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Pyridoxal 5′-phosphate monohydrate

SIGMA/82870 - ≥97.0% (NT)

Synonym: P5P; 3-Hydroxy-2-methyl-5-([phosphonooxy]methyl)-4-pyridinecarboxaldehyde; Codecarboxylase; PLP; Pyridoxal 5-phosphate

CAS Number: 41468-25-1
Empirical Formula (Hill Notation): C8H10NO6P · H2O
Molecular Weight: 265.16
MDL Number: MFCD00149414
Linear Formula: C8H10NO6P · H2O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-82870-1G 1 g
$71.30
1/EA
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45-82870-5G 5 g
$248.00
1/EA
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45-82870-25G 25 g
$980.00
1/EA
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anion traces chloride (Cl-): ≤500 mg/kg
  sulfate (SO42-): ≤50 mg/kg
application(s) cell analysis
assay ≥97.0% (NT)
biological source synthetic
cation traces Ca: ≤20 mg/kg
  Cd: ≤5 mg/kg
  Co: ≤5 mg/kg
  Cr: ≤5 mg/kg
  Cu: ≤5 mg/kg
  Fe: ≤50 mg/kg
  K: ≤50 mg/kg
  Mg: ≤5 mg/kg
  Mn: ≤5 mg/kg
  Na: ≤2000 mg/kg
  Ni: ≤5 mg/kg
  Pb: ≤5 mg/kg
  Zn: ≤5 mg/kg
color white to light yellow
form powder
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
InChI key CEEQUQSGVRRXQI-UHFFFAOYSA-N
mp 140-143 °C (lit.)
Quality Level 200 
SMILES string O=CC1=C(C(C)=NC=C1COP(O)(O)=O)O.[OH]
storage temp. 2-8°C
technique(s) enzyme immunoassay: suitable
Application: Pyridoxal 5′-phosphate monohydrate has been used:
• as a component in the reaction mixture for ornithine decarboxylase (ODC) activity assay
• as a standard to quantify the concentration of pyridoxal 5′-phosphate (PLP) in cerebrospinal fluid (CSF) of children
• as a dietary supplement to study its effects on the lethal phenotype of mutant flies

Biochem/physiol Actions: 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.
General description: Pyridoxal 5′-phosphate (PLP), an active form of vitamin B6/ pyridoxine is the coenzyme of amino acid metabolism.
Other Notes: Coenzymes and Cofactors, vol. 1: Vitamin B6, Pyridoxal Phosphate
RIDADR NONH for all modes of transport
WGK Germany WGK 2
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥97.0% (NT)
mp 140-143 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352204

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