: Light Sensitive
• Stability: Air Sensitive, Moisture Sensitive
• Merck: 14,7979
• BRN: 234749
• CAS DataBase Reference: Pyridoxal 5'-phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridoxal 5'-phosphate(41468-25-1)
• EPA Substance Registry System: Pyridoxal 5'-phosphate(41468-25-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26
• WGK Germany: 2
• RTECS: UV1208000
• F: 8-10-23
• TSCA: Yes
• Hazardous Substances Data: 41468-25-1(Hazardous Substances Data)

Usage

Chemical Properties

Pyridoxal Phosphate Hydrate occurs as a pale yellow-white to light yellow crystalline powder.It is slightly soluble in water, and practically insoluble in ethanol (99.5).It dissolves in dilute hydrochloric acid and in sodium hydroxide TS.The pH of a solution prepared by dissolving 0.1 g of Pyridoxal Phosphate Hydrate in 200 mL of water is between 3.0 and 3.5.Pyridoxal Phosphate Hydrate is colored to light red by light.

Uses

Pyridoxal 5-phosphate (PLP) (active form of Vitamin B6) is an enzyme prosthetic group that acts as a coenzyme in transamination, decarboxylation and deamination reactions such as the conversion of dopa into dopamine; of glutamate into GABA; of histidine to histamine. PLP works mechanistically through formation of a Schiff-base.

Application

Pyridoxal 5′-phosphate (PLP), an active form of vitamin B6/ pyridoxine is the coenzyme of amino acid metabolism.Pyridoxal 5′-phosphate monohydrate has been used:as a component in the reaction mixture for ornithine decarboxylase (ODC) activity assayas a standard to quantify the concentration of pyridoxal 5′-phosphate (PLP) in cerebrospinal fluid (CSF) of childrenas a dietary supplement to study its effects on the lethal phenotype of mutant flies.

General Description

Pyridoxal 5'-phosphate (PLP, vitamin B6) is an essential cofactor in all living systems. It is one of the most versatile cofactors and participates in transamination, decarboxylation, racemization, Cα-Cβ cleavage and α-β elimination reactions. PLP plays an important role in amino acid and carbohydrate metabolism and has been implicated in singlet oxygen resistance. PLP can be used as a dietary supplement in cases of vitamin B6 deficiency. Reduced levels of PLP in the brain can cause neurological dysfunction. By inhibiting AGE formation and working as a coenzyme in chemical reactions, pyridoxal 5’-phosphate can support healthy nerve, eye, cardiovascular and kidney function.

Biological Activity

Pyridoxine participates in the production of lipid and neurotransmitters. Pyridoxal 5′-phosphate (PLP) serves as a cofactor to stabilize carbanions at Cα of amino acids. Pyridoxine deficiency results in peripheral neuropathy. Absence of PLP leads to neonatal epileptic encephalopathy. PLP acts as a coenzyme in transamination, decarboxylation and deamination reactions such as the conversion of dopa into dopamine; of glutamate into γ aminobutyric acid (GABA); of histidine to histamine. PLP works mechanistically through formation of a Schiff-base.

InChI:InChI:1S/C8H10NO6P.H2O/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14;/h2-3,11H,4H2,1H3,(H2,12,13,14);1H2