82890

Pyridoxamine-5′-phosphate

≥98.0% (HPLC)

• Synonym(s): 4-Aminomethyl-5-hydroxy-6-methyl-3-pyridylmethyl phosphate
• Empirical Formula (Hill Notation): C₈H₁₃N₂O₅P
• CAS Number: 529-96-4
• Molecular Weight: 248.17
• Beilstein: 233653
• EC Number: 208-471-6
• MDL number: MFCD00023504
• UNSPSC Code: 12352116
• PubChem Substance ID: 57652936
• NACRES: NA.79

Properties

• Assay: ≥98.0% (HPLC)
• form: powder
• technique(s): HPLC: suitable
• color: 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)
• InChI key: ZMJGSOSNSPKHNH-UHFFFAOYSA-N

Description

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.

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves