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Merck

82890

Sigma-Aldrich

Pyridoxamin-5′-phosphat

≥98.0% (HPLC)

Synonym(e):

4-Aminomethyl-5-hydroxy-6-methyl-3-pyridylmethyl-phosphat

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About This Item

Empirische Formel (Hill-System):
C8H13N2O5P
CAS-Nummer:
Molekulargewicht:
248.17
Beilstein:
233653
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352116
PubChem Substanz-ID:
NACRES:
NA.79

Qualitätsniveau

Assay

≥98.0% (HPLC)

Form

powder

Methode(n)

HPLC: suitable

Farbe

faint beige to light beige
white to light yellow

SMILES String

Cc1ncc(COP(O)(O)=O)c(CN)c1O

InChI

1S/C8H13N2O5P/c1-5-8(11)7(2-9)6(3-10-5)4-15-16(12,13)14/h3,11H,2,4,9H2,1H3,(H2,12,13,14)

InChIKey

ZMJGSOSNSPKHNH-UHFFFAOYSA-N

Allgemeine Beschreibung

Pyridoxamine is a derivative of vitamin B6. Pyridoxamine is a water-soluble vitamin. Vitamin B6 derivatives contain a core pyridine ring. Pyridoxaminecontains an amino methyl group at pyridine′s 4′ position.

Anwendung

Pyridoxamine-5′-phosphate is suitable:
  • in the enzymatic synthesis of cytidine diphosphate-4-keto-3, 6-dideoxyglucose
  • as a substrate for pyridoxamine-5′-phosphate phosphatase activity assay
  • as a substrate to characterize pyridoxine-5′-phosphate oxidase
  • for the absorbance and fluorescence studies of properties of NaBH4-reduced glycogen phosphorylase b to probe the microenvironment of PMP residue
  • as a substrate for characterization of pyridoxamine-phosphate transaminase(s) from various species and tissues

Biochem./physiol. Wirkung

Pyridoxal 5′-phosphate can be converted to pyridoxamine-5′-phosphate in the presence of (S)-α-methylbenzylamine (MBA) as the amine donor by using pyruvate transaminase as a biocatalyst. Pyridoxine 5′-phosphate and pyridoxamine 5′-phosphate are oxidized to pyridoxal 5′-phosphate (PLP) using flavin mononucleotide (FMN) as the immediate electron acceptor and oxygen as the ultimate electron acceptor by the E. coli enzyme pyridoxine (pyridoxamine) 5′-phosphate oxidase.
pK of pyridoxamine-5′-phosphate (pyridoxamine 5-phosphate, PAMP) in the singlet excited state has been evaluated by absorption and fluorescence spectral studies.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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L Lumeng et al.
The Journal of biological chemistry, 250(20), 8126-8131 (1975-10-25)
The tissue content of pyridoxal 5'-phosphate is controlled principally by the protein binding of this coenzyme and its hydrolysis by a cellular phosphatase. The present study identifies this enzyme and its intracellular location in rat liver. Pyridoxal-P is not hydrolyzed
J D Choi et al.
The Journal of biological chemistry, 258(2), 840-845 (1983-01-25)
The kinetic properties of pyridoxamine (pyridoxine)-5'-phosphate oxidase have been studied using the physiological substrates pyridoxine 5'-phosphate (PNP) and pyridoxamine 5'-phosphate (PMP) at 25 degrees C and pH 8.0. Under steady-state conditions with different concentrations of PNP and O2, a series
E S Yang et al.
Archives of biochemistry and biophysics, 377(1), 109-114 (2000-04-25)
Escherichia coli pyridoxine (pyridoxamine) 5'-phosphate oxidase (PNPOx) catalyzes the oxidation of pyridoxine 5'-phosphate and pyridoxamine 5'-phosphate to pyridoxal 5'-phosphate (PLP) using flavin mononucleotide (FMN) as the immediate electron acceptor and oxygen as the ultimate electron acceptor. This reaction serves as
On the microenvironment of the pyridoxamine 5-phosphate residue in NaBH 4 -reduced glycogen phosphorylase b. Absorption and fluorescence studies.
M Cortijo et al.
European journal of biochemistry, 29(1), 134-142 (1972-08-18)
Synthesis of pyridoxamine 5?-phosphate using an MBA: pyruvate transaminase as biocatalyst.
Schell U, et al.
Journal of Molecular Catalysis. B, Enzymatic, 59, 279-285 (2009)

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