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Merck

P9255

Pyridoxal 5′-phosphate hydrate

≥98%

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C8H10NO6P · xH2O
Numéro CAS:
Poids moléculaire :
247.14 (anhydrous basis)
UNSPSC Code:
12352205
NACRES:
NA.79
PubChem Substance ID:
EC Number:
200-208-3
Beilstein/REAXYS Number:
234749
MDL number:
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biological source

synthetic (organic)

Quality Segment

assay

≥98%

form

powder

technique(s)

HPLC: suitable

color

beige, off-white to yellow

mp

140-143 °C

storage temp.

−20°C

SMILES string

CC1=NC=C(COP(O)(O)=O)C(C([H])=O)=C1O

InChI

1S/C8H10NO6P/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)

InChI key

NGVDGCNFYWLIFO-UHFFFAOYSA-N

General description

Pyridoxal 5′-phosphate (PLP) is synthesized in a multiple-step process. The two pathways inlcude pyridoxal phosphate biosynthetic protein (PdxA)- pyridoxine-5′-phosphate synthase (PdxJ) pathway and the pyridoxal 5′-phosphate synthase subunit PDX1/PDX2 pathway. It is the active form of pyridoxine.

Application

Pyridoxal 5′-phosphate hydrate has also been used:
  • as a reference standard to quantify vitamin B6 in feed and digesta samples using high performance liquid chromatography (HPLC)
  • in D-amino acid transaminase reaction(10)
  • as a cofactor for L-glutamic acid decarboxylase

Biochem/physiol Actions

Pyridoxal 5′-phosphate (PLP) aids in carbohydrate and fat metabolism by serving as a cofactor. It is majorly responsible for catalyzing the enzymatic reactions involved in sphingolipid synthesis and neurotransmitter (dopamine and serotonin) synthesis. PLP is used in the studies of PLP-dependent enzyme active sites. PLP is also a cofactor for a wide range of enzymes including mitochondrial 5-Aminolevulinic acid synthase (ALAS) cysteine desulfurase, cystathionine γ-synthase (CGS), ornithine 4,5-aminomutase (OAM), and D-serine dehydratase.


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Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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