4-Deoxypyridoxine 5'-phosphate

• CAT Number: I015302
• CAS Number: 883-84-1
• Molecular Formula: C8H12NO5P
• Molecular Weight: 233.16
• Purity: ≥95%
• Synonyms: (5-hydroxy-4,6-dimethylpyridin-3-yl)methyl dihydrogen phosphate
• InChI: InChI=1S/C8H12NO5P/c1-5-7(4-14-15(11,12)13)3-9-6(2)8(5)10/h3,10H,4H2,1-2H3,(H2,11,12,13)
• InChIKey: RBCOYOYDYNXAFA-UHFFFAOYSA-N
• SMILES: CC1=C(C(=NC=C1COP(=O)(O)O)C)O

4-Deoxypyridoxine 5′-phosphate is a Pyridoxal 5′-phosphate analogue and a sphingosine 1-phosphate (S1P) inhibitor. 4-Deoxypyridoxine 5′-phosphate inhibits ornithine decarboxylase activity with a Ki of 60 μM. 4-Deoxypyridoxine 5′-phosphate is a competitive inhibitor of the activation of glutamate apodecarboxylase by Pyridoxal 5′-phosphate (Ki of 0.27 μM) and strongly inhibits glutamate-dependent labeling of glutamate decarboxylase[1][2][3].

Reference

[1]. Mamoru Ohtoyo, et al. Scintillation Proximity Assay to Detect the Changes in Cellular Dihydrosphingosine 1-Phosphate Levels. Lipids. 2016 Oct;51(10):1207-1216.
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[2]. M J Connor, et al. Epidermal Pyridoxal 5′-phosphate Depletion, Inhibition of DNA Synthesis, and Inhibition of the Expression of Ornithine Decarboxylase Activity by the Vitamin B-6 Antagonist 4′-deoxypyridoxine. J Invest Dermatol. 1983 Aug;81(2):136-9.
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[3]. D L Martin, et al. Glutamate-dependent Active-Site Labeling of Brain Glutamate Decarboxylase. J Neurochem. 1990 Aug;55(2):524-32.
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