Okadaic acid (sodium)

Okadaic acid sodium, a marine toxin, is an inhibitor of protein phosphatases (PP) . Okadaic acid (sodium) has a significantly higher affinity for PP2A (IC50=0.1-0.3 nM), and inhibits PP1 (IC50=15-50 nM), PP3 (IC50=3.7-4 nM), PP4 (IC50=0.1 nM), PP5 (IC50=3.5 nM), but does not inhibit PP2C. Okadaic acid sodium increases of phosphorylation of a number of proteins by inhibiting PP, and acts a tumor promoter. Okadaic acid sodium induces tau phosphorylation[1][2].

Product Specifications

CAS Number

[209266-80-8]

UNSPSC

12352005

Hazard Statement

H301+H311+H331, H315

Target

Apoptosis; Phosphatase

Type

Reference compound

Related Pathways

Apoptosis; Metabolic Enzyme/Protease

Applications

Cancer-Kinase/protease

Field of Research

Cancer; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/okadaic-acid-sodium.html

Purity

99.90

Solubility

10 mM in DMSO

Smiles

O[C@H](CC[C@@H](C[C@@](C)(O)C(O[Na])=O)O1)[C@@]1(C=C(C)C2)O[C@]2([H])[C@H](C)/C=C/[C@@H]3O[C@@]4(O[C@]([C@@H]5O)([H])[C@@](O[C@@]([C@@H](O)C[C@@H]([C@@]6([H])O[C@@]7(CCCCO7)CC[C@H]6C)C)([H])C5=C)([H])CC4)CC3

Molecular Formula

C44H67NaO13

Molecular Weight

826.98

Precautions

H301+H311+H331, H315

References & Citations

[1]Kleppe R, et al. Cell Death Inducing Microbial Protein Phosphatase Inhibitors--Mechanisms of Action. Mar Drugs. 2015 Oct 22;13 (10) :6505-20.|[2]Valdiglesias V, et al. Okadaic acid: more than a diarrheic toxin. Mar Drugs. 2013 Oct 31;11 (11) :4328-49.|[3]del Campo M, et al. Okadaic acid toxin at sublethal dose produced cell proliferation in gastric and colon epithelial cell lines. Mar Drugs. 2013;11 (12) :4751-4760.|[4]Cho MH, et al. Increased phosphorylation of dynamin-related protein 1 and mitochondrial fission in okadaic acid-treated neurons. Brain Res. 2012 May 15;1454:100-10.|[5]Baker S, et al. A local insult of okadaic acid in wild-type mice induces tau phosphorylation and protein aggregation in anatomically distinct brain regions. Acta Neuropathol Commun. 2016;4:32.|[6]Natalia Dos Santos Tramontin, et al. Gold Nanoparticles Treatment Reverses Brain Damage in Alzheimer's Disease Model . Mol Neurobiol. 2020, 57, 2.