Pyridoxal phosphate |
Katalog-Nr.GC10084
One-Click Copy Product Info
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Pyridoxal-5-Phosphat ist die aktive Form von Vitamin B6, wirkt als Inhibitor der reversen Transkriptase und wird zur Behandlung von SpÄtdyskinesien eingesetzt.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 54-47-7
Sample solution is provided at 25 µL, 10mM.
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Pyridoxal phosphate is the active form of vitamin B6 and can inhibit reverse transcriptases. Pyridoxal phosphate acts as a coenzyme that catalyzes amino acid metabolism reactions such as transamination, decarboxylation, and racemization by forming Schiff bases and stabilizing carbanion intermediates. Pyridoxal phosphate is used in research on pyridoxal phosphate-dependent enzyme-related disease prevention and tardive dyskinesia treatment[1-4].
In vitro, treating MMQ, GH3, and AtT-20 cells with 10-1000μM Pyridoxal phosphate for 2-4 days dose-dependently reduced cell number, arrested the cell cycle at G0-G1 phase, induced apoptosis, and inhibited GH and PRL secretion from GH3 cells and ACTH secretion from AtT-20 cells[5]. Treating bFGF-stimulated HUVEC cells with 50-250μM Pyridoxal phosphate for 72 hours dose-dependently inhibited cell proliferation and suppressed the activities of replicative DNA polymerase α and DNA topoisomerases I and II[6]. Treating HEK293 cells stably expressing P2X2 receptors with 7.3-13μM Pyridoxal phosphate for 5-10 minutes blocked ATP-evoked inward currents through P2X receptors[7].
In vivo, injecting 20mg/kg Pyridoxal phosphate intraperitoneally into offspring of prenatal Tebufenpyrad-exposed C57BL/6j mice from postnatal day 21 to 35 upregulated Pdxk and Gad1 expression in the brain and restored anxiety-like behaviors[8]. Injecting ddY mice intraperitoneally with a single dose of 5% Pyridoxal phosphate solution at 1% body weight volume induced tonic-clonic convulsions and death[9]. ICR mice injected intracerebrally with Aβ25-35 into the lateral ventricle were given 1mg/kg of Pyridoxal phosphate intraperitoneally for 14 consecutive days. Pyridoxal phosphate improved spatial and object cognitive function, reduced brain malondialdehyde and nitric oxide levels, downregulated the Bax/Bcl-2 ratio and cleaved caspase-3 protein expression, and decreased APP, PS1, and PS2 protein expression[10].
References:
[1] Ito T. Role of the conserved pyridoxal 5'-phosphate-binding protein YggS/PLPBP in vitamin B6 and amino acid homeostasis. Biosci Biotechnol Biochem. 2022 Aug 24;86(9):1183-1191.
[2] Rivero M, Novo N, Medina M. Pyridoxal 5'-Phosphate Biosynthesis by Pyridox-(am)-ine 5'-Phosphate Oxidase: Species-Specific Features. Int J Mol Sci. 2024 Mar 9;25(6):3174.
[3] Mahdavifard S, Hasani A. Anti-obesity and hepatoprotective effects of pyridoxal phosphate in rats with metabolic syndrome by raising anti-oxidant potential in both serum and liver tissue, while also decreasing hepatic nuclear factor expression. Iran J Basic Med Sci. 2025;28:1012-1018.
[4] Lee JS, Kim K, Park JP, et al. Role of Pyridoxal 5'-Phosphate at the Titanium Implant Interface In Vivo: Increased Hemophilicity, Inactive Platelet Adhesion, and Osteointegration. Adv Healthc Mater. 2017;6(6):1600962.
[5] Ren SG, Melmed S. Pyridoxal phosphate inhibits pituitary cell proliferation and hormone secretion. Endocrinology. 2006 Aug;147(8):3936-42.
[6] Matsubara K, Matsumoto H, Mizushina Y, et al. Inhibitory effect of pyridoxal 5'-phosphate on endothelial cell proliferation, replicative DNA polymerase and DNA topoisomerase. Int J Mol Med. 2003;12(1):51-5.
[7] Theriault O, Poulin H, Thomas GR, et al. Pyridoxal-5'-phosphate(MC-1), a vitamin B6 derivative, inhibits expressed P2X receptors. Can J Physiol Pharmacol. 2014;92(3):189-196.
[8] Ding X, Wen Y, Ma X, et al. Pyridoxal 5'-phosphate alleviates prenatal pyridaben exposure-induced anxiety-like behaviors in offspring. Environ Sci Ecotechnol. 2023;13:100224.
[9] Ishioka N, Sato J, Nakamura J, et al. In vivo modification of GABAA receptor with a high dose of pyridoxal phosphate induces tonic-clonic convulsion in immature mice. Neurochem Int. 1995;26(4):369-73.
[10] Choi JM, Park HS, He MT, et al. Membrane-Free Stem Cells and Pyridoxal 5'-Phosphate Synergistically Enhance Cognitive Function in Alzheimer's Disease Mouse Model. Antioxidants. 2022 Mar;11(3):601.
| Cell experiment [1]: | |
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Cell lines |
MMQ cells, GH3 cells, AtT-20 cells (rat pituitary cell line) |
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Preparation Method |
MMQ, GH3 and AtT-20 cells were maintained in RPMI-1640 or DMEM with serum, starved in phenol-free medium with 0.3% BSA for 6-12h, then treated with Pyridoxal phosphate at 10-1000μM for 2-4 days. After treatment, cell number, [3H]-thymidine incorporation, hormone (GH/PRL/ACTH) secretion, cell-cycle distribution, apoptosis (Annexin V-FITC), and Bcl-2 protein content were measured. |
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Reaction Conditions |
10-1000μM; 2-4 days |
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Applications |
Pyridoxal phosphate dose-dependently reduced MMQ, GH3 and AtT-20 cell numbers and [3H]-thymidine incorporation, decreased GH3 GH and PRL secretion, AtT-20 ACTH secretion, induced apoptosis in AtT-20 and GH3 cells, and lowered Bcl-2 protein content in GH3 cells. |
| Animal experiment [2]: | |
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Animal models |
ICR mice (5 weeks old) |
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Preparation Method |
Mice were intracerebroventricularly injected with aggregated Aβ25-35 (5nmol in 5μL saline) and then intraperitoneally injected with Pyridoxal phosphate at 1mg/kg once daily for 14 days; after treatment, T-maze, novel object recognition and Morris water maze tests were performed, and brain MDA, NO, Bax/Bcl-2 ratio, cleaved caspase-3, APP, PS1 and PS2 protein levels were measured. |
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Dosage form |
1mg/kg; i.p.; 14 days |
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Applications |
Pyridoxal phosphate improved spatial perception in T-maze test, object recognition in novel object recognition test, and shortened escape latency in Morris water maze test, reduced brain MDA and NO levels, lowered Bax/Bcl-2 ratio and cleaved caspase-3 protein expression, and downregulated APP, PS1 and PS2 protein expression in the brain. |
References: [1] Ren SG, Melmed S. Pyridoxal phosphate inhibits pituitary cell proliferation and hormone secretion. Endocrinology. 2006 Aug;147(8):3936-42. [2] Choi JM, Park HS, He MT, et al. Membrane-Free Stem Cells and Pyridoxal 5'-Phosphate Synergistically Enhance Cognitive Function in Alzheimer's Disease Mouse Model. Antioxidants. 2022 Mar;11(3):601. | |
| Cas No. | 54-47-7 | SDF | |
| Chemical Name | (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate | ||
| Canonical SMILES | CC1=C(O)C(C=O)=C(COP(O)(O)=O)C=N1 | ||
| Formula | C8H10NO6P | M.Wt | 247.14 |
| Löslichkeit | ≥ 12.35mg/mL in DMSO with ultrasonic and warming | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.0463 mL | 20.2314 mL | 40.4629 mL |
| 5 mM | 809.3 μL | 4.0463 mL | 8.0926 mL |
| 10 mM | 404.6 μL | 2.0231 mL | 4.0463 mL |
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
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3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
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- Purity: >99.50% Appearance: A solid
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Average Rating: 5 (Based on Reviews and 11 reference(s) in Google Scholar.)