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P9255 Sigma-Aldrich

Pyridoxal 5′-phosphate hydrate

≥98%

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

  • CAS Number 853645-22-4

  • Empirical Formula (Hill Notation) C8H10NO6P · xH2O

  • Molecular Weight 247.14 (anhydrous basis)

  •  Beilstein/REAXYS Number 234749

  •  EC Number 200-208-3

  •  MDL number MFCD00006333

  •  PubChem Substance ID 24899020

  •  NACRES NA.79

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Properties

Related Categories Aldehydes, Biochemicals and Reagents, Building Blocks, C8, Carbonyl Compounds,
Quality Level   200
biological source   synthetic (organic)
assay   ≥98%
form   powder
application(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

Description

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

Packaging

1, 5, 25 g in poly bottle

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Related Content

Vitamin B6, Pyridoxal and Pyridoxine, in Cell Culture

Importance and uses of the B6 vitamins, pyridoxal and pyridoxine, in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures
Keywords: Catalysis, Cell culture, Culture media, Decarboxylations, Degradations, Eliminations, Metabolism, Neurotransmitters, Racemizations, Transaminations, Vitamins

Peer-Reviewed Papers
15

References

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