Pyridoxal phosphate

Base Information

• Chemical Name: Pyridoxal phosphate
• CAS No.: 54-47-7
• Deprecated CAS: 52064-48-9,52441-27-7,1071665-72-9,52441-27-7
• Molecular Formula: C8H10NO6P
• Molecular Weight: 247.144
• Hs Code.: 29362500
• European Community (EC) Number: 200-208-3
• NSC Number: 82388
• UNII: F06SGE49M6
• DSSTox Substance ID: DTXSID4048351
• Nikkaji Number: J10.690I
• Wikipedia: Pyridoxal_phosphate
• Wikidata: Q418957
• NCI Thesaurus Code: C81627
• Pharos Ligand ID: K6BKDU9BHL46
• Metabolomics Workbench ID: 37824
• ChEMBL ID: CHEMBL82202
• Mol file: 54-47-7.mol

Synonyms:Phosphate, Pyridoxal;Pyridoxal 5 Phosphate;Pyridoxal 5-Phosphate;Pyridoxal P;Pyridoxal Phosphate;Pyridoxal-P

Chemical Property of Pyridoxal phosphate

Chemical Property:

• Appearance/Colour: Light yellow powder.
• Melting Point: 140-143 °C
• Boiling Point: 565.746 °C at 760 mmHg
• PKA: 1.56±0.10(Predicted)
• Flash Point: 295.952 °C
• PSA: 126.76000
• Density: 1.638 g/cm³
• LogP: 0.51740
• Storage Temp.: −20°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 247.02457404
• Heavy Atom Count: 16
• Complexity: 292

Purity/Quality:

98% ^*data from raw suppliers

Pyridoxal5''-Phosphate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Vitamins and Derivatives
• Canonical SMILES: CC1=NC=C(C(=C1O)C=O)COP(=O)(O)O
• Recent ClinicalTrials: Oral Pyridoxal 5'-Phosphate for the Treatment of Patients With PNPO Deficiency
• Recent EU Clinical Trials: A RANDOMIZED, DOUBLE-BLIND, PLACEBO-CONTROLLED, MULTI-CENTER
• Recent NIPH Clinical Trials: Effects of vitamin B6 in children with autism: a randomized controlled trial
• Description: Pyridoxal phosphate is an organic compound formed by the combination of vitamin B6 and phosphoric acid, including pyridoxal, pyridoxamine, and pyridoxine, which exist in the form of phosphate esters in the body. Among them, pyridoxal phosphate and pyridoxamine phosphate can be converted into each other, and they are all active types. Pyridoxal phosphate is the active form of vitamin B6. Several reactions catalyzed by pyridoxal phosphate are: transamination, α-decarboxylation, β-decarboxylation, β-elimination, γ-elimination, racemization and aldol reaction.
• Uses: Vitamin (enzyme co-factor).
• Biological Functions: Pyridoxal phosphate is the coenzyme form of vitamin B6. In the catalytic reaction, the intramolecular aldehyde group of pyridoxal phosphate is combined with the amino group of α-amino acid to form an aldimine, also known as Schiffbase, and then the amino acid undergoes transamination, decarboxylation or racemization according to the characteristics of different enzymes and proteins. . As a coenzyme of amino acid transaminase, decarboxylase and racemase, it plays a very important role in amino acid metabolism.

Technology Process of Pyridoxal phosphate

There total 52 articles about Pyridoxal phosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

pyridoxal hydrochloride (65-22-5) → pyridoxal 5'-phosphate (54-47-7)

Guidance literature:

pyridoxal hydrochloride; With N,N-dimethylethylenediamine; In 5,5-dimethyl-1,3-cyclohexadiene; at 90 ℃; for 8h;

With polyphosphoric acid; at 70 ℃; for 12h; Solvent;

Reference yield: 68.4%

Phosphoric acid mono-(4-{[(Z)-4-ethoxy-phenylimino]-methyl}-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester (15847-87-7) → pyridoxal 5'-phosphate (54-47-7)

Guidance literature:

With sodium hydroxide; at 35 ℃; for 2h;

Reference yield:

C11H12N2O11P2(4-) → O-phospho-DL-serine (17885-08-4,7331-08-0) + pyridoxal 5'-phosphate (54-47-7)

Guidance literature:

at 37 ℃; pH=7.4; Kinetics; Equilibrium constant; aq. phosphate buffer;

DOI:10.1016/j.bmc.2011.06.018

upstream raw materials:

pyridoxamine-5'-phosphate

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

pyridoxal

pyridoxalphosphate

Downstream raw materials:

uridine-5'-diphosphate-pyridoxal

pyridoxamine-5'-phosphate

hydrogen sulfide

ammonia

Refernces

• 1、 -. "Preparation method of pyridoxal 5-phosphate monohydrate". Paragraph 0022; 0033-0035; 0043; 0047-0049; 0053; 0054. . Retrieved 2019/08/20.
• 2、 -. "Synthesis method of pyridoxal phosphate". Paragraph 0023; 0024. . Retrieved 2018/03/01.