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MilliporeSigma

82870

Sigma-Aldrich

Pyridoxal 5′-phosphate monohydrate

≥97.0% (NT)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C8H10NO6P · H2O
Número de CAS:
Peso molecular:
265.16
Beilstein/REAXYS Number:
234749
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic

assay

≥97.0% (NT)

form

powder

technique(s)

enzyme immunoassay: suitable

color

white to light yellow

mp

140-143 °C (lit.)

anion traces

chloride (Cl-): ≤500 mg/kg
sulfate (SO42-): ≤50 mg/kg

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

application(s)

cell analysis

storage temp.

2-8°C

SMILES string

O=CC1=C(C(C)=NC=C1COP(O)(O)=O)O.[OH]

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

Categorías relacionadas

General description

Pyridoxal 5′-phosphate (PLP), an active form of vitamin B6/ pyridoxine is the coenzyme of amino acid metabolism.

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.

Other Notes

Coenzymes and Cofactors, vol. 1: Vitamin B6, Pyridoxal Phosphate

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Visite la Librería de documentos

A Nutritional Conditional Lethal Mutant Due to Pyridoxine 5'-Phosphate Oxidase Deficiency in Drosophila melanogaster
Chi W, et al.
G3: Genes, Genomes, Genetics, 4(6), 1147-1154 (2014)
Coenzyme and Prosthetic Group Biosynthesis
Encyclopedia of Microbiology, 79-88 (2009)
D.Dolphin, R.Poulson, O.Avramovic, eds.
Chemical, Biochemical and Medical Aspects, 725-725 (1986)
Jong Dai Kim et al.
Endocrinology and metabolism (Seoul, Korea), 35(3), 610-617 (2020-09-29)
It is well known that high serum ferritin, a marker of iron storage, predicts incident type 2 diabetes. Limited information is available on the association between transferrin, another marker of iron metabolism, and type 2 diabetes. Thus, we investigated the
Assay of Ornithine Decarboxylase and Spermidine/Spermine N1-acetyltransferase Activities
Hyvonen MT, et al.
Bio-protocol (2014)

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