Accéder au contenu
Merck
Toutes les photos(1)

Documents

82890

Sigma-Aldrich

Pyridoxamine-5′-phosphate

≥98.0% (HPLC)

Synonyme(s) :

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

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme


About This Item

Formule empirique (notation de Hill):
C8H13N2O5P
Numéro CAS:
Poids moléculaire :
248.17
Numéro Beilstein :
233653
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352116
ID de substance PubChem :
Nomenclature NACRES :
NA.79

Pureté

≥98.0% (HPLC)

Forme

powder

Technique(s)

HPLC: suitable

Couleur

faint beige to light beige
white to light yellow

Chaîne SMILES 

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)

Clé InChI

ZMJGSOSNSPKHNH-UHFFFAOYSA-N

Description générale

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

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Identification of a pyridoxine (pyridoxamine) 5'-phosphate oxidase from Arabidopsis thaliana.
Sang Y, Barbosa JM, Wu H, Locy RD, Singh NK.
Febs Letters, 2007, 344-348 (2007)
Sonia Herrero et al.
Plant molecular biology, 76(1-2), 157-169 (2011-05-03)
Vitamin B6 (pyridoxal phosphate) is an essential cofactor in enzymatic reactions involved in numerous cellular processes and also plays a role in oxidative stress responses. In plants, the pathway for de novo synthesis of pyridoxal phosphate has been well characterized
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)
I Miyahara et al.
Journal of biochemistry, 116(5), 1001-1012 (1994-11-01)
The three-dimensional structures of pyridoxamine 5'-phosphate-type aspartate aminotransferase from Escherichia coli and its complexes with maleate and glutarate have been determined by X-ray crystallography at 2.2, 2.1, and 2.7 A resolution, respectively. The enzyme is a dimeric form comprising two
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

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique