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Okadaic acid

Catalog No.GC16958

A potent inhibitor of protein phosphatases

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Okadaic acid Chemical Structure

Cas No.: 78111-17-8

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Sample solution is provided at 25 µL, 10mM.

Product has been cited by 1 publications

Product Documents

Quality Control & SDS

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Cell experiment [1]:

Cell lines

Rabbit lens epithelial cells, N/N1003A cells

Preparation method

The solubility of this compound in DMSO is > 10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reacting condition

10-100 nM, 0-24 h,


In confluent rabbit lens epithelial cells (RLECs), okadaic acid (100 nM) within 3 to 24 h significantly induced cell apoptosis. Also, okadaic acid induced the expression of p53 and bax, which were necessary for the apoptotic programs. In N/N1003A cells, okadaic acid (10 nM) decreased total phosphatase activity by 20% and mainly inhibited PP-2A activity, while okadaic acid (100 nM) reduced 81% total phosphatase activity and inhibited PP-1 and PP-2A activity.

Animal experiment [2]:

Animal models

Adult male Wistar rats

Dosage form

0-10 mg/kg, 30 min, injection cannula


Intrastriatal infusion of okadaic acid (0.005, 0.05 and 0.5 nmol) increased CREB and Elk-1 phosphorylation and c-Fos immunoreactivity in the injected dorsal striatum in a dose-dependent manner. Okadaic acid (0.05 and 0.5 nM) increased c-fos mRNA expression in the dorsal striatum in a dose-dependent manner. Okadaic acid (0.05 and 0.5 nmol) at a survival time of 30 min significantly increased c-fos mRNA hybridization signals in the striatum in a dose-dependent manner. Okadaic acid at 0.05 nmol significantly increased pCREB and pElk-1. Okadaic acid (10 nM) inhibited PP-2A activity and okadaic acid (100 nM) inhibited both PP-2A and PP-1 activity.

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.


[1]. Li DW, Fass U, Huizar I, et al. Okadaic acid-induced lens epithelial cell apoptosis requires inhibition of phosphatase-1 and is associated with induction of gene expression including p53 and bax. Eur J Biochem, 1998, 257(2): 351-361.

[2]. Choe ES, Parelkar NK, Kim JY, et al. The protein phosphatase 1/2A inhibitor okadaic acid increases CREB and Elk-1 phosphorylation and c-fos expression in the rat striatum in vivo. J Neurochem, 2004, 89(2): 383-390.


Okadaic acid is a marine sponge toxin which potently inhibits certain serine/threonine protein phosphatases. This cell permeable inhibitor targets the multiple isoforms of PP1 (IC50 = 10-50 nM), both isoforms of PP2A (IC50 = 0.5 nM) and PP3 (IC50 = 4 nM).[1],[2],[3] It is a very weak inhibitor of PP2B (IC50 > 2 μM) and does not inhibit PP2C or other phosphatases.[1],[3 ]Presumably through these actions, okadaic acid is a potent carcinogen and induces tau phosphorylation.[4],[5] In sponge, okadaic acid plays a role in defense, inducing apoptosis in symbiotic or parasitic annelids.[6]

[1]. Bialojan, C., and Takai, A. Inhibitory effect of a marine-sponge toxin, okadaic acid, on protein phosphatases. Specificity and kinetics. Biochemistry Journal 256, 283-290 (1988).
[2]. Gupta, V., Ogawa, A.K., Du, X., et al. A model for binding of structurally diverse natural product inhibitors of protein phosphatases PP1 and PP2A. Journal of Medicinal Chemistry 40, 3199-3206 (1997).
[3]. McCluskey, A., Sim, A.T.R., and Sakoff, J.A. Serine-threonine protein phosphatase inhibitors: Development of potential therapeutic strategies. Journal of Medicinal Chemistry 45(6), 1151-1175 (2002).
[4]. Suganuma, M., Fujiki, H., Suguri, H., et al. Okadaic acid: An additional non-phorbol-12-tetradecanoate-13-acetate-type tumor promoter. Proceedings of the National Academy of Sciences of the United States of America 85, 1768-1771 (1988).
[5]. Zhang, Z., and Simpkins, J.W. Okadaic acid induces tau phosphorylation in SH-SY5Y cells in an estrogen-preventable manner. Brain Research 1345, 176-181 (2010).
[6]. Schröder, H.C., Breter, H.J., Fattorusso, E., et al. Okadaic acid, an apoptogenic toxin for symbiotic/parasitic annelids in the demosponge Suberites domuncula. Applied and Environmental Microbiology 72(7), 4907-4916 (2006).

Chemical Properties

Cas No. 78111-17-8 SDF
Chemical Name (6R)-αR,5R-dihydroxy-a,10-dimethyl-8S-[(2E)-1R-methyl-3-[(2R,4'aR,8'aS)-octahydro-8'R-hydroxy-6'S-[1S-hydroxy-3S-[(6S)-3R-methyl-1,7-dioxaspiro[5.5]undec-2S-yl]butyl]-7'-methylenespiro[furan-2(3H),2'(3'H)-pyrano[3,2-b]pyran]-5R-yl]-2S-propen-1-yl]-1,7-dioxaspiro[5.5]undec-10-ene-2S-propanoic acid
Formula C44H68O13 M.Wt 805.01
Solubility DMSO: soluble; Ethanol: soluble; Methanol: soluble Storage Desiccate 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.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.
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Average Rating: 5 ★★★★★ (Based on Reviews and 30 reference(s) in Google Scholar.)

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