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About This Item
Empirical Formula (Hill Notation):
C8H13N2O5P
CAS Number:
Molecular Weight:
248.17
UNSPSC Code:
12352116
NACRES:
NA.79
PubChem Substance ID:
EC Number:
208-471-6
Beilstein/REAXYS Number:
233653
MDL number:
Product Name
Pyridoxamine-5′-phosphate, ≥98.0% (HPLC)
InChI key
ZMJGSOSNSPKHNH-UHFFFAOYSA-N
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)
SMILES string
Cc1ncc(COP(O)(O)=O)c(CN)c1O
assay
≥98.0% (HPLC)
form
powder
technique(s)
HPLC: suitable
color
faint beige to light beige
white to light yellow
Quality Level
Related Categories
Application
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 Actions
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.
General description
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
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
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
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
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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